甲苯

Toluene

HCID 1140CAS 108-88-3

基本信息

标准SMILES
Cc1ccccc1
InChIKey
YXFVVABEGXRONW-UHFFFAOYSA-N
分子式
C7H8
平均分子量
92.14 g/mol
单同位素质量
92.06260026

名称与标识

首选名称
Toluene
IUPAC
toluene
中文名
甲苯
英文名
Toluene
分子式
C7H8
分子量
92.14

名称与别名

toluenemethylbenzenetoluol108-88-3Phenylmethanemethacidemethylbenzolantisal 1aBenzene, methyl-Toluentolu-solmonomethyl benzene
展开更多名称
JB甲苯甲基苯苯基甲烷溶剂甲苯甲苯,低水易制毒产品甲苯 溶液甲苯,无水甲醇中甲苯TOLTOLUNEJB
Methane, phenyl-TolueenToluolophenyl methane1-MethylbenzeneRCRA waste number U220Toluenomethyl benzene

数据库标识

CAS
108-88-3
PubChem CID
1140
DTXSID
DTXSID7021360
ChEMBL
CHEMBL9113
ChEBI
CHEBI:17578
UNII
3FPU23BG52
EC Number
203-625-9、946-198-0
Nikkaji
J1.044.997I、J2.245.009C、J2.868A

性质

结构计算性质

XLogP
2.7
极性表面积
0 Ų
氢键供体
0
氢键受体
0
可旋转键
0
重原子
7

实验与物化性质

LogP · 4 条

2.73

log Kow = 2.73

2.73

2.69

LogS-2.21
OdorSweet, pungent, benzene-like odor
Density · 6 条

0.867 at 68 °F (USCG, 1999) - Less dense than water; will float

0.8623 g/cu cm at 20 °C

Relative density (water = 1): 0.87

0.87

0.8623 @25 °C

0.87

Viscosity · 2 条

1.165 mPa-s at -25 °C; 0.778 mPa-s at 0 °C; 0.560 mPa-s at 25 °C; 0.424 mPa-s at 50 °C; 0.333 mPa-s at 75 °C; 0.270 mPa-s at 100 °C

0.68 mm²/s at 20 °C

Color/FormColorless liquid

物理化学性质

熔点
-93 °C · -93 °C (lit.)
沸点
110 · 110-111 °C (lit.)
密度
0.865 g/mL · 0.865 g/mL at 25 °C (lit.)
蒸气密度
3.2 · 3.2 (vs air)
蒸气压
22 mm · 22 mm Hg ( 20 °C)
折射率
1.496 · n/D 1.496(lit.)
化学性质 · 2 条

甲苯的化学性质由于甲基的存在,较苯活泼。能在催化剂作用下发生苯环上的取代反应;无催化剂时,在加热情况下,可发生甲基上的取代,如氯化时,生成氯苄。在催化剂存在下加氢,生成甲基环己烷。在催化剂作用下氧化,生成苯甲酸。容易硝化,可生成邻位、对位,甚至2,4,6-三硝基甲苯。与硫酸反应,生成邻位、对位甲基苯磺酸。在催化剂作用下,能发生歧化反应,生成苯及间二甲苯。 甲苯存在于许多矿物油中,是煤焦油的重要组成,在焦化工业中,由粗苯精制可以得到甲苯,又称焦化甲苯。中国把焦化甲苯按其技术指标分为硝化用甲苯、精甲苯和溶剂用甲苯。焦化甲苯技术指标如下图: 甲苯最主要用途是制硝基甲苯、TNT、苯甲醛、苯甲酸及用作溶剂。 甲苯脱甲基可以制取苯,歧化可以制取苯和二甲苯。甲苯还是制备三硝基甲苯 (TNT)、苯甲酸、对苯二甲酸、防腐剂、染料、泡沫塑料、合成纤维等的重要原料。将其加入在汽油中可以提高抗爆性能,还可以用做溶剂。甲苯膨胀系数大,凝固点低,可以用来制造低温温度计。 甲苯与混酸(浓硝酸和浓硫酸的混合物) 反应—硝化制备三硝基甲苯的反应方程式如下图:

无色透明液体,有类似苯的芳香气味。 不溶于水,可混溶于苯、醇、醚等多数有机溶剂。

安全与法规

GHS分类

GHS Classification · 6 条

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids];H304: May be fatal if swallowed and enters airways [Danger Aspiration hazard];H315: Causes skin irritation [Warning Skin corrosion/irritation];H336: May cause drowsiness or dizziness [Warning Specific target organ toxicity, single exposure; Narcotic effects];H361d ***: Suspected of damaging the unborn child [Warning Reproductive toxicity];H373 **: May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]

P203, P210, P233, P240, P241, P242, P243, P260, P261, P264, P271, P280, P301+P316, P302+P352, P303+P361+P353, P304+P340, P318, P319, P321, P331, P332+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for < 0.1% (8 of 9036) of reports.

危害信息

Regulatory Information · 6 条

Chemical: Benzene, methyl-

Hazard Traits - Cardiovascular Toxicity; Developmental Toxicity; Hepatotoxicity and Digestive System Toxicity; Immunotoxicity; Neurotoxicity; Respiratory Toxicity;Authoritative List - ATSDR Neurotoxicants; CA MCLs; CA TACs; CWA 303(c); CWA 303(d); IRIS Neurotoxicants; OEHHA RELs; Prop 65;Report - regardless of intended function of ingredient in the product

List II Chemical: A chemical, other than a List I chemical, specified by regulation that, in addition to legitimate uses, is used in manufacturing a controlled substance in violation of the Act. (21 eCFR 1310.02)

Benzene, methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzene, methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 02-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15538;Status: Cease Manufacture Update: 15-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24071

Restricted substance: Toluene;EC: 203-625-9;Restriction condition document: PDF link

Other Safety InformationIMAP assessments - Benzene, methyl-: Human health tier II assessment
DOT LabelFlammable Liquid
Fire Hazards · 3 条

Behavior in Fire: Vapor is heavier than air and may travel a considerable distance to a source of ignition and flash back. (USCG, 1999)

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.;· Vapors may form explosive mixtures with air.;· Vapors may travel to source of ignition and flash back.;· Most vapors are heavier than air. They will spread along the ground and collect in low or confined areas (sewers, basements, tanks, etc.).;· Vapor explosion hazard indoors, outdoors or in sewers.;· Those substances designated with a (P) may polymerize explosively when heated or involved in a fire.;· Runoff to sewer may create fire or explosion hazard.;· Containers may explode when heated.;· Many liquids will float on water.

Highly flammable. Vapour/air mixtures are explosive. Risk of fire and explosion on contact with strong oxidants.

Fire PotentialFlammable liquid. A very dangerous fire hazard when exposed to heat, flame, or oxidizers.
Health Hazards · 2 条

Vapors irritate eyes and upper respiratory tract; cause dizziness, headache, anesthesia, respiratory arrest. Liquid irritates eyes and causes drying of skin. If aspirated, causes coughing, gagging, distress, and rapidly developing pulmonary edema. If ingested causes vomiting, griping, diarrhea, depressed respiration. (USCG, 1999)

· May cause toxic effects if inhaled or absorbed through skin.;· Inhalation or contact with material may irritate or burn skin and eyes.;· Fire will produce irritating, corrosive and/or toxic gases.;· Vapors may cause dizziness or asphyxiation, especially when in closed or confined areas.;· Runoff from fire control or dilution water may cause environmental contamination.

安全与防护

Fire Fighting · 2 条

Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:;CAUTION: The majority of these products have a very low flash point. Use of water spray when fighting fire may be inefficient.;SMALL FIRE: Dry chemical, CO2, water spray or regular foam. If regular foam is ineffective or unavailable, use alcohol-resistant foam.;LARGE FIRE: Water spray, fog or regular foam. If regular foam is ineffective or unavailable, use alcohol-resistant foam. Avoid aiming straight or solid streams directly onto the product. If it can be done safely, move undamaged containers away from the area around the fire.;FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks in direct contact with flames. For massive fire, use unmanned master stream devices or monitor nozzles; if this is impossible, withdraw from area and let fire burn. (ERG, 2024)

Use foam, powder, carbon dioxide, water spray. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4 条

Fresh air, rest. Refer immediately for medical attention.

First rinse with plenty of water for at least 15 minutes, then remove contaminated clothes and rinse again. Rinse and then wash skin with water and soap. Refer for medical attention .

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Give nothing to drink. Do NOT induce vomiting. Refer immediately for medical attention.

Accidental Release Measures · 2 条

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.;· Keep unauthorized personnel away.;· Stay upwind, uphill and/or upstream.;· Ventilate closed spaces before entering, but only if properly trained and equipped.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.;· All equipment used when handling the product must be grounded.;· Do not touch or walk through spilled material.;· Stop leak if you can do it without risk.;· Prevent entry into waterways, sewers, basements or confined areas.;· A vapor-suppressing foam may be used to reduce vapors.;· Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers.;· Use clean, non-sparking tools to collect absorbed material.;Large Spill;· Dike far ahead of liquid spill for later disposal.;· Water spray may reduce vapor, but may not prevent ignition in closed spaces.

First Aid · 3 条

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.;SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.;INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

General First Aid:;· Call 911 or emergency medical service.;· Ensure that medical personnel are aware of the material(s) involved, take precautions to protect themselves and avoid contamination.;· Move victim to fresh air if it can be done safely.;· Administer oxygen if breathing is difficult.;· If victim is not breathing:;-- DO NOT perform mouth-to-mouth resuscitation; the victim may have ingested or inhaled the substance.;-- If equipped and pulse detected, wash face and mouth, then give artificial respiration using a proper respiratory medical device (bag-valve mask, pocket mask equipped with a one-way valve or other device).;-- If no pulse detected or no respiratory medical device available, provide continuous compressions. Conduct a pulse check every two minutes or monitor for any signs of spontaneous respirations.;· Remove and isolate contaminated clothing and shoes.;· For minor skin contact, avoid spreading material on unaffected skin.;· In case of contact with substance, remove immediately by flushing skin or eyes with running water for at least 20 minutes.;· For severe burns, immediate medical attention is required.;· Effects of exposure (inhalation, ingestion, or skin contact) to substance may be delayed.;· Keep victim calm and warm.;· Keep victim under observation.;· For further assistance, contact your local Poison Control Center.;· Note: Basic Life Support (BLS) and Advanced Life Support (ALS) should be done by trained professionals.;Specific First Aid:;· Wash skin with soap and water.

(General first aid procedures);Eye: Irrigate immediately - If this chemical contacts the eyes, immediately wash (irrigate) the eyes with large amounts of water, occasionally lifting the lower and upper lids. Get medical attention immediately.;Skin: Soap wash promptly - If this chemical contacts the skin, promptly wash the contaminated skin with soap and water. If this chemical penetrates the clothing, promptly remove the clothing and wash the skin with soap and water. Get medical attention promptly.;Breathing: Respiratory support;Swallow: Medical attention immediately - If this chemical has been swallowed, get medical attention immediately.

Safe StorageWell closed. Fireproof. Separated from strong oxidants. Store in an area without drain or sewer access. Store only in original container.
Firefighting Hazards · 3 条

Poisonous gases may be produced in fire.

Vapors are heavier than air and may travel to a source of ignition and flash back. Liquid floats on water and may travel to a source of ignition and spread fire.

Flame speed equals 37 cm/sec.

毒理信息

Toxicological InformationCDC-ATSDR Toxicological Profile
Body Burden · 1 条

Toluene was identified, not quantified, in 8 samples of mothers' milk from 4 urban areas(1). Toluene was detected in 250 of 250 specimens of human blood at concentrations of 0.2-38 ppb (1.5 ppb avg)(2). Toluene was detected in 91% of the samples of the National Human Adipose Tissue Survey at a maximum concentration of 250 ppb(3). Toluene was identified, not quantified, in expired breath of people at service stations during fueling(4). The mean concentration of toluene in the blood of non-occupationally exposed individuals in the US was 0.52 ppb(5). The average concentration of toluene in the blood and urine of workers in glass fiber and clutch lining plants were 911 ug/L and 2.9 mg/L, respectively(6). Toluene was detected in human blood samples collected from 292 adults aged 20-59 years old in the 1999-2000 NHANES study at a mean concentration of 0.442 ng/mL (range of 0.023-4.880 ng/mL)(7).

Treatment · 1 条

If the compound has been ingested, rapid gastric lavage should be performed using 5% sodium bicarbonate. For skin contact, the skin should be washed with soap and water. If the compound has entered the eyes, they should be washed with large quantities of isotonic saline or water. In serious cases, atropine and/or pralidoxime should be administered. Anti-cholinergic drugs work to counteract the effects of excess acetylcholine and reactivate AChE. Atropine can be used as an antidote in conjunction with pralidoxime or other pyridinium oximes (such as trimedoxime or obidoxime), though the use of '-oximes' has been found to be of no benefit, or possibly harmful, in at least two meta-analyses. Atropine is a muscarinic antagonist, and thus blocks the action of acetylcholine peripherally.

Interactions · 5 条

The exposure intensity during a shift and the metabolite levels in the shift-end urine were examined in male workers exposed to either benzene (65 subjects; the benzene group), toluene (35 subjects; the toluene group), or a mixture of both (55 subjects; the mixture group). In addition, 35 non-exposed male workers (the control group) were similarly examined for urinary metabolites to define background levels. A linear relationship was established between the intensity of solvent exposure and the corresponding urinary metabolite levels (i.e. phenol, catechol and quinol from benzene, and hippuric acid and o-cresol from toluene) in each case when one of the three exposed groups was combined with the control group for calculation. Comparison of regression lines in combination with regression analysis disclosed that urinary levels of phenol and quinol (but not catechol) were lower in the mixture group than in the benzene group when the intensities of exposure to benzene were comparable, indicating that the biotransformation of benzene to phenolic compounds (excluding catechol) in man is suppressed by co-exposure to toluene. Conversely, metabolism of toluene to hippuric acid was suppressed by benzene co-exposure. Conversion of toluene to o-cresol was also reduced by benzene, but to a lesser extent. The significance of the present findings on the mutual suppression of metabolism between benzene and toluene is discussed in relation to solvent toxicology and biological monitoring of exposure to the solvents.

As toluene is metabolized by CYPs, ADH, and ALDH, the chemical can interact with other xenobiotics metabolized by these enzymes. Concurrent exposure to solvents metabolized by the same CYP isoforms can result in competitive metabolic inhibition. /It has been observed/ that benzene and toluene suppressed one another's metabolism in humans. ... /A study/ found that toluene greatly reduced manifestations of peripheral neuropathy caused by n-hexane in rats. Although no interaction between toluene and xylenes were seen in humans inhaling low levels of each, simultaneous exposure to higher levels results in mutual metabolic suppression. Prior exposure to P450 inducers can result in increased rates of toluene metabolism/elimination and more rapid recovery from toluene-induced CNS depression. /Another study/ observed that high concentrations of inhaled toluene moderately induced four of the six P450 isoforms that metabolize it, but inhibited the other two in rat liver.

Voluntary inhalation of organic solvents, such as toluene, is particularly prevalent in adolescent populations and is considered to be a contributing factor to substance use and dependence later in life. While inhalants are often the initial "drug" experienced during this period, alcohol is another substance readily abused by adolescent populations. Although both substances are thought to have similar actions within the brain, our understanding of the implications of adolescent inhalant abuse upon subsequent exposure to alcohol remains to be investigated. Thus, this study aimed to assess locomotor responses to acute ethanol and voluntary ethanol consumption following a period of toluene inhalation throughout adolescence/early adulthood. Adolescent male Wistar rats (postnatal day [PN] 27) inhaled air or toluene (3000 ppm) for 1 hr/day, 3 days/week for 4 (PN 27-52) or 8 weeks (PN 27-80) to mimic the patterns observed in human inhalant abusers. Following the exposure period, cross-sensitization to acute ethanol challenge (0.5 g/kg, intra-peritoneally [i.p.]), and voluntary consumption of 20% ethanol in a chronic intermittent 2-bottle choice paradigm, were assessed. Hepatic ethanol and acetaldehyde metabolism and liver histopathology were also investigated. Chronic intermittent toluene (CIT) exposure throughout adolescence for up to 8 weeks did not alter the behavioral response to acute ethanol or voluntary consumption of ethanol in adulthood, although an age-dependent effect on ethanol consumption was observed (p<0.05). Both liver function and pathology did not differ between treatment groups. Thus, in the paradigm employed, CIT exposure throughout adolescence and early adulthood did not predispose rats to subsequent locomotor sensitivity or voluntary consumption of ethanol in adulthood.

Caffeic acid phenethyl ester (CAPE) has antioxidant and anti-inflammatory properties. The aim of this study is to examine the negative effects of toluene on kidney tissues and functions and to investigate the protective effects of CAPE against toluene-induced nephrotoxicity in rats. A total of 21 male Wistar rats were divided into three groups of equal number in each. The rats in group I were the controls. Toluene was intraperitoneally injected into the rats in group II with a dose of 500 mg/kg. Rats in group III received CAPE daily while exposed to toluene. After 14 days of experimental period, all rats were killed by decapitation. Enzymatic activities of superoxide dismutase (SOD), glutathione peroxidase (GSH-Px), and catalase (CAT) and malondialdehyde (MDA) levels were studied in the rat kidneys. Blood urea nitrogen (BUN) and serum creatinine levels were measured for renal function. The CAT and SOD enzyme activities and serum creatinine levels were significantly increased in rats treated with toluene when compared with the controls. But GSH-Px activity, MDA, and BUN levels showed statistically nonsignificant changes. However, increased CAT and SOD enzyme activities and decreased serum creatinine levels were detected in the rats that received CAPE while exposed to toluene. The GSH-Px activity and MDA and BUN levels in the same group did not show statistically significant changes. The results of our study demonstrated that toluene damages kidney tissue and is a nephrotoxic substance. CAPE was able to prevent the renal damage as antioxidant, antitoxic, and nephroprotective agent.

For more Interactions (Complete) data for TOLUENE (23 total), please visit the HSDB record page.

Target Organs · 3 条

Cardiovascular (Heart and Blood Vessels), Developmental (effects while organs are developing), Immunological (Immune System), Neurological (Nervous System), Respiratory (From the Nose to the Lungs)

Nervous;Urinary

Eyes, skin, respiratory system, central nervous system, liver, kidneys

Health Effects · 1 条

Acute exposure to cholinesterase inhibitors can cause a cholinergic crisis characterized by severe nausea/vomiting, salivation, sweating, bradycardia, hypotension, collapse, and convulsions. Increasing muscle weakness is a possibility and may result in death if respiratory muscles are involved. Accumulation of ACh at motor nerves causes overstimulation of nicotinic expression at the neuromuscular junction. When this occurs symptoms such as muscle weakness, fatigue, muscle cramps, fasciculation, and paralysis can be seen. When there is an accumulation of ACh at autonomic ganglia this causes overstimulation of nicotinic expression in the sympathetic system. Symptoms associated with this are hypertension, and hypoglycemia. Overstimulation of nicotinic acetylcholine receptors in the central nervous system, due to accumulation of ACh, results in anxiety, headache, convulsions, ataxia, depression of respiration and circulation, tremor, general weakness, and potentially coma. When there is expression of muscarinic overstimulation due to excess acetylcholine at muscarinic acetylcholine receptors symptoms of visual disturbances, tightness in chest, wheezing due to bronchoconstriction, increased bronchial secretions, increased salivation, lacrimation, sweating, peristalsis, and urination can occur. Certain reproductive effects in fertility, growth, and development for males and females have been linked specifically to organophosphate pesticide exposure. Most of the research on reproductive effects has been conducted on farmers working with pesticides and insecticdes in rural areas. In females menstrual cycle disturbances, longer pregnancies, spontaneous abortions, stillbirths, and some developmental effects in offspring have been linked to organophosphate pesticide exposure. Prenatal exposure has been linked to impaired fetal growth and development. Neurotoxic effects have also been linked to poisoning with OP pesticides causing four neurotoxic effects in humans: cholinergi

法规信息

Regulatory Information · 6 条

Chemical: Benzene, methyl-

Hazard Traits - Cardiovascular Toxicity; Developmental Toxicity; Hepatotoxicity and Digestive System Toxicity; Immunotoxicity; Neurotoxicity; Respiratory Toxicity;Authoritative List - ATSDR Neurotoxicants; CA MCLs; CA TACs; CWA 303(c); CWA 303(d); IRIS Neurotoxicants; OEHHA RELs; Prop 65;Report - regardless of intended function of ingredient in the product

List II Chemical: A chemical, other than a List I chemical, specified by regulation that, in addition to legitimate uses, is used in manufacturing a controlled substance in violation of the Act. (21 eCFR 1310.02)

Benzene, methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzene, methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 02-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15538;Status: Cease Manufacture Update: 15-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24071

Restricted substance: Toluene;EC: 203-625-9;Restriction condition document: PDF link

FDA RequirementsToluene is an indirect food additive for use only as a component of adhesives.
RCRA Requirements · 2 条

U220; As stipulated in 40 CFR 261.33, when toluene, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5).

F005; When toluene is a spent solvent, it is classified as a hazardous waste from a nonspecific source (F005), as stated in 40 CFR 261.31, and must be managed according to State and/or Federal hazardous waste regulations.

TSCA Requirements · 1 条

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Toluene is included on this list. Effective date: 10/4/82; Sunset date: 10/4/92.

Atmospheric Standards · 2 条

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Toluene is produced, as an intermediate or a final product, by process units covered under this subpart.

Listed as a hazardous air pollutant (HAP) generally known or suspected to cause serious health problems. The Clean Air Act, as amended in 1990, directs EPA to set standards requiring major sources to sharply reduce routine emissions of toxic pollutants. EPA is required to establish and phase in specific performance based standards for all air emission sources that emit one or more of the listed pollutants. Toluene is included on this list.

CERCLA Reportable Quantities · 1 条

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 1000 lb or 454 kg. The toll free number of the NRC is (800) 424-8802. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV.D.3.b).

安全数据

F
3-10
wgk
2
tsca
TSCA listed
毒性
LD50 orally in rats: 7.53 g/kg (Smyth)
RTECS号
XS5250000
包装类别
II
毒性防护 · 4 条

毒性ADI不作特殊规定(FFAO/WHO,2001)。LD50 5000mg/kg(大鼠,经口)。

急性毒性口服- 大鼠 LD50: 636 毫克/ 公斤; 吸入- 小鼠 LC50: 400 PPM/ 24小时

刺激数据皮肤- 兔子 20 毫克/ 24小时 中度; 眼睛- 兔子 2 毫克/ 24小时 重度

职业标准TWA 188 毫克/ 立方米; STEL 560 毫克/ 公斤

包装储运 · 4 条

爆炸物危险特性与空气混合可爆

可燃性危险特性遇明火、高温、氧化剂易燃; 燃烧产生刺激烟雾

储运特性库房通风低温干燥; 与氧化剂、酸类分开存放

灭火剂干粉、干砂、二氧化碳、泡沫、1211灭火剂

化学与工业

药理信息

Mechanism of Action · 3 条

The present study demonstrates reductions of dopamine (DA) turnover in various areas of the anterior nucleus caudate of rat by toluene at concentrations lower than the current OSHA threshold limit value (100 ppm). Thus, toluene at low concentrations may produce disturbances in dopaminergic mechanisms of the basal ganglia probably leading to functional changes in sensory-motor integration. The increases in DA turnover in the cholecystokinin (CCK)-DA terminals of the subcortical limbic system induced by high concentrations of toluene may be part of the neurochemical basis for its abuse as a euphoric agent in man.

Exposure to toluene causes both reversible and irreversible changes in the central nervous system. The effects of toluene inhalation on some specific enzymes and glutamate and GABA receptor binding in defined parts of the rat brain were studied following several exposure schemes. The activities of the transmitter synthesizing enzymes glutamic acid decarboxylase (GAD), choline acetyltransferase (ChAT) and aromatic amino-acid decarboxylase (AAD) were used as markers for permanent loss of neuronal activity. Catecholaminergic neurons showed a 50% reduction in the brain stem after 4 weeks exposure to 250 and 1000 ppm toluene. Following 500 ppm of toluene, 16 hr/day for 3 months, a general increase in the activities was seen. This is most probably due to a reduction in total protein content, to which the activities were related. The neurotransmitters glutamate and GABA had their specific receptor binding increased in most of the brain areas studied, but decreased in some areas. The glial enzyme, glutamine synthetase, has its activity increased in the cerebellar hemisphere following 4 weeks exposure to 1000 ppm. This suggests that glial cells in the area may have proliferated, a frequent phenomenon following CNS damage.

The effect on energetic metabolism of rat liver mitochondria (RLM) of styrene and other aliphatic benzene derivatives, i.e. toluene, ethylbenzene, alpha-methylstyrene and butylbenzene, is studied. It is shown that these compounds uncouple oxidative phosphorylation and this effect is connected with the stimulation of passive entry of protons into mitochondria. The relationship between hydrophobicity of these compounds and their biological activity and mechanism of uncoupling effect are discussed.

Biological Half-Life · 4 条

Blood: 0.5 hours (can range up to 90 hours depending upon fat deposition); for hippuric acid in urine: 1.5 hours; [TDR, p. 1145]

In mice, toluene is eliminated from alveolar air with a biologic half-life of 2.6 hours; elimination from blood and brain occurs with a half-life of 1 hour. In rats, the mean half-time for toluene uptake from air at 1000 to 3000 ppm was 34 minutes and the half-times for the rapid and slow elimination phases were 6 and 90 minutes, respectively. Alveolar and circulating toluene concentrations decrease as a direct function of respiratory and cardiac rates after exposure ceases. The elimination half-time for toluene from human tissue is 0.5 to 2.7 days after inhaling 70 ppm for 2 hours.

After exposure ceased, the elimination of toluene was followed up in 11 /rotogravure printers/. The toluene concentration in venous blood decreased non-linearly and the elimination curves contained at least three exponential components. The first two had median estimated half times of nine minutes and two hours respectively. The third component, with a median half time of 90 hours, reflected the decline in adipose tissue, which had a median half time of 79 hours (range 44-178).

0.083 days (Inhaled as environmental air)

Metabolism/Metabolites · 6 条

Toluene is well metabolized, but a portion is exhaled unchanged. Hepatic P450s catalyze metabolism of toluene primarily to benzyl alcohol and lesser amounts of cresols. Benzyl alcohol is converted by ADH and aldehyde dehydrogenase (ALDH) to benzoic acid, which is primarily conjugated with glycine and eliminated in the urine as hippuric acid.

Toluene is metabolized to benzoic acid, followed by hepatic cytochrome P-450 catalyzed glycine conjugation to form hippuric acid. Approximately 75% to 80% of the absorbed toluene is metabolized to benzoic acid, and 62% to 72% is eliminated by humans in the urine as hippuric acid. As the amount of absorbed toluene is increased, the relative importance of the glucuronide conjugated increased. Relatively small amounts appear in urine as the o-cresol (0.12%-0.43%) and p-cresol where they occur as glucuronide and sulfate derivatives. Less than 2% of the absorbed toluene is eliminated in feces.

In rats, approx 0.5%-1.1% of the dose is converted to o-cresol and p-cresol and is excreted as glucuronide and sulfate conjugates.

In mammalian species, acidic metabolites are conjugated with glycine to form hippuric acid and phenylacetic acid. In humans, the phenylacetic acid metabolite is also conjugated with glutamine to form phenacetylglutamine.

Toluene has known human metabolites that include Benzyl alcohol, o-Cresol, and 4-Methylphenol.

Inhalation and ingestion are the primary routes of exposure, though toluene may also be absorbed through the skin. It accumulates rapidly in the brain and is subsequently deposited in other tissues according to their lipid content, with the highest levels attained in adipose tissue. The primary initial steps in toluene metabolism is side-chain hydroxylation catalyzed predominately by the cytochrome P450 isozyme CYP2E1, followed by oxidation to benzoic acid. Most of the benzoic acid is then conjugated with glycine to form hippuric acid, but a small portion can be conjugated with UDP-glucuronate to form the acyl-glucuronide. A very small portion of absorbed toluene can be converted by CYP1A2, CYP2B2, or CYP2E1 to ortho- or para-cresol. These metabolites are excreted in the urine, and the remaining toluene is exhaled unchanged. (T10, L174)

MeSH Pharmacological ClassificationLiquids that dissolve other substances (solutes), generally solids, without any change in chemical composition, as, water containing sugar. (Grant &amp; Hackh&apos;s Chemical Dictionary, 5th ed)
Absorption, Distribution and Excretion · 5 条

In a group of 37 rotogravure printers a close correlation (rs = 0.78) was found between the time weighted toluene exposure during a five day working week (range 8-416 mg/cu m, median 75) and the concentration of toluene in subcutaneous adipose tissue (range 1.1-20.7 mg/kg, median 3.8). After exposure ceased, the elimination of toluene was followed up in 11 subjects. The toluene concentration in venous blood decreased non-linearly and the elimination curves contained at least three exponential components. The first two had median estimated half times of nine minutes and two hours respectively. The third component, with a median half time of 90 hours, reflected the decline in adipose tissue, which had a median half time of 79 hours (range 44-178). The study showed protracted endogenous toluene exposure from adipose tissue depots long after the end of exogenous exposure. The observations also suggest that the blood toluene concentrations on Monday mornings might be used as an index of the exposure in the previous week.

Studies quantifying oral absorption of toluene are limited but have demonstrated nearly 100% absorption following a single oral exposure. In volunteers exposed to an infusion of 2 mg toluene/minute for 3 hours (~5 mg/kg) via a gastric tube, absorption of toluene, measured by monitoring exhaled air for toluene and urine for toluene metabolites, was found to be complete. /Another study/ reported that greater than 99% of a single gavage dose of radiolabeled toluene in rats was eliminated in the urine or expired air, indicating near-total absorption of the exposure dose.

Toluene is absorbed through human skin slowly, with absorption rates ranging from 14 to 23 mg/sq cm-hour.

Studies in both humans and animals have shown that the majority of toluene in the body is eliminated in the urine, mainly as metabolites.

For more Absorption, Distribution and Excretion (Complete) data for TOLUENE (28 total), please visit the HSDB record page.

Cellular LocationsMembrane

用途与制造

Uses · 6 条

CIR ingredient: Toluene

The major use of toluene is as a mixture added to gasoline to improve octane ratings. Toluene is also used to produce benzene and as a solvent in paints, coatings, synthetic fragrances, adhesives, inks, and cleaning agents.

Derived from petroleum, toluene is used as a solvent and chemical intermediate. Purified toluene contains about 0.01% benzene, but crude toluene may contain as much as 25% benzene. Rotogravure printers were exposed to high concentrations of toluene (decreasing from about 1710 ppm in 1969 to about 43-157 ppm in 1980). [ACGIH] Used in photography (color retouching); [www.ci.tucson.az.us/arthazards/medium.html]

Semiconductor Manufacturing [Category: Industry];Painting (Solvents) [Category: Paint];Working with Glues and Adhesives [Category: Other];Leather Tanning and Processing [Category: Industry];Photographic Processing [Category: Other];Silk-Screen Printing [Category: Other]

Painting [Category: Hobbies];Woodworking [Category: Hobbies];Preparing and mounting animal skins (taxidermy) [Category: Hobbies]

For toluene (USEPA/OPP Pesticide Code: 080601) there are 0 labels match. /SRP: Not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

Impurities · 3 条

... Commercial grades /of toluene/ usually contain small amounts of benzene as an impurity.

Technical grades (90-120 °C boiling range) are less pure and may contain up to 25% benzene as well as other hydrocarbons.

Commercial grades /of toluene/ can ... contain polynuclear aromatic hydrocarbons (PAHs), including pyrene, fluoranthrene, and benzo[ghi]perylene.

U.S. Exports · 3 条

(1978) 3.65X10+11 g

(1983) 1.15X10+11 g

(1985) 2.82X10+7 gal

U.S. Imports · 3 条

(1978) 1.92X10+11 g

(1983) 2.73X10+11 g

(1985) 1.57X10+8 gal

U.S. Production · 6 条

2023: 10,000,000,000 - <15,000,000,000 lb;2022: 10,000,000,000 - <15,000,000,000 lb;2021: 10,000,000,000 - <15,000,000,000 lb;2020: 10,000,000,000 - <15,000,000,000 lb

(1981) 4.68X10+12 g (all uses, 93% chem grade)

(1977) 1.50X10+12 g

(1982) 1.54X10+12 g

(1985) 2.30X10+12 g

For more U.S. Production (Complete) data for TOLUENE (10 total), please visit the HSDB record page.

Consumption Patterns · 4 条

Chem int for benzene, 55.3%; solvent, 25.7%; chem int for toluene diisocyanate, 7.3%; chem int for benzoic acid, 2.5%; chem int for benzyl chloride, 1.5%; other, 7.7% (1981 non-gasoline use)

Benzene, 46%; gasoline blending, 37%; solvent, 8%; toluene diisocyanate, 7%; miscellaneous chemicals, 2% (1985) /estimate/

In the USA in 1981, the use of toluene as a solvent was second only to its use in benzene production via hydrodemethylation and accounted for about 26% of nonfuel consumption.

Of the estimated 3.3 million tons of toluene produced in the USA in 1980, 44% was used to make benzene, 34% to make gasoline, 10% in solvents, 6% to make toluene diisocyanate, and 6% for miscellaneous use.

应用领域 · 8 条

概述甲苯(分子式:C7H8)系苯的同系物,亦名“甲基苯”、“苯基甲烷”,是一种无色,带特殊芳香味的易挥发液体。 甲苯是芳香族碳氢化合物的一员,在空气中,甲苯只能不完全燃烧,火焰呈黄色。它的很多性质与苯很相像,具有类 似苯的芳香气味,在现今实际应用中常常替代有相当毒性的苯作为有机溶剂使用,它的沸点(常压)110.63℃,熔点 -94.99℃,凝固点为-95℃,密度为0.866克/厘米3。甲苯温度计正是利用了它的凝固点比水很低,可以在高寒地 区使用;而它的沸点又比水的沸点高,可以测110.8℃以下的温度。因此从测温范围来看,它优于水银温度计和酒精 温度计。另外甲苯比较便宜,故甲苯温度计比水银温度计也便宜。甲苯几乎不溶于水(0.52g/l),但可以和二硫化碳 ,酒精,乙醚以任意比例混溶,在氯仿,丙酮和大多数其他常用有机溶剂中也有很好的溶解性。甲苯的粘性为0,6 mPa s,也就是说它的粘稠性弱于水,甲苯的热值为40.940 kJ/kg,闪点为4 ℃,燃点为535 ℃。蒸气和空气形成爆炸 性混合物,爆炸极限1.2~7.0%(体积)。如甲苯溶解溴后,在光照条件下,甲基上的氢原子被溴原子取代(与甲烷 相似)而在铁作催化剂条件下,苯基上的氢原子被溴原子取代(与苯相似);但甲苯分子中存在着甲基和苯基的相互 影响,使得甲苯又具有不同于苯和甲烷的性质,如苯环上的取代反应(卤化、硝化等),甲苯比苯容易进行,甲苯分 子中的甲基可以被酸性高锰酸钾溶液氧化。甲苯容易发生氯化,生成苯—氯甲烷或苯三氯甲烷,它们都是工业上 很好的溶剂;它可以萃取溴水中的溴,但不能和溴水反应;它还容易硝化,生成对硝基甲苯或邻硝基甲苯,它们都是 染料的原料;一份甲苯和三份硝酸硝化,可得到三硝基甲苯(俗名TNT);它还容易磺化,生成邻甲苯磺酸或对甲苯 磺酸,它们是做染料或制糖精的原料。甲苯的蒸汽与空气混合形成爆炸性物质,因此它可以制造梯恩梯炸药。

用途甲苯可用作生产苯和许多其他化工产品的原料。如油漆、清漆、亮漆、粘合剂及油墨制造业及天那水配方用之稀释剂 ,树脂溶剂;化学及制造业用之溶剂;尤以萃取及脱脂两工序最为适合。另也为化学合成用之原料。还可用作汽油的 掺合组分以提高辛烷值,也是涂料、油墨和硝酸纤维素的溶剂。由甲苯生产的一系列中间体,称甲苯系中间体。化工 方面主要用以生产苯及二甲苯,其下游主要产品是硝基甲苯、苯甲酸、氯化苄、间甲酚、甲苯二异氰酸酯等,还可生 产很多农药和医药中间体。另外,甲苯具有优异的有机物溶解性能,是一种有广泛用途的有机溶剂。甲苯容易发生氯 化,生成苯—氯甲烷或苯三氯甲烷,它们都是工业上很好的溶剂;它还容易硝化,生成对硝基甲苯或邻硝基甲苯,它 们都是染料的原料;它还容易磺化,生成邻甲苯磺酸或对甲苯磺酸,它们是做染料或制糖精的原料。甲苯的蒸汽与空 气混合形成爆炸性物质,因此它可以制造梯思梯炸药。

用途广泛用作有机溶剂和合成医药、涂料、树脂、染料、炸药和农药等的原料

用途萃取用溶剂。

用途甲苯大量用作溶剂和高辛烷值汽油添加剂,也是有机化工的重要原料,但与同时从煤和石油得到的苯和二甲苯相比,目前的产量相对过剩,因此相当数量的甲苯用于脱烷基制苯或岐化制二甲苯。甲苯衍生的一系列中间体,广泛用于染料、医药、农药、火炸药、助剂、香料等精细化学品的生产,也用于合成材料工业。甲苯进行侧链氯化得到的一氯苄、二氯苄和三氯苄,包括它们的衍生物苯甲醇、苯甲醛和苯甲酰氯(一般也从苯甲酸光气化得到),在医药、农药、染料,特别是香料合成中应用广泛。甲苯的环氯化产物是农药、医药、染料的中间体。甲苯氧化得到苯甲酸,是重要的食品防腐剂(主要使用其钠盐),也用作有机合成的中间体。甲苯及苯衍生物经磺化制得的中间体,包括对甲苯磺酸及其钠盐、CLT酸、甲苯-2,4-二磺酸、苯甲醛-2,4-二磺酸、甲苯磺酰氯等,用于洗涤剂添加剂,化肥防结块添加剂、有机颜料、医药、染料的生产。甲苯硝化制得大量的中间体。可衍生得到很多最终产品,其中在聚氨酯制品、染料和有机颜料、橡胶助剂、医药、炸药等方面最为重要。

用途用作色谱分析标准物质和分析试剂

用途是制造糖精、染料、药物和炸药等的原料

用途用于ICP-AES、AAS、AFS、ICP-MS、离子色谱等。滴定分析用标准溶液。

制备方法 · 2 条

生产方法煤焦化副产的粗苯馏分中含甲苯15-20%,曾经是甲苯主要来源,生产每吨焦炭可回收甲苯1.1-1.3kg。从50年代开始,世界甲苯主要来源已由焦化副产转变为催化重整和烃类裂解,1982年,石油甲苯已占总产量的96%以上。催化重整油中含芳烃50-60%(体积),其中甲苯含量可达40-45%;裂解汽油中芳烃含量为70%(质量)左右,其中15-20%是甲苯。1.炼焦副产回收苯高温炼焦副产的高温焦油中,含有一部分苯。首先经初馏塔初馏,塔顶得轻苯,塔底得重苯(重苯用作制取古马隆树脂的原料)。轻苯先经初馏塔分离,塔底混合馏分经酸碱洗涤除去杂质,然后进吹苯塔蒸吹,再经精馏塔精馏得纯苯。2.铂重整法用常压蒸馏得到的轻汽油(初馏点约138℃),截取大于65℃馏分,先经含钼催化剂,催化加氢脱出有害杂质,再经铂催化剂进行重整,用二乙二醇醚溶剂萃取,然后再逐塔精馏,得到苯、甲苯、二甲苯等产物。

生产方法由石油催化重整而得。由煤焦油轻油分馏而得。

试剂价格

45197 · 5L
甲苯Toluene, technical, Thermo Scientific Chemicals — 545元
42455 · 2.5L
甲苯Toluene, 99.5%, ACS reagent, meets the requirements of Reag. Ph.Eur., Thermo Scientific Chemicals — 697元

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