M-Cresol

HCID 342CAS 108-39-4

基本情報

標準SMILES
Cc1cccc(O)c1
InChIKey
RLSSMJSEOOYNOY-UHFFFAOYSA-N
分子式
C7H8O
平均分子量
108.14 g/mol
単同位体質量
108.05751487

名称と識別子

優先名称
M-Cresol
IUPAC
3-methylphenol
英語名
m-Cresol
分子式
C7H8O
分子量
108.13782

名称と別名

m-cresol3-methylphenol108-39-4MetacresolPhenol, 3-methyl-3-hydroxytoluenemeta-cresolm-methylphenol3-cresolm-kresolm-cresylic acidm-toluol
名称をさらに表示
1-hydroxy-3-methylbenzenem-oxytoluenem-HydroxytolueneFranklin CresolisFEMA No. 35301-Methyl-3-hydroxybenzeneRover's Dog Shampoom-Cresole

データベース識別子

CAS
108-39-4
PubChem CID
342
DTXSID
DTXSID6024200
ChEMBL
CHEMBL298312
ChEBI
CHEBI:17231
UNII
GGO4Y809LO
EC Number
203-577-9
Nikkaji
J1.186J

物性

構造計算による物性

XLogP
2
極性表面積
20.2 Ų
水素結合供与体数
1
水素結合受容体数
1
回転可能結合数
0
重原子数
8

実験および物理化学的性質

LogP · 4 件

1.96

log Kow = 1.96

1.96

1.96

LogS-0.68
Odor · 4 件

Phenolic odor

Odor of coal tar

Sweet, tarry odor

Distinct phenolic odor, with an odor threshold of 5 ppm; sometimes referred to as an empyreumatic odor

TasteTaste threshold: 2.00X10-3 ppm
Density · 5 件

1.0336 at 68 °F (USCG, 1999) - Denser than water; will sink

1.034 at 20 °C/4 °C

Relative density (water = 1): 1.03

1.028-1.033

1.03

Viscosity · 2 件

12.9 cP at 25 °C; 4.417 cP at 50 °C; 2.093 cP at 75 °C; 1.207 cP at 100 °C

4.05 mm²/s at 50 °C

物理化学的性質

融点
11 · 11-12 °C
沸点
202 °C · 202 °C
比重(密度)
1.034 g/cm3 · 1.034 g/cm3
酸解離定数(Pka)
10.07 · 10.07±0.10(Predicted)

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral];H311: Toxic in contact with skin [Danger Acute toxicity, dermal];H314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P262, P264, P270, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P361+P364, P363, P405, and P501 (click each P-code to see the statement)

Danger

危険有害性情報

Regulatory Information · 6 件

Chemical: Phenol, 3-methyl-

Hazard Traits - Musculoskeletal Toxicity; Neurotoxicity; Respiratory Toxicity;Authoritative List - CA TACs; IRIS Neurotoxicants;Report - if used as a fragrance or flavor ingredient

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Phenol, 3-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phenol, 3-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: 03-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/14110

3-Cresol: HSNO Approval: HSR003581 Approved with controls

Other Safety InformationIMAP assessments - Phenol, 3-methyl-: Environment tier I assessment;IMAP assessments - Methylphenols (Cresols): Human health tier II assessment
DOT LabelPoison Corrosive
Fire Hazards · 2 件

Special Hazards of Combustion Products: Emits highly toxic fumes.;Behavior in Fire: Vapor may form explosive mixture with air. (USCG, 1999)

Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Above 86 °C explosive vapour/air mixtures may be formed.

Fire Potential · 2 件

Flammable when exposed to /SRP66: spark/ heat, flames, or oxidants.

Combustible liquid

Health Hazards · 1 件

INHALATION: Mucosal irritation and systemic poisoning EYES: Intense irritation and pain, swelling of conjunctiva, and corneal damage may occur. SKIN: Intense burning, loss of feeling, wrinkling, white discoloration, and softening. Gangrene may occur. INGESTION: Burning sensation in mouth and esophagus. Vomiting may result. Acute exposure by all routes may cause muscular weakness, gastroenteric disturbances, severe depression, collapse. Effects are primarily on CNS and edema of lungs. Injury of spleen and pancreas may occur. (USCG, 1999)

安全と保護具

Fire Fighting · 2 件

Fire Extinguishing Agents: CO2, dry chemical, foam, water spray. (USCG, 1999)

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

First Aid Measures · 4 件

Fresh air, rest. Half-upright position. Artificial respiration may be needed. Refer immediately for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer immediately for medical attention.

Rinse with plenty of water (remove contact lenses if easily possible). Refer immediately for medical attention.

Rinse mouth. Do NOT induce vomiting. Refer immediately for medical attention.

First Aid · 2 件

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. IMMEDIATELY call a hospital or poison control center even if no symptoms (such as redness or irritation) develop. IMMEDIATELY transport the victim to a hospital for treatment after washing the affected areas.;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. Phenols are very toxic poisons AND corrosive and irritating, so that inducing vomiting may make medical problems worse. IMMEDIATELY call a hospital or poison control center and locate activated charcoal, egg whites, or milk in case the medical advisor recommends administering one of them. If advice from a physician is not readily available and the victim is conscious and not convulsing, give the victim a glass of activated charcoal slurry in water or, if this is not available, a glass of milk, or beaten egg whites and IMMEDIATELY transport victim to a hospital. If the victim is convulsing or unconscious, do not give anything by mouth, assure 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 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 immediately - If this chemical contacts the skin, immediately wash the contaminated skin with soap and water. If this chemical penetrates the clothing, immediately remove the clothing, wash the skin with soap and water, and get medical attention promptly.;Breathing: Respiratory support;Swallow: Medical attention immediately - If this chemical has been swallowed, get medical attention immediately.

Safe StorageSeparated from strong oxidants and food and feedstuffs. Ventilation along the floor. Store in an area without drain or sewer access. Provision to contain effluent from fire extinguishing.
Firefighting Hazards · 2 件

...Vapors will seek out low-lying areas where they can accumulate.

Sealed closed containers can build up pressure if exposed to heat (fire).

Fire Fighting Procedures · 5 件

Wear goggles & self-contained breathing apparatus.

Use water spray, dry chemical, foam, or carbon dioxide. Use water spray to keep fire-exposed containers cool.

Water may be used to blanket fire.

If material on fire or involved in fire: Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use foam, dry chemical, or carbon dioxide. Use water spray to knock-down vapors.

For more Fire Fighting Procedures (Complete) data for m-CRESOL (6 total), please visit the HSDB record page.

毒性情報

Body BurdenUrine of 10 men exposed to approx 200 ppm toluene in the air for 4 hr: urinary m-cresol concn was <0.2 mg/L, mean before exposure; 0.599 mg/L, mean 4 hr after exposure(1).
Treatment · 1 件

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 · 3 件

Female Sutter mice (27 to 29/group) were dosed with a single application of dimethylbenzanthracene followed 1 wk later by 25 uL of a 20% solution of m-cresol in benzene twice weekly for 12 wk. Benzene-treated controls did not experience mortality, although many of the cresol-treated mice died. m-Cresol produced 7/17 tumors (papillomas) in surviving mice.

Mice were given a single dermal application of 9,10-dimethyl-1,2-benzanthracene (DMBA), a cancer initiator, followed by application of 20% solutions of o-, p-, or m-cresol in benzene twice a week for 12 weeks. This level of cresols exposure proved to be acutely toxic, producing relatively high nontumor-related mortality. Consequently, all tumor results were based on number of survivors (14-20 per group). Promotion with cresols led to increases in the average number of skin papillomas per mouse and the percentage of exposed mice with at least one papilloma. o-Cresol was the most potent isomer, and p-cresol the least. Carcinomas were not observed following cresols exposure, although the observed papillomas have the potential to develop into carcinomas. A problem with the study was use of benzene, a known carcinogen, as the solvent for the cresols. However, benzene controls in the cresols experiment did not develop papillomas, and neither did benzene controls in four parallel series of experiments (a few papillomas were observed in a fifth benzene control group). Therefore, the results of this study showing that all three cresol isomers are capable of promoting skin tumors initiated by DMBA appear to be valid.

In this study we found that insulin mixed with m-cresol, normally used as pharmaceutical preparation, shows an earlier and larger stimulating effect on transepithelial sodium transport than insulin alone. The action displayed by the m-cresol seems to be specific for insulin because m-cresol mixed with ADH, a hormone known to stimulate sodium transport, failed to show the potentiation seen for insulin. It is proposed that m-cresol could facilitate the interaction with its receptor by modifying the insulin molecule.

Target Organs · 2 件

Nervous

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

Health Effects · 1 件

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

Ecotoxicity Values · 5 件

LC50; Species: /Lepomis macrochirus/ (Bluegill); Concentration: 10 mg/L for 96 hr /Conditions of bioassay not specified in source examined/

EC50; Species: Daphnia magna (Water flea); Conditions: static; Concentration: 0.178 mmol/L for 24 hr (95% confidence limit: 0.148-0.208 mmol/L); Effect: intoxication, immobilization /formulated product/

LC50; Species: Daphnia magna (Water Flea) age <24 hr neonate; Conditions: freshwater, static, pH 8.2, hardness 170 mg/L CaCO3, alkalinity 110 mg/L CaCO3; Concentration: 18000 ug/L for 24 hr

LC50; Species: Oncorhynchus mykiss (Rainbow Trout) fry, weight 0.78 g, length 4.6 cm; Conditions: freshwater, static, 14 °C, pH 7.92 (6.60-8.20), dissolved oxygen 7.21 mg/L (6.1-7.6 mg/L); Concentration: 8130 ug/L for 24 hr /formulation/

For more Ecotoxicity Values (Complete) data for m-CRESOL (11 total), please visit the HSDB record page.

法規制情報

Regulatory Information · 6 件

Chemical: Phenol, 3-methyl-

Hazard Traits - Musculoskeletal Toxicity; Neurotoxicity; Respiratory Toxicity;Authoritative List - CA TACs; IRIS Neurotoxicants;Report - if used as a fragrance or flavor ingredient

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Phenol, 3-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phenol, 3-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: 03-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/14110

3-Cresol: HSNO Approval: HSR003581 Approved with controls

RCRA Requirements · 3 件

U052; As stipulated in 40 CFR 261.33, when cresol, 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). /Cresol/

F004; When cresols are a spent solvent, they are classified as a hazardous waste from a nonspecific source (F004), as stated in 40 CFR 261.31, and must be managed according to State and/or Federal hazardous waste regulations.

D024; A solid waste containing m-cresol may become characterized as a hazardous waste when subjected to testing for toxicity as stipulated in 40 CFR 261.24, and if so characterized, must be managed as a hazardous waste. If o-, m-, and p-cresol concentrations cannot be differentiated, the total cresol (D026) concentration is used.

TSCA Requirements · 1 件

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. m-Cresol is included on this list. Effective date: 10/04/82; Sunset date: 10/04/92.

FIFRA Requirements · 2 件

Based on the reviews of the generic data for the active ingredients m-cresol and xylenol, the Agency has sufficient information on their health effects and on their potential for causing adverse effects in fish and wildlife and the environment. The Agency has determined that m-cresol and xylenol products, labeled and used as specified in this Reregistration Eligibility Decision, will not pose unreasonable risks or adverse effects to humans or the environment. Therefore, the Agency concludes that products containing m-cresol and xylenol for all uses are eligible for reregistration.

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their continued use. Under this pesticide reregistration program, EPA examines newer health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether the use of the pesticide does not pose unreasonable risk in accordance to newer saftey standards, such as those described in the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern than those on List C, and with List C containing pesticides of greater concern than those on List D. Cresol is found on List D. Case No: 4027; Pesticide type: fungicide; Case Status: RED Approved 09/94; OPP has made a decision that some/all uses of the pesticide are eligible for reregistration, as reflected in a Reregistration Eligibility Decision (RED) document.; Active ingredient (AI): cresol; AI Status: OPP has completed a Reregistration Eligibility Decision (RED) document for the case/AI.

Atmospheric Standards · 1 件

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. m-Cresol is produced, as an intermediate or a final product, by process units covered under this subpart.

CERCLA Reportable Quantities · 1 件

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 100 lb or 45.4 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).

安全データ

ridadr
2076
hazard_class
6.1
packing_group
II

化学と産業

薬理情報

Metabolism/Metabolites · 6 件

m-Cresol yields m-cresyl-beta-d-glucuronide, m-cresyl sulfate, 4-methylcatechol, methylquinol and m-methylanisole in rabbits. m-Cresol yields m-cresyl sulfate & m-methylanisole in rats. m-Cresol yields m-methylanisole in guinea pigs and mice. m-Cresol yields m-cresyl-beta-d-glucuronide in hens.

The ... m-cresols /is/ ... ring-hydroxylated to a small extent ... 2,5-Dihydroxytoluene has been isolated from the urine of rabbits fed ... m-cresols ...

Ten healthy men were exposed to approximately 200 ppm toluene for 4 hr. Urinary m-cresol concentration was 0.570 mg/L at the end of the exposure, 0.599 mg/L 4 hr after exposure, and 0.527 mg/L 20 hr after exposure.

The urinary & biliary excretion of (14)C-labeled m-cresol was investigated in 12 species of freshwater fish when immersed in sublethal concn in the aquarium water for 48 hr. The oxidation product, m-hydroxybenzoic acid & the m-cresol sulfate conjugate were excreted into the aquarium water by all species except the guppy, which did not excrete m-hydroxybenzoic acid. In addition to these two metabolites, the m-cresol glucuronic acid conjugate was found in the bile of all species, except the guppy.

For more Metabolism/Metabolites (Complete) data for m-CRESOL (7 total), please visit the HSDB record page.

Cresols can be absorbed following inhalation, oral, and dermal exposure. Once in the body they can distribute rapidly into many organs and tissues. Cresols undergo oxidative metabolism in the liver and are rapidly eliminated, mostly in the urine, as sulfate or glucuronide conjugates. The activation of cresols by oxidation involves tyrosinase and thyroid peroxidase, forming a reactive quinone methide. Experiments with recombinant P-450s demonstrated cresol metabolism was mediated by several P-450s including CYP2D6, 2C19, 1A2, 1A1, and 2E1. (L528, A197, L529, A198)

Absorption, Distribution and Excretion · 4 件

... m-Cresol (in NaHCO2) /was administered/ to rabbits by gavage. Urinary metabolites were evaluated after administration of 500 mg of m-Cresol. Ten percent of the dose was excreted as ethereal sulfate, 60% as ether glucuronide, 1% as the free cresol, about 3% as 2,5-dihydroxytoluene, and a trace amount as 3,4-dihydroxytoluene.

/It has been/ reported that 22% of the sulfate conjugate of m-Cresol (in water) was excreted after 290 mg/kg m-Cresol was administered to rabbits by gavage.

Cresols are slightly more corrosive /to the skin or eyes/ than phenol, but systemic effects may be a little milder because of slower absorption.

... /It has been/ reported that 20% of a subcutaneous dose of 7.2 to 10.0 mg m-Cresol was excreted unchanged via urine in guinea pigs.

Cellular LocationsMembrane

用途と製造

Uses · 6 件

CIR ingredient: m-Cresol

Used to make synthetic resins; Also used in disinfectants, photographic developers, explosives, fungicides, and as an industrial solvent; [Merck Index] Used in combination with 2,4-xylenol (CAS# 105-67-9) as a bactericide/bacteriostat for the control of crown gall, olive knot, and burr knot in fruit, nut, and ornamental trees and vines; [EPA REDs] Used as flavoring agent or adjuvant; [FDA] Used in ore flotation, fumigation compounds, degreasing compounds, paintbrush cleaners, lubricating oils, as a wood preservative, engine and metal cleaner, and in the textile industry; [NTP] Naturally occurring in many plants, petroleum, and, coal tar, as well as emissions from the combustion of wastes, coal, wood, vehicles, and cigarettes; Used primarily as an intermediate for synthetic vitamin E, pesticides, fragrances, antioxidants, disinfectants, and preservatives; Used as a pharmaceutical bactericide and preservative; Uses for all cresol isomers include as preservatives or stabilizers in cleaning/washing agents, surface treatment products, paints, adhesives, binding agents, corrosion inhibitors, and impregnation materials; [OECD SIDS: m-/p-Cresol Category - 2003]

Metal Degreasing [Category: Clean];Textiles (Fiber & Fabric Manufacturing) [Category: Industry];Painting (Solvents) [Category: Paint];Working with Glues and Adhesives [Category: Other];Applying Wood Preservatives [Category: Other];Using Disinfectants or Biocides [Category: Clean];Farming (Pesticides) [Category: Industry];Photographic Processing [Category: Other];Metal Extraction and Refining [Category: Industry]

For m-cresol (USEPA/OPP Pesticide Code: 022102) ACTIVE products with label matches. /SRP: Registered for 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./

m-Cresol and xylenol were registered by the Agency for use in the United States in 1980 for use as a bactericide for control of crown gall and olive knot on certain fruit and nut trees and ornamentals and the genetic/physiological disorder burr knot on apples. Currently, one product is registered which contains both m-cresol and xylenol.

For making synthetic resins; in disinfectants and fumigants; as industrial solvent; m-cresol in photographic developers, explosives.

U.S. Imports · 2 件

(1977) At least 9.13X10+8 g

(1982) 7.76X10+8 g (Princpl Customs Districts)

U.S. Production · 6 件

2023: 10,000,000 - <50,000,000 lb;2022: 40,000,000 - <55,000,000 lb;2021: 40,000,000 - <55,000,000 lb;2020: 40,000,000 - <55,000,000 lb

(1977) AT LEAST 1.45X10+9 G

(1986) >10 million-50 million pounds

(1990) >10 million-50 million pounds

(1994) >10 million-50 million pounds

For more U.S. Production (Complete) data for m-CRESOL (9 total), please visit the HSDB record page.

Consumer UsesBinder;Solvent;Cleaning agent;Fragrance
Industry UsesCatalyst;Corrosion inhibitor;Cleaning agent;Fragrance;Dye;Intermediate;Other;Solvent;Fuel;Surfactant (surface active agent);Processing aids not otherwise specified
Methods of Manufacturing · 4 件

m-Cresol is produced synthetically from toluene. Toluene is chlorinated and the resulting chlorotoluene is hydrolyzed to a mixture of methylphenols. Purification by distillation gives a mixture of 3-methylphenol and 4-methylphenol since they have nearly identical boiling points. Reaction of this mixture with isobutylene under acid catalysis forms 2,6-di-tert-butyl-4-methylphenol and 2,4-di-tert-butyl-5-methylphenol, which can then be separated by fractional distillation and debutylated to give the corresponding 3- and 4-methylphenols. A mixture of 3- and 4-methylphenols is also derived from petroleum crude and coal tars.

By fractional distillation of crude cresol (from coal tar), also synthetically. Method of purification: rectification.

m-Cresol is prepared from m-toluic acid or obtained from coal tar or petroleum. Crude cresol is obtained by distilling "gray phenic acid" at a temperature of 180 to 201 °C. The m-cresol may be separated from the crude or purified mixture by repeated fractional distillation in vacuo. It can also be prepared synthetically by diazotization of the specific toluidine, or by fusion of the corresponding toluenesulfonic acid with sodium hydroxide.

By-product of naphtha cracking recovered from the spent caustic liquor used to wash petroleum distillates & isolated by fractional distillation as mixed cresols or as higher purity grades.

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