基本信息
- 标准SMILES
c1ccncc1- InChIKey
JUJWROOIHBZHMG-UHFFFAOYSA-N- 分子式
- C5H5N
- 平均分子量
- 79.1 g/mol
- 单同位素质量
- 79.04219916
概述
Pyridine is a colorless liquid with an unpleasant smell. It can be made from crude coal tar or from other chemicals. Pyridine is used to dissolve other substances. It is also used to make many different products such as medicines, vitamins, food flavorings, paints, dyes, rubber products, adhesives, insecticides, and herbicides. Pyridine can also be formed from the breakdown of many natural materials in the environment.
名称与标识
- 首选名称
- Pyridine
- IUPAC
- pyridine
- 中文名
- 吡啶
- 英文名
- Pyridine
- 分子式
- C5H5N
- 分子量
- 79.1
名称与别名
展开更多名称
数据库标识
- CAS
110-86-1- PubChem CID
- 1049
- DTXSID
DTXSID9021924- ChEMBL
CHEMBL266158- ChEBI
CHEBI:16227- UNII
- NH9L3PP67S
- EC Number
- 203-809-9
- Nikkaji
- J2.883E
性质
结构计算性质
- XLogP
- 0.7
- 极性表面积
- 12.9 Ų
- 氢键供体
- 0
- 氢键受体
- 1
- 可旋转键
- 0
- 重原子
- 6
- 形式电荷
- 0
- 复杂度
- 30.9
实验与物化性质
Chemical Classes
Nitrogen Compounds -> Pyridines
Flammable agents - 3rd degree
LogP
log Kow = 0.65
0.65
0.65
Odor
Sharp, nauseating
Burnt, sickening
Nauseating fish-like odor.
Density
0.983 at 68 °F (USCG, 1999) - Less dense than water; will float
0.98272 @ 20 °C/4 °C
Relative density (water = 1): 0.98
0.983 at 68 °F
0.9827 @ 20°C
0.98
Solubility
greater than or equal to 100 mg/mL at 70.7 °F (NTP, 1992)
Miscible with water @ 20 °C
Miscible with ... alcohol, ether, and petroleum ether, oils and many organic liquids.
1000.0 mg/mL
Solubility in water: freely soluble
Miscible
物理化学性质
- 熔点
- -42 °C · -42 °C (lit.)
- 沸点
- 115 °C · 115 °C (lit.)
- 密度
- 0.978 g/mL · 0.978 g/mL at 25 °C (lit.)
- 蒸气密度
- 2.72 · 2.72 (vs air)
- 蒸气压
- 23.8 mm · 23.8 mm Hg ( 25 °C)
- 折射率
- 20 · n20/D 1.509(lit.)
- FEMA
- 2966 · 2966 | PYRIDINE
- 闪点
- 68 °F · 68 °F
- 储存条件
- 5 °C · Store at +5°C to +30°C.
- 溶解度
- 2 O: · H2O: in accordance
- 酸度系数(pKa)
- 5.25 · 5.25(at 25℃)
- 形态
- Liquid
- 颜色
- colorless
- PH值
- 8.81 · 8.81 (H2O, 20℃)
- 相对极性
- 0.302 · 0.302
- 气味 (Odor)
- 0.23 to · Nauseating odor detectable at 0.23 to 1.9 ppm (mean = 0.66 ppm)
- 嗅觉阈值(Odor Threshold)
- 0.063 ppm · 0.063ppm
- 香型
- fishy
- 生物来源
- synthetic
- 爆炸极限值(explosive limit)
- 12.4 % · 12.4%
- 水溶解性
- Miscible
- 比热容
- 1.68 J/ · Cp(liquid): 1.68 J/(g·K), at 25℃
- 凝固点
- -42 ℃ · -42℃
- 热导率
- 0.162 W/ · 0.162 W/(m·K) at 25 ℃
- 最大波长(λmax)
- 305 nm · λ: 305 nm Amax: 1.00λ: 315 nm Amax: 0.15λ: 335 nm Amax: 0.02λ: 350-400 nm Amax: 0.01
- Merck
- 14 · 14,7970
- BRN
- 103233 · 103233
- Henry's Law Constant
- 18.4 at · 18.4 at 30 °C (headspace-GC, Chaintreau et al., 1995)
- 暴露限值
- 1 ppm · ACGIH:TLV-TWA 1 ppm (3.1 mg/m3)OSHA:PEL-TWA 5 ppm (15 mg/m3)NIOSH:REL-TWA 5 ppm
- 介电常数
- 12.5 · 12.5(20℃)
- 稳定性
- Stable. Flammable. Incompatible with strong oxidizing agents, strong acids.
- InChI
- 1S/C5H5N/c1-2-4-6-5-3-1/h1-5H
- InChIKey
- JUJWROOIHBZHMG-UHFFFAOYSA-N
- SMILES
- C1=CN=CC=C1
- LogP
- 0.64 at · 0.64 at 20℃
- 表面张力
- 38 mN/m · 38mN/m at 20°C
- CAS 数据库
- 110 · 110-86-1(CAS DataBase Reference)
- (IARC)致癌物分类
- 2 B · 2B (Vol. 77, 119) 2019
- NIST化学物质信息
- Pyridine(110-86-1)
- EPA化学物质信息
- Pyridine (110-86-1)
化学性质
无色或淡黄色液体。具有令人讨厌的气味。 溶于水、乙醇、丙酮、乙醚和苯。
安全与法规
GHS分类
GHS Classification
Danger
H225: Highly Flammable liquid and vapor [Danger Flammable liquids]
P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P317, P321, P330, P362+P364, P370+P378, P403+P235, and P501 (click each P-code to see the statement)
This chemical does not meet GHS hazard criteria for 0.1% (3 of 2399) of reports.
Danger
H225 (99.8%): Highly Flammable liquid and vapor [Danger Flammable liquids]
危害信息
Regulatory Information
Chemical: Pyridine
Hazard Traits - Carcinogenicity; Neurotoxicity
Pyridine is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Pyridine 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: 05-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13681
Pyridine: HSNO Approval: HSR001079 Approved with controls
The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
Fire Hazards
Behavior in Fire: Vapor is heavier than air and may travel considerable distance to source of ignition and flash back. (USCG, 1999)
· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.
Highly flammable. Gives off irritating or toxic fumes (or gases) in a fire. Vapour/air mixtures are explosive.
Fire Potential
Pyridine is a flammable ... liquid.
Dangerous fire hazard when exposed to heat, flame, or oxidizers.
Health Hazards
Vapor irritates eyes and nose. Liquid irritates skin and is absorbed through the skin. Overexposure causes nausea, headache, nervous symptoms, increased urinary frequency. (USCG, 1999)
· May cause toxic effects if inhaled or absorbed through skin.
Hazards Summary
Pyridine is a colorless liquid with an unpleasant smell. It can be made from crude coal tar or from other chemicals. Pyridine is used to dissolve other substances. It is also used to make many different products such as medicines, vitamins, food flavorings, paints, dyes, rubber products, adhesives, insecticides, and herbicides. Pyridine can also be formed from the breakdown of many natural materials in the environment.
Liquid causes first degree burns on short exposure. [CHRIS] In rat studies, pyridine produces anesthesia after inhalation of high concentrations and liver injury after sub-chronic feeding. The liver and kidneys are target organs in animal results. Workers avoid exposure because of its foul odor. Workers exposed to 125 ppm complained of transient nausea, headache, low back and abdominal discomfort, and urinary frequency without evidence of liver or kidney injury. [ACGIH] Allergic contact dermatitis reported in a laboratory technician; [Kanerva, p. 1831] An irritant and potential CNS depressant; May have effects on the liver and kidneys; [ICSC]
DOT ID and Guide
1282 129
1282 129
FDA Requirements
Pyridine is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and 2) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part.
Special Reports
Scientific Literature Review of Pyridine and Related Substances in Flavor Usage (GRA & I); 1 (6): 198 (1985). This scientific literature review includes specifications, safety data, poundage data, natural occurrence information, chemical identities and other data on pyridine ... .
Santodonato J; Monograph on Human Exposure to Chemicals in the Workplace: Pyridine, GRA & I 7: 35 (1986). The report presents a summary and evaluation of information relevant to an occupational hazard assessment of the pyridine.
Fodor GB, Colasanti B; Alkaloids: Chem Biol Perspect 3: 1-90 (1985). A review with 431 refs. Review alkaloid chemistry and pharmacology.
Jori A et al; Ecotoxicol Environ Saf 7 (3): 251-75 (1983). A review with several refs on the ecotoxicologic profile of pyridine.
For more Special Reports (Complete) data for PYRIDINE (7 total), please visit the HSDB record page.
安全与防护
Fire Fighting
Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:
Use alcohol-resistant foam, water spray, powder, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.
First Aid Measures
Fresh air, rest. Artificial respiration may be needed. Refer for medical attention.
Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention .
Rinse with plenty of water for several minutes (remove contact lenses if easily possible). Refer for medical attention.
Rinse mouth. Give one or two glasses of water to drink. Refer for medical attention .
Accidental Release Measures
· 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.
· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.
First Aid
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.
General First Aid:
(General first aid procedures)
Fire Fighting Procedures
Use water spray, dry chemical, "alcohol resistant" foam, or carbon dioxide. Solid streams of water may be ineffective. Use water spray to keep fire-exposed containers cool.
If material is on fire or involved in fire: Do not extinguish fire unless flow can be stopped or safely confined. Use water in flooding quantities as fog. Solid streams may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use "alcohol" foam, carbon dioxide, or dry chemical.
Storage Conditions
OUTSIDE OR DETACHED STORAGE IS PREFERABLE. ISOLATE FROM POWERFUL OXIDIZING MATERIALS AND ACIDS.
Mixtures with formamide + iodine + sulfur trioxide are storage hazards, releasing carbon dioxide & sulfuric acid.
Cleanup Methods
1. REMOVE ALL IGNITION SOURCES. 2. VENTILATE AREA OF SPILL OR LEAK. 3. FOR SMALL QUANTITIES, ABSORB ON PAPER TOWELS, EVAPORATE IN SAFE PLACE (SUCH AS FUME HOOD). ALLOW SUFFICIENT TIME FOR EVAPORATING VAPORS TO COMPLETELY CLEAR HOOD DUCTWORK. BURN PAPER IN SUITABLE LOCATION AWAY FROM COMBUSTIBLE MATERIAL. 3. LARGE QUANTITIES CAN BE COLLECTED & ATOMIZED IN SUITABLE COMBUSTION CHAMBER EQUIPPED WITH APPROPRIATE EFFLUENT GAS CLEANING DEVICE. PYRIDINE SHOULD NOT BE ALLOWED TO ENTER CONFINED SPACE, SUCH AS SEWER, BECAUSE OF POSSIBILITY OF EXPLOSION.
Biological treatment of wastewater for the removal of pyridine.
Removal of pyridine from waste gases by adsorption.
Eliminate all ignition sources. Stop or control the leak, if this can be done without undue risk. Use water spray to cool and disperse vapors, protect personnel, and dilute spills to form nonflammable mixtures. Control run-off and isolate discharged materials for proper disposal.
Disposal Methods
Generators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number U196, F005, and D038 must conform with USEPA regulations in storage, transportation, treatment and disposal of waste.
A potential candidate for rotary kiln incineration at a temperature range of 820 to 1,600 °C and residence times of seconds for liquids and gases, and hours for solids. A potential candidate for liquid injection incineration at a temperature range of 650 to 1,600 °C and a residence time of 0.1 to 2 seconds. A potential candidate for fluidized bed incineration at a temperature range of 450 to 980 °C and residence times of seconds for liquids and gases, and longer for solids.
The following wastewater treatment technologies have been investigated for Pyridine: Concentration process: Activated carbon.
Controlled incineration whereby nitrogen oxides are removed from the effluent gas by scrubber, catalytic or thermal devices. Recommendable method: Incineration. Not recommendable methods: Evaporation & landfill.
For more Disposal Methods (Complete) data for PYRIDINE (9 total), please visit the HSDB record page.
Spillage Disposal
Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Remove all ignition sources. Do NOT wash away into sewer. Do NOT let this chemical enter the environment. Collect leaking liquid in sealable air tight containers. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.
毒理信息
Target Organs
Dermal (Skin), Hepatic (Liver), Neurological (Nervous System), Ocular (Eyes), Renal (Urinary System or Kidneys)
Hepatic
Eyes, skin, central nervous system, liver, kidneys, gastrointestinal tract
Ecotoxicity Values
LC50 Pimephales promelas (fathead minnow) 106 mg/l/96 hr, flow-through bioassay with measured concentrations, 24.1 °C, dissolved oxygen 7.4 mg/l, hardness 47.4 mg/l CaCO3, alkalinity 240 mg/l CaCO3, and pH 7.73.
EC50 Pimephales promelas (fathead minnow) <106 mg/l/96 hr, flow-through bioassay with measured concentrations, 24.1 °C, dissolved oxygen 7.4 mg/l, hardness 47.4 mg/l CaCO3, alkalinity 240 mg/l CaCO3, and pH 7.73. Effect: loss of equilibrium.
LC50 Pimephales promelas (fathead minnow) 93.8 mg /l/96 hr (confidence limit= 85.5-103 mg/l), flow-through bioassay with measured concentrations, 25.0 °C, dissolved oxygen 7.3 mg/l, hardness 48.5 mg/l CaCO3, alkalinity 77.3 mg/l CaCO3, and pH 7.75.
EC50 Pimephales promelas (fathead minnow) 85.6 mg/l/96 hr (confidence limit= 82.0-89.3 mg/l), flow-through bioassay with measured concentrations, 25.0 °C, dissolved oxygen 7.3 mg/l, hardness 48.5 mg/l CaCO3, alkalinity 77.3 mg/l CaCO3, and pH 7.75. Effect: loss of equilibrium.
For more Ecotoxicity Values (Complete) data for PYRIDINE (7 total), please visit the HSDB record page.
Environmental Fate
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 50(SRC), determined from a log Kow of 0.65(2) and a regression-derived equation(3), indicates that pyridine is expected to have high mobility in soil(SRC). Pyridine has a pKa of 5.23(4), which indicates that this compound will partially exist in the protonated form in moist acidic soils, and cations adsorb more strongly to soils than neutral molecules. Therefore, the mobility of pyridine is expected to be much lower in acidic soils than in neutral or alkaline soil(SRC). Volatilization of the neutral species of pyridine from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 1.1X10-5 atm-cu m/mole(5); however, the protonated form will not volatilize(SRC). The potential for volatilization of pyridine from dry soil surfaces may exist(SRC) based upon a vapor pressure of 20.8 mm Hg(6). In a series of biodegradation tests using a soil suspension, pyridine was completely biodegraded under aerobic conditions within 66-170 days(7). Under anaerobic conditions, biodegradation was complete in 32-66 days(7).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 50(SRC), determined from a log Kow of 0.65(2) and a regression-derived equation(3), indicates that pyridine is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a Henry's Law constant of 1.1X10-5 atm-cu m/mole(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 3 and 25 days, respectively(SRC). The pKa of pyridine is 5.23(5), indicating this compound will partially exist in the protonated form in acidic waters and cations do not volatilize(SRC). According to a classification scheme(6), a BCF of 88 measured in guppies(7), suggests bioconcentration in aquatic organisms is moderate(SRC). The biodegradation rate constant for pyridine in water was 0.0033 - 0.018 per hour which corresponds to half-lives of 39-210 hours(8). Pyridine was completely degraded in about 8 days in a river die-away test(9). Other studies have shown that pyridine is recalcitrant in sediment and water under anaerobic conditions(10-12).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), pyridine, which has a vapor pressure of 20.8 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase pyridine is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 43 days(SRC), calculated from its rate constant of 3.7X10-13 cu cm/molecule-sec at 25 °C(3).
Food Survey Values
Pyridine has been identified as a volatile flavor compound in fried bacon(1) and boiled beef(2). It is also a volatile component of Beaufort cheese, a Gruyere type cheese manufactured in a limited area of the French Alps(3). Pyridine has been identified as a volatile flavor components of fried chicken(4), roasted barely(5), mango(7), roasted coffee(6,8), canned sweet corn(9), short-necked clam and corbicula(10), sukiyaki(11), and kiwi fruit flowers(12). Pyridine was detected in soybeans at concns of 88.9-264.9 ug/kg(13).
Exposure Routes
The substance can be absorbed into the body by inhalation, through the skin and by ingestion.
inhalation, skin absorption, ingestion, skin and/or eye contact
Signs and Symptoms
Cough. Dizziness. Headache. Nausea. Shortness of breath. Unconsciousness.
MAY BE ABSORBED! Redness. Burning sensation. Further see Inhalation.
Redness. Pain.
Cough. Sore throat. Further see Inhalation.
irritation eyes; headache, anxiety, dizziness, insomnia; nausea, anorexia; dermatitis; liver, kidney damage
Ongoing Test Status
The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical. [http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=110-86-1]
Effluent Concentrations
In a survey of industrial effluents, pyridine was identified in discharges of the following industries timber products (1,032 ppb), paint and ink (2 ppb), ore mining (4 ppb), inorganic chemicals (137 ppb), pharmaceuticals (156 ppb), organic chemicals (160 ppb), publicly owned treatment works (77 ppb)(1). Pyridine was identified, not quantified, in the effluents from an advanced water treatment facility in Orange County, CA(2). Waste water from coal gasification contained an estimated 4.62 ppm of pyridine(3). Pyridine was identified, not quantified, in waste incineration stack emissions(4) and coal derived oil(5). Pyridine has also been detected in active compost blower exhaust at 47 ug/cu m(6). Pyridine was detected in waste ammonia liquor from low temperature carbonization wastewater at an average concentration of 20 mg/l(7).
法规信息
FDA Requirements
Pyridine is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and 2) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part.
RCRA Requirements
U196; As stipulated in 40 CFR 261.33, when pyridine, 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).
D038; A solid waste containing pyridine may or may not become characterized as a hazardous waste when subjected to the Toxicity Characteristic Leaching Procedure listed in 40 CFR 261.24, and if so characterized, must be managed as a hazardous waste.
F005; When pyridine 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
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. Pyridine is included on this list.
Atmospheric Standards
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. Pyridine is produced, as an intermediate or a final product, by process units covered under this subpart.
CERCLA Reportable Quantities
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; In the Washington D.C. metropolitan area (202) 426-2675. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).
State Drinking Water Guidelines
(WI) WISCONSIN 10 ug/l
(FL) FLORIDA 7 ug/l
安全数据
- F
- 3-10
- wgk
- 2
- tsca
- TSCA listed
- 毒性
- LD50 orally in rats: 1.58 g/kg (Smyth)
- RTECS号
- UR8400000
- hazard_note
- Highly Flammable/Harmful
- 包装类别
- II
- 危险等级
- 3
- 存储类别
- 3 - Flammable liquids
- 安全说明
- 36/37/39-38-45-61-28A-26-28-24/25-22-36/37-16-7
- 海关编码
- 2933 31 00
- 自燃温度
- 482 °C
- 危险品标志
- T,N,F,Xn
- 危险性类别
- Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Flam. Liq. 2Skin Irrit. 2
- 危险类别码
- 11-20/21/22-39/23/24/25-23/24/25-52-36/38
- 毒害物质数据
- 110-86-1(Hazardous Substances Data)
- 职业暴露等级
- A
- 职业暴露限值
- TWA: 5 ppm (15 mg/m3)
- 危险品运输编号
- UN 1282
- 立即威胁生命和健康浓度
- 1,000 ppm
毒性防护
毒性GRAS(FEMA)。作为香料可安全用于食品(FDA,§172.515,2000)。
急性毒性口服- 大鼠 LD50: 891 毫克/ 公斤; 静脉- 小鼠 LD50: 1500 毫克/ 公斤
刺激数据眼睛- 兔子 2 毫克 重度; 皮肤- 兔子 10 毫克/ 24小时 轻度
职业标准TWA 15 毫克/ 立方米; STEL 30 毫克/立方米
包装储运
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; 燃烧产生有毒氮氧化物烟雾
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
Metabolism/Metabolites
8 ANIMAL SPECIES N-METHYLATED PYRIDINE WHICH WAS EXTENSIVE (20-40% DOSE) IN CAT, GUINEA PIG, GERBIL, RABBIT, & HAMSTER, BUT LOW (5-12% DOSE) IN RAT, MOUSE, & 2 HUMAN VOLUNTEERS. PATTERN OF N-METHYLATION SIMILAR FROM ORAL & IP ROUTES IN RATS & GUINEA PIGS & WAS DOSE-DEPENDENT.
PART IS EXCRETED IN URINE ... IN FORM OF ITS CHIEF METABOLITE, N-METHYLPYRIDINIUM HYDROXIDE. PYRIDINE IS EXAMPLE OF METHYLATION PROCESS OF METABOLISM ... CONFINED TO SOME HETEROCYCLIC COMPOUNDS ... THIS OCCURS, WITH PYRIDINE, ONLY IN SOME ANIMALS ... MICE, BUT NOT IN RATS ... IN RABBITS ONLY TRACES OF 3-HYDROXY PYRIDINE ARE EXCRETED.
An organism capable of growth on pyridine was isolated from soil by enrichment culture techniques and identified as Micrococcus luteus. The organism oxidized pyridine for energy and released nitrogen contained in the pyridine ring as ammonium. Cell extracts of M luteus could not degrade pyridine, 2-, 3-, or 4-hydroxypyridines or 2,3-dihydroxypyridine, regardless of added cofactors or cell particulate fraction. The organism had a NAD-linked succinate-semialdehyde dehydrogenase which was induced by pyridine. Cell extracts of M luteus had constitutive amidase activity, and washed cells degraded formate and formamide without a lag. ... The results provide new evidence that the metabolism of pyridine by microorganisms does not require initial hydroxylation of the ring and that permeability barriers do not account for the extremely limited range of substrate isomers used by pyridine degraders.
The oxidative metabolism of pyridine was studied in vitro. Normal human liver, lung, and kidney tissue /were/ obtained from ten persons ... and liver tissue from male Fischer 344 rats. ... The primary metabolites identified were 2-pyridone, 4-pyridone, and pyridine-N-oxide (PNO). Human liver and kidney microsomes formed these metabolites at rates of 154 to 275 pmol/min/mg. Liver microsomes from one subject formed 3-hydroxypyridine-N-oxide at a rate of 133 pmol/min/mg. The formation of 4-pyridone was significantly greater in liver microsomes from the males than from the females. Human lung microsomes formed 2-pyridone, 4-pyridone, and pyridine-N-oxide at rates of 63 to 110 pmol/min/mg. The rates of formation of 2-pyridone, 4-pyridone, and pyridine-N-oxide by rat liver microsomes ranged from 17 to 61 pmol/min/mg. Incubation of human liver microsomes under the nitrogen and carbon monoxide atmosphere and in the presence of metyrapone reduced pyridine metabolism by 54, 34, and 20%, respectively. SKF-525A, allopurinol, and n-octylamine did not signifiantly affect pyridine metabolism. Human and rat liver cytosol did not metabolize pyridine. /Results suggest/ that human liver, kidney, and lung microsomes and rat liver microsomes can metabolize pyridine under aerobic conditions in the presence of a NADPH generating system. The cytochrome p450 monooxygenase system appears to be responsible for the metabolism of pyridine by human liver microsomes.
For more Metabolism/Metabolites (Complete) data for PYRIDINE (7 total), please visit the HSDB record page.
Absorption, Distribution and Excretion
Pyridine is absorbed from the gastrointestinal tract, through the skin, and by inhalation. Part of the absorbed pyridine is excreted in the urine unchanged and a smaller portion is methylated at the N position.
Elimination of pyridine is biphasic in nature, the 1st phase being more prolonged for pyridine and beta-picoline than for alpha- or gamma-picoline.
Uptake by tissues /in rats/ following ip admin of pyridine increased with dosage. Elimination occurred in 2 phases and the duration of these phases was also dose dependent.
IP ADMIN TO MICE, HAMSTERS, RATS, GUINEA PIGS, RABBITS, & FERRETS RESULTED IN URINARY EXCRETION OF PYRIDINE N-OXIDE WHICH RANGED FROM 10% IN RATS TO APPROX 40% IN MICE & GUINEA PIGS.
For more Absorption, Distribution and Excretion (Complete) data for PYRIDINE (11 total), please visit the HSDB record page.
用途与制造
Uses
Used as a solvent for paint and rubber; used as an intermediate for pharmaceuticals, dyes, pesticides, textile finishes, and other chemicals; also used as a flavoring agent; [ACGIH]
Painting (Solvents) [Category: Paint]
Smoking cigarettes [Category: Food & Drugs]
For Pyridine (USEPA/OPP Pesticide Code: 069202) 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./
Solvent for anhydrous mineral salts; in org synthesis and anal chem
MFR OF VITAMINS (ESP NICOTINIC ACID), SULFA DRUGS, DISINFECTANTS, DYESTUFF, EXPLOSIVES; USED IN RUBBER INDUST
U.S. Exports
(1975) 3.41X10+9 GRAMS
(1970) 1.36X10+9 GRAMS
U.S. Imports
(1973) 4.5X10+6 GRAMS
(1970) 4.6X10+7 GRAMS
U.S. Production
2023: 10,000,000 - <50,000,000 lb
(1970) 4.09X10+9 GRAMS (2 °C GRADE)
Consumption Patterns
APPROX 33% IS USED AS A SOLVENT IN DRUG MFR AND AS A REAGENT (INCL AS A SCAVENGER FOR ACIDS); 17-33% AS AN INT FOR ANTIHISTAMINES (INCL CHLOROPHENIRAMINE MALEATE) AND ANTI-INFECTIVES (INCL CETYLPYRIDINIUM CHLORIDE); 8-17% AS AN INT FOR PIPERIDINE; 8-17% AS AN INT FOR WATERPROOFING AGENTS IN THE TEXTILE INDUST; AND 8-17% IN MISC APPLICATIONS (1970)
(1975) 6.81X10+9 G (SECONDARY CONSUMPTION EST)
Methods of Manufacturing
REACTION OF ACETALDEHYDE, AMMONIA, AND FORMALDEHYDE IN THE PRESENCE OF A CATALYST SUCH AS AN OXIDE OR A PHOSPHATE OF A TRI OR TETRAVALENT METAL AT 250-500 °C AND ATMOSPHERIC PRESSURE; NATURAL PYRIDINE IS DERIVED IN ISOLATED FORM FROM COKING OPERATIONS.
BY EXTRACTION FROM LOWER-BOILING FRACTIONS OF TAR DISTILLATES AFTER REMOVAL OF TAR ACIDS BY SULFURIC ACID & PURIFICATION BY DISTILLATION WITH LIME ... .
MOST COMMERCIAL PYRIDINE IS OBTAINED BY DISTILLATION FROM CRUDE COAL TAR ... . INCREASED DEMAND FOR HIGH-PURITY PYRIDINE HAS LED TO ... SYNTHESIZING IT FROM ACETYLENE, FORMALDEHYDE, HEMIMETHYLAL & AMMONIA.
Pyridine and pyridine derivatives are made from paraldehyde and aqueous ammonia, in the presence of a catalyst, at elevated temperatures.
Vapor phase reaction of acrolein with ammonia, in the presence of a dehydration catalyst, produces high yields of beta-picoline and pyridine in a ratio of approximately 2:1.
Use Classification
Chemical Classes -> Benzidines/Aromatic amines
Fragrance Ingredients
General Manufacturing Information
All Other Chemical Product and Preparation Manufacturing
Pyridine: ACTIVE
应用领域
概述吡啶(分子式C6H5N)含有一个氮杂原子的六元杂环化合物,即苯分子中的一个-CH=被氮取代而生成的化合物,与苯类似,具有相同的电子结构,仍有芳香性,故又称氮苯和氮杂苯, 在常温下是一种无色有特殊气味的液体,熔点-41.6℃,沸点115.2℃,与水形成共沸混合物,沸点92~93℃。(工业上利用这个性质来纯化吡啶),密度0.9819g/cm3。易溶于水,乙 醇,醚等多数有机溶剂,本身也可作溶剂。 吡啶最初由骨焦油内分离出来,随后发现煤焦油、煤气、页岩油、石油内也含有吡啶及其同系物,如2-甲基吡啶和2,6-二甲基吡啶。吡啶及其衍生物比苯稳定,其反应性与硝基苯类似。由于环中氮原子的吸电子作用,使2,4,6位上的电子密度低于3,5两位,典型的芳香族亲电取代反应发生在3,5位上,但反 应性比苯低,一般不易发生硝化、卤化、磺化等反应。此外,这些取代反应都是在酸性介质内进行的,吡啶形成带正电荷的离子, 使亲电试剂不易接近。2-或4-卤代吡啶的卤素 都具有活性。由于2和6位上的电子密度较低,在此位上可发生亲核取代反应,如与氨基钠或氢氧化钾反应,得到相应的2-氨基吡啶或2-羟基吡啶。
用途吡啶作为重要的含氮杂环化合物之一,在包括光催化以及光电器件等领域中得到了广泛的应用。在药物化学中,吡啶也常用作药物的母核结构。目前,吡啶的氘代反应主要以Pd、Rh、Ir、Ru和Ni等金属催化剂,在α-位进行氢同位素交换(HIE),而其他位置的HIE很少涉及。吡啶的许多衍生物中,有些是重要的药物,有些是维生素或酶的重要组成部分。例如吡啶-3-羧酸的酰胺(即烟酰胺),在辅酶I中与腺嘌呤(见嘌呤)、核糖及磷酸形成一个重要的二核苷酸。吡啶的衍生物异烟肼是一种口服的抗结核病药。2-甲基-5-乙烯基吡啶是合成橡胶的重要原料。 除作溶剂外,吡啶在工业上还可用作变性剂、助染剂,以及合成一系列产品的起始物,包括药品、消毒剂、染料、食品调味料、粘合剂、炸药等。
用途用作有机溶剂、分析试剂,也用于有机合成工业、色层分析,提取、分离吡啶及其同系物的原料,是除草剂、杀虫剂、医药、橡胶助剂、纺织助剂的原料,为GB 2760--1996规定允许使用的食用香料等。在水分测定也可使用,作为菌种诱变剂,酒精变性剂,酰化反应的溶剂,催化剂等。可以检定和测定锑、砷、铝、铋、镉、铈、氯酸盐、铬酸盐、氰酸盐、铬、钴、铜、氰化物、金、重铬酸盐、卤素、镧、铅、锂、锰、汞、锗、镍、高氯酸盐、过硫酸盐、铂、磷、铼、镨、硅、银、硫、铊、碲、硫氰酸盐、钍、硫代硫酸盐、钛、铀、钒、锌、锆。
制备方法
生产方法用高温炼焦时的饱和器母液为原料,回收加工得粗吡啶,经加热脱渣得含水吡啶,用纯苯恒沸脱水;得无水吡啶,再经蒸馏馏取110~120℃馏分,最后经精馏而得。
生产方法吡啶在以前是从煤焦油提取的,焦炉煤气经硫酸洗涤、氨水中和得到粗轻吡啶,再用精馏的方法提纯。随着吡啶用途的扩大,合成法吡啶有较大发展。国外从煤焦油获得的吡啶及吡啶基化合物,已占10%。将乙醛(1.648mol)、37%甲醛(1.665mol)和氨(3.096mol)的混合物,于432℃反应,催化剂为SiO2-Al2O3-Bi2O3,吡啶收率为48.4%。同时还生成β-甲基吡啶,改变操作条件,可调节吡啶和甲基吡啶和甲基吡啶的收率。此外,1,5-戊二胺盐酸盐,经加热环合,在Pt催化剂存在下脱氢也可制得吡啶。
上下游产品信息
上游原料
下游产品
试剂价格
- XW01108613 · 1L
- 吡啶pyridine — 718元
- XW01108612 · 500ML
- 吡啶pyridine — 436元
供应商50 家
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