氯甲酸丙酯

Propyl chloroformate

HCID 7998CAS 109-61-5

基本信息

标准SMILES
CCCOC(=O)Cl
InChIKey
QQKDTTWZXHEGAQ-UHFFFAOYSA-N
分子式
C4H7ClO2
平均分子量
122.55 g/mol
单同位素质量
122.01345714

概述

N-propyl chloroformate appears as a colorless liquid. May be decomposed by water. Severely irritates skin and eyes. Very toxic by ingestion, inhalation or skin absorption. Denser than water and vapors heavier than air. Flash point 50 °F. Used to make other chemicals.

名称与标识

首选名称
Propyl chloroformate
IUPAC
propyl carbonochloridate
中文名
氯甲酸丙酯
英文名
Propyl chloroformate
分子式
C4H7ClO2
分子量
122.55

名称与别名

Propyl chloroformate109-61-5Propyl chlorocarbonateN-PROPYL CHLOROFORMATECarbonochloridic acid, propyl esterFormic acid, chloro-, propyl esterUN2740A5Y2T003JUDTXSID3042342UN-2740RefChem:176484DTXCID1022342
展开更多名称
碳酰氯丙酯氯甲酸丙酯氯碳酸丙酯氯甲酸正丙酯氰甲酸正丙酯N-丙基氯甲酸酯氯甲酸(正)丙酯氯甲酸丙酯 危险品氯甲酸丙酯(禁运产品)氯甲酸丙酯, 98%+NPCFchloro-formicacipropylesterPropyl chloroforMatProply chloroformateChloride propyl forMatePropyl chloridocarbonate
203-687-7propyl carbonochloridateChloroformic Acid Propyl Esterchloroformic acid n-propyl esterpropylchloroformateChloroformicacidpropylesterHSDB 5392carbonochloridic acid propyl ester

数据库标识

CAS
109-61-5
PubChem CID
7998
DTXSID
DTXSID3042342
UNII
A5Y2T003JU
EC Number
203-687-7
Nikkaji
J34.719A

性质

结构计算性质

XLogP
2.3
极性表面积
26.3 Ų
氢键供体
0
氢键受体
2
可旋转键
3
重原子
7

实验与物化性质

Chemical Classes · 2 条

Toxic Gases & Vapors -> Acid Halides

Flammable agents - 3rd degree

SpringerMaterials PropertiesDielectric constant
LogP1.12
Density · 5 条

1.09 at 68 °F (EPA, 1998) - Denser than water; will sink

1.091 AT 20 °C/4 °C

1.09 g/cm³

Relative density of the vapour/air-mixture at 20 °C (air = 1): 1.06

1.09 @25 °C

Viscosity0.80 cP @ 20 °C
Color/FormCOLORLESS LIQUID

物理化学性质

沸点
105 · 105-106 °C(lit.)
密度
1.09 g/mL · 1.09 g/mL at 25 °C(lit.)
蒸气压
0.87 psi · 0.87 psi ( 20 °C)
折射率
20 · n20/D 1.404(lit.)
闪点
84 °F · 84 °F
储存条件
2 · 2-8°C

化学性质

液体。 能与苯、乙醚混溶。

安全与法规

GHS分类

GHS Classification · 6 条

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P261, P264, P271, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Danger

H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P280, P284, P301+P317, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P320, P321, P330, P363, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

危害信息

Hazards IdentificationToxic/poison by inhalation (TIH/PIH)
Regulatory Information · 3 条

Status: Active Update: 05-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/1891

Carbonochloridic acid, propyl ester: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

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.)

DOT LabelPoison Inhalation Hazard Flammable Liquid Corrosive
Fire Hazards · 3 条

When heated to decomposition, it emits toxic fumes of chlorine containing compounds. Propyl chloroformate is a flammable/combustible material; it may be ignited by heat, sparks or flames. Vapors may travel to a source of ignition and flash back. Container may explode in heat or fire. Vapor explosion and poison hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Runoff from fire control or dilution water may cause pollution. Gradually decomposed by water and alcohol. Unstable, decomposes spontaneously to form hydrochloric acid and other products. Avoid moist air. (EPA, 1998)

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Flammable. Gives off irritating or toxic fumes (or gases) in a fire. Above 26 °C explosive vapour/air mixtures may be formed.

Health Hazards · 2 条

Strongly irritating to eyes and mucous membranes. Poisonous; may be fatal if inhaled, swallowed or absorbed through skin. (EPA, 1998)

· TOXIC and/or CORROSIVE; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death.

Hazards SummaryA corrosive substance that can cause injury to the skin, eyes, and respiratory tract; Inhalation can cause pulmonary edema; [ICSC] A strong eye and mucous membrane irritant; [HSDB] See CHLOROFORMATES.

安全与防护

Fire Fighting · 2 条

Keep unnecessary people away; isolate hazard area and deny entry. Stay upwind; keep out of low areas. Wear positive pressure breathing apparatus and special protective clothing. Isolate for 1/2 mile in all directions if tank car or truck is involved in fire.

NO water. Use dry powder, carbon dioxide, alcohol-resistant foam. In case of fire: keep drums, etc., cool by spraying with water. NO direct contact with water.

First Aid Measures · 4 条

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

Remove contaminated clothes. Rinse skin with plenty of water or shower. 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. Do NOT induce vomiting. Give one or two glasses of water to drink. Refer 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.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2 条

Warning: Propyl chloroformate is strongly irritating to eyes and mucous membranes. Caution is advised.

General First Aid:

Safe StorageFireproof. Provision to contain effluent from fire extinguishing. Separated from acids, alcohols, amines, bases, oxidants and food and feedstuffs. Dry. Well closed. Store in an area without drain or sewer access.
Exposure Control and Personal Protection · 2 条

· Wear positive pressure self-contained breathing apparatus (SCBA).

TIH (Toxic Inhalation Hazard) - Term used to describe gases and volatile liquids that are toxic when inhaled. Some are TIH materials themselves, e.g., chlorine, and some release TIH gases when spilled in water, e.g., chlorosilanes. [ERG 2016].

毒理信息

Adverse EffectsDermatotoxin - Skin burns.
Exposure RoutesThe substance can be absorbed into the body by inhalation of its vapour and by ingestion.
Signs and Symptoms · 4 条

Sore throat. Burning sensation. Cough. Laboured breathing. Shortness of breath. Symptoms may be delayed.

Redness. Pain. Skin burns.

Redness. Pain. Severe deep burns.

Abdominal pain. Burning sensation. Shock or collapse.

ICSC Environmental DataThe substance is toxic to aquatic organisms.
Human Toxicity ExcerptsTHE VAPORS ARE STRONGLY IRRITATING TO THE EYES & MUCOUS MEMBRANES.
Toxicity DataLC50 (mice) = 319 ppm/1h

法规信息

CERCLA Reportable Quantities · 1 条

Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Propyl chloroformate is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 500 lbs.

DHS Chemicals of Interest (COI) · 4 条

Propyl chloroformate

1.00

10,000

Flammable chemical that can be released at a facility.

安全数据

wgk
1
tsca
TSCA listed
毒性
mouse,LC50,inhalation,319ppm/1H (319ppm),"Kirk-Othmer Encyclopedia of Chemical Technology," 3rd ed., Grayson, M., and D. Eckroth, eds. New York, John Wiley & Sons, Inc., 1978Vol. 4, Pg. 758, 1978.
RTECS号
LQ6830000
包装类别
I
危险等级
6.1

毒性防护

急性毒性口服-小鼠 LD50: 650 毫克/公斤

包装储运 · 3 条

可燃性危险特性可燃; 遇水, 或受热放出有毒氯化氢气体

储运特性库房通风低温干燥; 与氧化剂, 碱类, 食品分开储运

灭火剂干粉, 砂土, 泡沫, 二氧化碳

化学与工业

用途与制造

Uses · 2 条

Used in organic synthesis; [CAMEO] Used as a military poison gas (lachrymator); [Hawley] Used as a reactive intermediate to polymerization initiators and other chemicals; [HSDB]

Reactive intermediate to polymerization initiators and other chemicals

ImpuritiesCarbon dioxide, hydrogen chloride, phosgene, and alkyl chlorides; main impurities are corresponding carbonates /chloroformic esters/
U.S. ProductionND (1992)
Methods of ManufacturingPrepared by the reaction of liquid anhydrous alcohol /n-propyl alcohol/ with molar excess of dry, chlorine-free phosgene at low temperature /low molecular weight alkyl chlorofomates/
Formulations/Preparations · 2 条

Typical specifications of commercial chloroformates: purity, 98%; phosgene, <0.1%, iron, <10 ppm; acidity as HCl, <0.1%; alcohol or phenol, <2% /chloroformic esters/

Commercial products have concentrations of 97-99 wt% /chloroformic esters/

General Manufacturing Information · 2 条

Carbonochloridic acid, propyl ester: ACTIVE

Most chloroformate production is used captively and production figures are not available.

应用领域 · 3 条

应用氯甲酸丙酯可用于光敏剂、聚合催化剂、杀菌剂等产品的合成;还可与烯基树脂的液体发泡剂反应,用于制备浅色乙烯基泡沫塑料。氯甲酸丙酯与塑胶混溶性好,分解产物无色、无毒、无污染、无臭味,在40~120℃范围内可获得高发气量,应用前景广阔。

用途用作浮选剂及有机合成试剂

用途氯甲酸正丙酯是杀菌剂霜霉威的中间体。

制备方法

生产方法其制备方法是在通光气釜内加入正丙醇,启动搅拌,然后通过光气流量计通入光气,通光气温度为30℃左右,继续通光气若干小时,接近终点时取样分析,达标后停止通光气,冷却,然后通氮气赶走光气和氯化氢,对光气进行破坏,取样分析为产品。反应方程式:CH3CH2CH2OH+COCl2→ClCOOCH2CH2CH3

上下游产品信息

上游原料

试剂价格

C0929 · 25ML
氯甲酸丙酯Propyl Chloroformate — 290元
C0929 · 100mL
氯甲酸丙酯Propyl Chloroformate — 660元

供应商50 家

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南通润丰石油化工有限公司66017690 19952660367 · [email protected]
湖北成丰化工有限公司13125175253 · [email protected]

相关反应

104 条

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