氯甲酸苄酯

Benzyl chloroformate

HCID 10387CAS 501-53-1

基本信息

标准SMILES
O=C(Cl)OCc1ccccc1
InChIKey
HSDAJNMJOMSNEV-UHFFFAOYSA-N
分子式
C8H7ClO2
平均分子量
170.59 g/mol
单同位素质量
170.01345714

概述

Benzyl chloroformate appears as a colorless liquid with an acrid odor. Vapors irritate eyes and mucous membranes. Corrosive to metals and tissue. Long-term inhalation of low concentrations or short-term inhalation of high concentrations can result in adverse health effects.

名称与标识

首选名称
Benzyl chloroformate
IUPAC
benzyl carbonochloridate
中文名
氯甲酸苄酯
英文名
Benzyl chloroformate
分子式
C8H7ClO2
分子量
170.59

名称与别名

BENZYL CHLOROFORMATE501-53-1Benzyl carbonochloridateCarbobenzoxy chlorideBenzyl chlorocarbonateBenzylcarbonyl chlorideBenzyloxycarbonyl chlorideCarbobenzyloxy chlorideCarbonochloridic acid, phenylmethyl esterChloroformic Acid Benzyl EsterChloroformic acid, benzyl esterBenzylcarbonochloridate
展开更多名称
苄氧酰氯苄酯基氯甲酸氯苄酯苄基碳酰氯氯甲酸苄酯苄氧甲醯氯氯碳酸苄酯苄氧甲酰氯苄氧羰酰氯氯甲酸苄脂CBZBCFZ-CLBenzyl ChlorofomateCBZCIZ-CHLORIDE
Formic acid, chloro-, benzyl esterDTXSID9027158170BP0DD31NSC-83466DTXCID607158RefChem:118863207-925-0Cbz chloride

数据库标识

CAS
501-53-1
PubChem CID
10387
DTXSID
DTXSID9027158
ChEMBL
CHEMBL1581748
UNII
170BP0DD31
EC Number
207-925-0
Nikkaji
J6.192A

性质

结构计算性质

XLogP
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
11

实验与物化性质

Chemical Classes · 2 条

Toxic Gases & Vapors -> Acid Halides

Corrosives

SpringerMaterials PropertiesChemical shift
Odor · 3 条

ACRID ODOR

ODOR OF PHOSGENE

SHARP, PENETRATING ODOR

Density · 4 条

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

1.2166 20 °C/4 °C

Relative density (water = 1): 1.20

1.2166 @ 20°C

Viscosity2.57 mPa-s (cP) @ 20 °C
Color/Form · 2 条

OILY LIQUID

COLORLESS TO PALE YELLOW LIQUID

物理化学性质

熔点
-20 °C · -20 °C
沸点
103 °C20 · 103 °C20 mm Hg(lit.)
密度
1.212 g/mL · 1.212 g/mL at 20 °C
蒸气密度
1 · 1 (vs air)
蒸气压
1.39 psi · 1.39 psi ( 20 °C)
折射率
20 · n20/D 1.519(lit.)

化学性质

氯甲酸苄酯为无色油状液体,有腐臭气味。溶于乙醚、丙酮、苯等有机溶剂。其遇水分解,遇热分解成光气等有毒气体。

安全与法规

GHS分类

GHS Classification · 6 条

Danger

H314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P273, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P391, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 0.6% (1 of 173) of reports.

Danger

H314 (99.4%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

危害信息

Regulatory Information · 5 条

Chemical: Carbonochloridic acid, phenylmethyl ester

Carbonochloridic acid, phenylmethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Carbonochloridic acid, phenylmethyl ester 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: 02-03-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/12078

Benzyl chloroformate: Does not have an individual approval but may be used under an appropriate group standard

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.)

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to human health
DOT LabelCorrosive
Fire Hazards · 3 条

Special Hazards of Combustion Products: Toxic phosgene, hydrogen chloride, and benzyl chloride vapors may form.

· EXCEPT FOR ACETIC ANHYDRIDE (UN1715), THAT IS FLAMMABLE, some of these materials may burn, but none ignite readily.

Combustible. Gives off irritating or toxic fumes (or gases) in a fire.

Fire PotentialCOMBUSTIBLE
Health Hazards · 2 条

Inhalation causes mucous membrane irritation. Eyes are irritated by excessive exposure to vapor. Liquid causes severe irritation of eyes and irritates skin. Ingestion causes irritation of mouth and stomach. (USCG, 1999)

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

安全与防护

Fire Fighting · 2 条

Excerpt from ERG Guide 137 [Substances - Water-Reactive - Corrosive]:

Use dry powder, foam, carbon dioxide.

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.

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

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.

· Do not touch damaged containers or spilled material unless wearing appropriate protective clothing.

First Aid · 2 条

INHALATION: remove from exposure; support respiration; call physician.

General First Aid:

Safe StorageSeparated from food and feedstuffs. Dry. Well closed.
Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).

毒理信息

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

Cough. Shortness of breath. Sore throat. Laboured breathing.

Skin burns.

Watering of the eyes. Severe deep burns.

Burning sensation. Abdominal pain. Shock or collapse.

Human Toxicity Excerpts · 2 条

... LACRIMATOR.

INHALATION CAUSES MUCOUS MEMBRANE IRRITATION. EYES ARE IRRITATED BY EXCESSIVE EXPOSURE TO VAPOR. LIQ CAUSES IRRITATION OF EYES & IRRITATES SKIN. INGESTION CAUSES IRRITATION OF MOUTH & STOMACH.

Toxicity DataLC50 (rat) = 590 mg/m3/4h

安全数据

F
19
wgk
3
tsca
TSCA listed
毒性
LD50 orally in Rabbit: 3000 mg/kg
RTECS号
LQ5860000
包装类别
I

毒性防护

急性毒性口服- 大鼠 LD50: 3000 毫克/ 公斤; 吸入- 大鼠 LC50: 590 毫克/立方米/4小时

包装储运 · 4 条

爆炸物危险特性在铁盐催化下激烈分解爆炸; 本身具有强腐蚀性和刺激性; 热不稳定

可燃性危险特性遇热分解二氧化碳和有毒的氯化物和光气蒸气; 遇水放出有毒,腐蚀性氯化氢气体

储运特性库房通风低温干燥; 与氧化剂、碱分开存放

灭火剂二氧化碳、干粉

化学与工业

用途与制造

Uses · 3 条

Used to make pharmaceuticals and other chemicals; [HSDB]

In peptide synthesis to block the amino group.

Reactive intermediate to pharmaceuticals and other chemicals.

ImpuritiesMay contain 3% or less benzyl chloride
U.S. Production2023: 631,297 lb
Consumption PatternsAPPROX 100% AS A REAGENT IN /PRC: ORGANIC/ SYNTHESIS
Consumer UsesTerminator/Blocker
Industry UsesTerminator/Blocker
应用领域 · 6 条

应用氯甲酸苄酯是一种有机化合物,在有机合成中,它被用于引入苄氧羰基(Cbz),即是一种保护胺基的保护基。同时,它可用作有机合成中间体。

用途在抗生素合成中作氨基保护剂,也用于农药中间体

用途用作半合成抗菌素中间体

用途农药中间体。在抗生素合成中用作氨基保护剂。

用途多肽合成中用以保护氨基,也用于农药中间体。

用途用于有机合成的中间体。

制备方法

生产方法1.由光气和苄醇反应而得。先用甲苯(经干燥处理)在较低温度下吸收光气,用重量法确定吸收光气量。吸足光气后很快加入苄醇,在冰浴中保持0.5h,再于室温下保持2h。在60℃以下减压蒸除氯化氢、过量的光气及溶剂甲苯,再收集101-103℃(2.67kPa)的馏分,即得产品,产率91%-94%。2.苄醇和氯甲酸三氯甲酯反应法。

试剂价格

B3021 · 25G
氯甲酸苄酯Benzyl Chloroformate — 160元
B3021 · 250G
氯甲酸苄酯Benzyl Chloroformate — 350元

供应商50 家

国药集团化学试剂有限公司86-21-63210123 · [email protected]
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上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海伟聂化工科技有限公司13046668259 · [email protected]

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