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クロロぎ酸プロピル

Propyl chloroformate

HCID 7998
ノートを作成反応を作成見積依頼を出す
印刷プレビュー
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
109-61-5
標準SMILES
CCCOC(=O)Cl
InChIKey
QQKDTTWZXHEGAQ-UHFFFAOYSA-N
分子式
C4H7ClO2
平均分子量
122.55 g/mol
単同位体質量
122.0134572

概要

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.

名称と識別子

優先名称
Propyl chloroformate
IUPAC
propyl carbonochloridate
現地名
クロロぎ酸プロピル
英語名
Propyl chloroformate
分子式
C4H7ClO2
分子量
122.55

名称と別名

Propyl chloroformate109-61-5Propyl chlorocarbonateN-PROPYL CHLOROFORMATECarbonochloridic acid, propyl esterFormic acid, chloro-, propyl esterUN2740A5Y2T003JUDTXSID3042342UN-2740RefChem:176484DTXCID1022342
名称をさらに表示
クロロぎ酸プロピルプロピル=クロロホルマートクロロ炭酸n-プロピルクロリド炭酸プロピルnプロピルクロロフォーメートクロロギ酸プロピル 塩化物クロロ炭酸プロピルクロロぎ酸ノルマルプロピルプロピル=クロロホルマトクロロ蟻酸プロピルNPCFchloro-formicacipropylesterPropyl chloroforMatProply chloroformateChloride propyl forMatePropyl chloridocarbonate
203-687-7propyl carbonochloridateChloroformic Acid Propyl Estern-PrOCOClchloroformic acid n-propyl ester1-propyl chloroformatePropyl chloridocarbonate #propylchloroformate

データベース識別子

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

物性

構造計算による物性

XLogP
2.3
極性表面積
26.3 Ų
水素結合供与体数
0
水素結合受容体数
2
回転可能結合数
3
重原子数
7
形式電荷
0
複雑度
62.7

実験および物理化学的性質

Chemical Classes · 2 件

Toxic Gases & Vapors -> Acid Halides

Flammable agents - 3rd degree

SpringerMaterials PropertiesDielectric constant
LogP1.12
Density · 5 件

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
Solubility · 3 件

MISCIBLE WITH BENZENE, CHLOROFORM, ETHER

Insoluble in water

Solubility in water: reaction

Flash Point · 3 件

-58 °F (EPA, 1998)

-50 °C (-58 °F)

26 °C c.c.

Boiling Point · 3 件

237 to 241 °F at 760 mmHg (EPA, 1998)

112.4 °C

115 °C

Vapor Density · 3 件

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

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)

危険有害性情報

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

REACH registered substance: Propyl chloroformate (EC: 203-687-7)

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 件

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)

化学と産業

用途と製造

Uses · 2 件

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 件

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 件

Carbonochloridic acid, propyl ester: ACTIVE

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

応用分野 · 3 件

用途有機合成原料。

使用Propyl Chloroformate is used as a dramatizing agent for the determination of morphine, codeine and 6-acetyl morphine in urine and blood using direct aqueous derivatization.

一般的な説明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.

調製方法

関連反応

104 件
反応記録を作成
HRID 15810 の反応式
HRID 15810反応物としてuspto-grants-2010_06
HRID 30125 の反応式
HRID 30125反応物としてuspto-grants-2008_09
HRID 36254 の反応式
HRID 36254反応物としてuspto-grants-1995_05
HRID 72130 の反応式
HRID 72130反応物としてuspto-grants-2014_09
HRID 88419 の反応式
HRID 88419反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 114368 の反応式
HRID 114368反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 141965 の反応式
HRID 141965反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 144296 の反応式
HRID 144296反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
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化合物ノート

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このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す

4.2 (EPA, 1998) - Heavier than air; will sink (Relative to Air)

4.2 (AIR= 1)

Relative vapor density (air = 1): 4.23

Vapor Pressure · 3 件

20.0 [mmHg]

20 mm Hg @ 25.3 °C

Vapor pressure, kPa at 20 °C: 2.6

Refractive IndexINDEX OF REFRACTION: 1.4045 @ 20 °C

物理化学的性質

沸点
105 · 105-106 °C(lit.)
比重(密度)
1.09 g/mL · 1.09 g/mL at 25 °C(lit.)
蒸気圧
0.87 psi · 0.87 psi ( 20 °C)
屈折率
20 · n20/D 1.404(lit.)
闪点
84 °F · 84 °F
貯蔵温度
2 · 2-8°C
溶解性
ベンゼン:混和性(点灯)
外見
油
色
無色
比重
1.09 · 1.09
Merck
13 · 13,7940
Dielectric constant
11.2 · 11.2(20℃)
安定性
揮発性
InChIKey
QQKDTTWZXHEGAQ-UHFFFAOYSA-N
LogP
1.385 · 1.385 (est)
CAS データベース
109 · 109-61-5(CAS DataBase Reference)
NISTの化学物質情報
n-Propylchloroformate(109-61-5)
EPAの化学物質情報
Propyl chloroformate (109-61-5)

化学的性質

化学的特性Propyl Chloroformate (PCF) is a colorless to yellow liquid, with a pungent odor. It reacts with water and spontaneous decomposes. It is miscible with benzene and ether.

· 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 件

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.
DOT ID and Guide2740 155
Reactive GroupAcyl Halides, Sulfonyl Halides, and Chloroformates
EC ClassificationSymbol: T; R: 10-23-34; S: (1/2)-26-36-45
UN ClassificationUN Hazard Class: 6.1; UN Subsidiary Risks: 3 and 8; UN Pack Group: I
Reactivity AlertsHighly Flammable
Reactivity Profile · 1 件

Unstable, decomposes spontaneously to form hydrochloric acid and other products. Avoid moist air. [EPA, 1998]. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].

安全と保護具

Fire Fighting · 2 件

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 件

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 件

· 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 件

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 件

· 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].

Fire Fighting Procedures · 1 件

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Apply water from as far a distance as possible. Use "alcohol" foam, carbon dioxide or dry chemical. Keep run-off water out of sewers and water sources.

Storage ConditionsOWING TO THE FACT THAT THESE COMPOUNDS DECOMP EASILY, STORAGE CONTAINERS SHOULD BE VENTED. /CHLOROFORMATES/
Nonfire Spill ResponseExcerpt from ERG Guide 155 [Substances - Toxic and/or Corrosive (Flammable / Water-Sensitive)]:
Spillage Disposal · 1 件

Evacuate danger area! Consult an expert! Personal protection: chemical protection suit including self-contained breathing apparatus. Do NOT let this chemical enter the environment. Collect leaking and spilled liquid in sealable dry plastic containers as far as possible. Absorb remaining liquid in dry sand or inert absorbent. Then store and dispose of according to local regulations.

Preventive Measures · 1 件

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

Isolation and Evacuation · 4 件

Excerpt from ERG Guide 155 [Substances - Toxic and/or Corrosive (Flammable / Water-Sensitive)]:

Immediate precautionary measure

Small spill:

Small spill:

毒性情報

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 件

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

法規制情報

CERCLA Reportable Quantities · 1 件

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 件

Propyl chloroformate

1.00

10,000

Flammable chemical that can be released at a facility.

安全データ

wgk
1
tsca
TSCA listed
rtecs
LQ6830000
ridadr
UN 2740
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.
hs_code
29151300
risk_code
10-23-34-22-11
化審法
(2)-1704
消防法
危-4-2-III
hazard_code
T,F
safety_code
26-36-45-16
hazard_class
6.1
packing_group
I
毒劇物取締法
劇物
有毒物質データの
109-61-5(Hazardous Substances Data)
· 2 件

製造方法Synthesis of Propyl chloroformate: Add n-propanol to the phosgene-passing kettle, start stirring, and then pass phosgene through the phosgene flowmeter. The phosgene-passing temperature is about 30 °C, and continue to pass the phosgene for several hours. When the end point is approached, sample and analyze, and stop when the standard is reached. Pass phosgene, cool, and then pass nitrogen to drive away phosgene and hydrogen chloride, destroy phosgene, and sample and analyze it as a product. Reaction equation: CH3CH2CH2OH+COCl2→ClCOOCH2CH2CH3

Prepared by the reaction of liquid anhydrous n-propyl alcohol with molar excess of dry, chlorine-free phosgene at low temperature.

上流・下流製品情報

上流原料

Flow Cell塩酸