Isopropyl chloroformate

Base Information

• Chemical Name: Isopropyl chloroformate
• CAS No.: 108-23-6
• Deprecated CAS: 94274-22-3
• Molecular Formula: C4H7ClO2
• Molecular Weight: 122.551
• Hs Code.: 29159000
• European Community (EC) Number: 203-563-2
• ICSC Number: 0287
• UN Number: 2407
• UNII: 8LG1G18VXR
• DSSTox Substance ID: DTXSID7026786
• Nikkaji Number: J34.720E
• Wikidata: Q1674529
• Mol file: 108-23-6.mol

Synonyms:Isopropyl chloroformate;108-23-6;propan-2-yl carbonochloridate;ISOPROPYL CHLOROCARBONATE;Carbonochloridic acid, 1-methylethyl ester;isopropyl carbonochloridate;Chloroformic acid isopropyl ester;Isopropyl chloromethanoate;Formic acid, chloro-, isopropyl ester;1-methylethyl chloroformate;UN2407;Carbonochloride acid, 1-methylethyl ester;2-propyl chloroformate;HSDB 2848;Isopropylester kyseliny chlormravenci;EINECS 203-563-2;propan-2-yl chloroformate;UNII-8LG1G18VXR;BRN 0506416;8LG1G18VXR;AI3-26269;Isopropylester kyseliny chlormravenci [Czech];EC 203-563-2;Isopropyl Chloroformate, 30per cent in Toluene;iPrOCOCl;i-PrOCOCl;i-propylchloroformate;isopropylchlorformiat-;i-propyl chloroformate;iso-Propylchloroformate;isopropyl-chloro-formate;propan-2-ylchloroformate;isopropoxycarbonyl chloride;chloroformic acid isopropyl;Chloroformiate d'isopropyle;ISOPROPYLCHLOROFORMATE;1-methylethyl chlorocarbonate;SCHEMBL42014;chloroformic acid-isopropylester;ISO-PROPYL CHLOROFORMATE;1-Methylethyl carbonochloridiate;chloro(propan-2-yloxy)methanone;DTXSID7026786;AMY3776;chlorocarbonic acid isopropyl ester;MFCD00075068;NA2407;ISOPROPYL CHLOROFORMATE [HSDB];AKOS009152723;UN 2407;UN-2407;carbonochloridic acid propan-2-yl ester;LS-69675;FT-0657729;I0768;Isopropyl chloroformate [UN2407] [Poison];EN300-29642;Isopropyl chloroformate [UN2407] [Poison];D97724;A801826;(Isopropyl chlorocarbonate);Q1674529;F1905-7008;Isopropyl chloroformate (ca. 30% in toluene, ca. 2mol/L);Isopropyl chloroformate [Carbonochloridic acid, 1- methylethyl ester]

Chemical Property of Isopropyl chloroformate

Chemical Property:

• Appearance/Colour: clear colorless volatile liquid
• Vapor Pressure: 26.1mmHg at 25°C
• Melting Point: -81oC
• Refractive Index: n20/D 1.485(lit.)
• Boiling Point: 108.3 °C at 760 mmHg
• Flash Point: 25 °C
• PSA: 26.30000
• Density: 1.116 g/cm³
• LogP: 1.77020
• Storage Temp.: 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 122.0134572
• Heavy Atom Count: 7
• Complexity: 70.1
• Transport DOT Label: Poison Inhalation Hazard Flammable Liquid Corrosive

Purity/Quality:

98.5% ^*data from raw suppliers

IsopropylChloroformate,30%inToluene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,C
• Hazard Codes: F,C,T+
• Statements: 11-34-48/20-63-65-67-43-26
• Safety Statements: 26-36/37/39-45-62-28-16

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Acid Halides
• Canonical SMILES: CC(C)OC(=O)Cl
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: Lachrymation. The substance is corrosive to the eyes, skin and respiratory tract. Corrosive on ingestion. Inhalation of the vapour may cause lung oedema. The effects may be delayed. Medical observation is indicated.
• Uses: Chemical intermediate for free-radical polymerization initiators, organic synthesis. Isopropyl chloroform was used in the preparation of isopropyl cyclohexane via alkylation of cyclohexene. It was also used in the preparation of 10-isopropyloctadecanoic acid via reaction with oleic acid in the presence of ethylaluminum sesquichloride

Technology Process of Isopropyl chloroformate

There total 5 articles about Isopropyl chloroformate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 55.0%

phosgene (75-44-5) + isopropyl alcohol (67-63-0,8013-70-5) → isopropyl chloroformate (108-23-6)

Guidance literature:

In neat (no solvent, gas phase); 150°C;

DOI:10.1021/ja01152a069

Reference yield:

isopropyl alcohol (67-63-0,8013-70-5) + trichloromethyl chloroformate (503-38-8) → hydrogenchloride (7647-01-0,15364-23-5) + phosgene (75-44-5) + isopropyl chloroformate (108-23-6)

Guidance literature:

Reference yield:

bis(trichloromethyl) carbonate (32315-10-9) + isopropyl alcohol (67-63-0,8013-70-5) → isopropyl chloroformate (108-23-6)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 0.5h;

upstream raw materials:

phosgene

isopropyl alcohol

trichloromethyl chloroformate

bis(trichloromethyl) carbonate

Downstream raw materials:

isopropyl pyridin-3-ylcarbamate

isopropyl pyridin-2-ylcarbamate

furfuryl-carbamic acid isopropyl ester

isopropyl N-(α-naphthyl)-carbamate

Refernces

• 1、 Lewis,Herndon. "-". . p. 1955. Retrieved 1961.
• 2、 Saunders et al.. "-". . p. 3796. Retrieved 1951.
• 3、 -. "NOVEL VINBLASTINE DERIVATIVES, THEIR PREPARATION, USE AND PHARMACEUTICAL COMPOSITIONS COMPRISING THE SAID DERIVATIVES". Page/Page column 38-39. . Retrieved 2009/12/05.