Isobutyl chloroformate

Base Information

• Chemical Name: Isobutyl chloroformate
• CAS No.: 543-27-1
• Molecular Formula: C5H9ClO2
• Molecular Weight: 136.578
• Hs Code.: 29159000
• European Community (EC) Number: 208-840-1
• ICSC Number: 1594
• NSC Number: 8429
• UN Number: 2742
• UNII: 6S785TC0OB
• DSSTox Substance ID: DTXSID8052194
• Nikkaji Number: J95.612K
• Wikidata: Q27265420
• Mol file: 543-27-1.mol

Synonyms:chloroformic acid isobutyl ester;isobutyl chloroformate

Chemical Property of Isobutyl chloroformate

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 0.33 mm Hg ( 20 °C)
• Melting Point: -80 °C
• Refractive Index: n20/D 1.407(lit.)
• Boiling Point: 130 °C at 760 mmHg
• Flash Point: 27.8 °C
• PSA: 26.30000
• Density: 1.081 g/cm³
• LogP: 2.01780
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: benzene: miscible
• Water Solubility.: Immiscible with water.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 136.0291072
• Heavy Atom Count: 8
• Complexity: 80.5
• Transport DOT Label: Poison Corrosive Flammable Liquid

Purity/Quality:

99.9% ^*data from raw suppliers

Isobutyl chloroformate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 10-22-23-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Acid Halides
• Canonical SMILES: CC(C)COC(=O)Cl
• Inhalation Risk: A harmful contamination of the air will be reached very quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: 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.
• Uses: Isobutyl chloroformate is used as a peptide reagent. It is also used in the preparation of phenethyl-carbamic acid isobutyl ester by reaction with phenethylamine. Peptide reagent.

Technology Process of Isobutyl chloroformate

There total 13 articles about Isobutyl 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: 70.0%

(R)-N5-[amino-(nitroimino)-methyl]-N2-(diphenylacetyl)ornithine (159013-58-8) + N-dimethyl-N'-[4-(aminomethyl) phenyl]urea → (R)-N5-[amino(nitroimino)methyl]-N-[[4-[[(dimethylamino)carbonyl]amino]phenyl]methyl]-N2-(diphenylacetyl)-ornithinamide (164645-67-4) + isobutyl chloroformate (543-27-1)

Guidance literature:

ammonia;

Reference yield: 64.0%

→ 4-hydroxyphenyl-4'-isobutoxycarbonylaminophenyl sulfide + isobutyl chloroformate (543-27-1)

Guidance literature:

Reference yield:

carbonic acid monoisobutyl ester (57272-07-8) → isobutyl chloroformate (543-27-1)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.chempr.2021.07.005

upstream raw materials:

phosgene

2-methyl-propan-1-ol

(R)-N₅-[amino-(nitroimino)-methyl]-N₂-(diphenylacetyl)ornithine

bis(trichloromethyl) carbonate

Downstream raw materials:

1-piperazino-carboxylic acid isobutyl ester

isobutyl N-phenethylcarbamate

N-(N-benzyloxycarbonyl-glycyl)-DL-phenylalanine methyl ester

benzyl N-[(1S)-2-[(2-amino-2-oxoethyl)amino]-1-(1H-indol-2-ylmethyl)-2-oxoethyl]carbamate

Refernces

• 1、 Chang, Sukbok,Jung, Hoimin,Kim, Dongwook,Lee, Jeonghyo,Lee, Jia,Park, Juhyeon. "Versatile Cp*Co(III)(LX) Catalyst System for Selective Intramolecular C-H Amidation Reactions". supporting information. p. 12324 - 12332. Retrieved 2020/08/06.
• 2、 Jana, Avijit,Saha, Biswajit,Ikbal, Mohammed,Ghosh, Sudip Kumar,Singh, N. D. Pradeep. "1-(Hydroxyacetyl)pyrene a new fluorescent phototrigger for cell imaging and caging of alcohols, phenol and adenosine". . p. 1558 - 1566. Retrieved 2013/02/26.