Neopentyl chloroformate

Base Information

• Chemical Name: Neopentyl chloroformate
• CAS No.: 20412-38-8
• Molecular Formula: C6H11ClO2
• Molecular Weight: 150.605
• Hs Code.: 2915900090
• European Community (EC) Number: 627-640-9
• DSSTox Substance ID: DTXSID40391707
• Nikkaji Number: J93.620K
• Wikidata: Q65224447
• Mol file: 20412-38-8.mol

Synonyms:Neopentyl chloroformate;20412-38-8;2,2-Dimethylpropyl chloroformate;2,2-dimethylpropyl carbonochloridate;2,2-Dimethylpropylchloroformate;Carbonochloridic acid, 2,2-dimethylpropyl ester;2,2-Dimethylpropyl chlorocarbonate;Neopentylchloroformate;neopentyl chlorocarbonate;neopentyl carbonochloridate;Carbonochloridic acid,2,2-dimethylpropyl ester;Neopentyl chloroformate, 97%;SCHEMBL184188;DTXSID40391707;JUUBFHLPTCPVBO-UHFFFAOYSA-N;2,2-dimethylpropyl carbonchloridate;AKOS015912472;AS-80600;EN300-7261145;J-013294;Q65224447

Chemical Property of Neopentyl chloroformate

Chemical Property:

• Vapor Pressure: −0.65 psi ( 20 °C)
• Refractive Index: n20/D 1.410(lit.)
• Boiling Point: 151.6 °C at 760 mmHg
• Flash Point: 43.2 °C
• PSA: 26.30000
• Density: 1.056 g/cm³
• LogP: 2.40790
• Storage Temp.: 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 150.0447573
• Heavy Atom Count: 9
• Complexity: 104

Purity/Quality:

98%,99%, ^*data from raw suppliers

Neopentyl chloroformate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 10-23-34
• Safety Statements: 16-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)COC(=O)Cl
• Uses: Neopentyl chloroformate was used in the preparation of mixture of 11,12-dimethyltetradecanoic acid and 11-ethyl-12-methyltridecanoic acid.

Technology Process of Neopentyl chloroformate

There total 2 articles about Neopentyl 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: 80.0%

phosgene (75-44-5) + 2,2-dimethyl-propanol-1 (75-84-3) → neopentyl chloroformate (20412-38-8)

Guidance literature:

With pyridine; In diethyl ether; 1.) 1 h, 0 deg C, 2.) 8 h, 25 deg C;

DOI:10.1021/jo00181a005

Reference yield:

→ neopentyl chloroformate (20412-38-8)

Guidance literature:

tert.-Amylalkohol, COCl2;

Reference yield: 94.0%

(R)-2-(4-(3-aminopyrrolidin-1-yl)-7-methylquinazolin-2-yl)-3-fluorophenol (879275-63-5) + neopentyl chloroformate (20412-38-8) → neopentyl (R)-1-(2-(2-fluoro-6-hydroxyphenyl)-7-methylquinazolin-4-yl)pyrrolidin-3-ylcarbamate (937024-75-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at -60 - 20 ℃; Product distribution / selectivity;

upstream raw materials:

phosgene

2,2-dimethyl-propanol-1

Downstream raw materials:

bis-neopentyloxycarbonyl peroxide

((1S,2R)-1-Benzyl-3-{benzyl-[(2R,3S)-3-(2,2-dimethyl-propoxycarbonylamino)-2-hydroxy-4-phenyl-butyl]-amino}-2-hydroxy-propyl)-carbamic acid 2,2-dimethyl-propyl ester

Refernces

• 1、 Hoffmann, H.M.R.,Iranshahi, Lotfollah. "Synthesis an CuCN-Promoted Cyanation of Iodoformic Esters". . p. 1174 - 1176. Retrieved 2007/10/02.