2-Chlorobenzyl chloroformate

Base Information

• Chemical Name: 2-Chlorobenzyl chloroformate
• CAS No.: 39545-31-8
• Molecular Formula: C8H6 Cl2 O2
• Molecular Weight: 205.04
• Hs Code.: 2915900090
• European Community (EC) Number: 627-610-5
• DSSTox Substance ID: DTXSID60399023
• Nikkaji Number: J1.813.655D
• Wikidata: Q82201330
• Mol file: 39545-31-8.mol

Synonyms:2-Chlorobenzyl chloroformate;39545-31-8;2-Chlorobenzyl carbonochloridate;(2-chlorophenyl)methyl carbonochloridate;2-Chlorobenzylcarbonochloridate;(2-chlorophenyl)methyl Chloroformate;SCHEMBL140814;DTXSID60399023;GCCKNHYFOVQZRG-UHFFFAOYSA-N;2-Chlorobenzyl chloroformate, 97%;?2-CHLOROBENZYL CHLOROFORMATE;AKOS015891074;Chloroformic acid 2-chlorobenzyl ester;AS-81326;3-FMOC-AMINO-CYCLOHEXANECARBOXYLICACID;FT-0639553;EN300-67233;E78153

Chemical Property of 2-Chlorobenzyl chloroformate

Chemical Property:

• Vapor Pressure: 1.36 psi ( 20 °C)
• Refractive Index: n20/D 1.536(lit.)
• Boiling Point: 50oC (100 torr)
• Flash Point: >230 °F
• PSA: 26.30000
• Density: 1.339 g/mL at 25oC(lit.)
• LogP: 3.21540
• Storage Temp.: 2-8°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 203.9744848
• Heavy Atom Count: 12
• Complexity: 161

Purity/Quality:

99% ^*data from raw suppliers

2-ChlorobenzylChloroformate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T,C
• Statements: 23/24/25-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)COC(=O)Cl)Cl
• Uses: 2-Chlorobenzyl Chloroformate can be used as BTK inhibitors to prevent and/or treat diseases associated with Bruton’s tyrosine kinase.

Technology Process of 2-Chlorobenzyl chloroformate

There total 5 articles about 2-Chlorobenzyl 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: 100.0%

O-(2-chlorobenzyl) S-methyl carbonothioate (500372-17-8) → 2-chlorobenzyl chloroformate (39545-31-8)

Guidance literature:

With sulfuryl dichloride; at 0 - 20 ℃; for 1h;

DOI:10.1016/S0040-4039(02)01834-8

Reference yield:

2-Chlorobenzyl alcohol (17849-38-6) → 2-chlorobenzyl chloroformate (39545-31-8)

Guidance literature:

Multi-step reaction with 3 steps

1: DBU / tetrahydrofuran / 1 h / 20 °C / 750.06 Torr

2: tetrahydrofuran / 16 h / 20 °C / 750.06 Torr

3: 100 percent / sulfuryl chloride / 1 h / 0 - 20 °C

With sulfuryl dichloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran;

DOI:10.1016/S0040-4039(02)01834-8

Reference yield:

thiocarbonic acid O-(2-chloro-benzyl) ester → 2-chlorobenzyl chloroformate (39545-31-8)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 16 h / 20 °C / 750.06 Torr

2: 100 percent / sulfuryl chloride / 1 h / 0 - 20 °C

With sulfuryl dichloride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(02)01834-8

upstream raw materials:

phosgene

2-Chlorobenzyl alcohol

O-(2-chlorobenzyl) S-methyl carbonothioate

Downstream raw materials:

(2'-{[(2-Chloro-benzyloxycarbonyl)-ethyl-amino]-methyl}-6-methoxy-4'-trifluoromethyl-biphenyl-3-yl)-acetic acid methyl ester

C₁ZS₆OH

2-chlorobenzyl{3-[2-(4-fluorophenoxy)ethyl]-2,4-dioxo-1,3-diazaspiro[4.5]dec-8-yl}carbamate

2-(2-chlorobenzyloxy)-4H-benzo[d][1,3]oxazin-4-one

Refernces

• 1、 Scott, Jill M.,Baccei, Christopher,Bain, Gretchen,Broadhead, Alex,Evans, Jilly F.,Fagan, Patrick,Hutchinson, John H.,King, Christopher,Lorrain, Daniel S.,Lee, Catherine,Prasit, Peppi,Prodanovich, Pat,Santini, Angelina,Santini, Brian A.. "Discovery and optimization of a biphenylacetic acid series of prostaglandin D2 receptor DP2 antagonists with efficacy in a murine model of allergic rhinitis". scheme or table. p. 6608 - 6612. Retrieved 2011/12/04.
• 2、 Mizuno, Takumi,Takahashi, Junko,Ogawa, Akiya. "Non-phosgene synthesis of benzyl chloroformate (CbzCl)". . p. 7765 - 7767. Retrieved 2007/10/03.