Benzylthiobromomethane

Base Information

• Chemical Name: Benzylthiobromomethane
• CAS No.: 15960-81-3
• Molecular Formula: C8H9 Br S
• Molecular Weight: 217.129
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID30398967
• Wikidata: Q82201243
• Mol file: 15960-81-3.mol

Synonyms:15960-81-3;benzylthiobromomethane;Bromomethylsulfanylmethylbenzene;BENZYL BROMOMETHYL SULFIDE;Benzene, [[(bromomethyl)thio]methyl]-;benzyl bromomethyl thioether;Bromomethyl Benzyl Sulfide;Benzyl(bromomethyl)sulfane;benzylmercaptomethyl bromide;bromomethylsulfanylmethyl-benzene;SCHEMBL4091327;DTXSID30398967;PSTOVESVKXDXQX-UHFFFAOYSA-N;{[(bromomethyl)sulfanyl]methyl}benzene

Chemical Property of Benzylthiobromomethane

Chemical Property:

• PSA: 25.30000
• LogP: 3.27220
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 215.96083
• Heavy Atom Count: 10
• Complexity: 79.3

Purity/Quality:

≥99% ^*data from raw suppliers

BromomethylBenzylSulfide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CSCBr
• Uses: Bromomethyl Benzyl Sulfide, can be used as an intermediate in the synthesis of pharmaceutical products including inhibitors and anticancer compounds. It is used in the preparation of potent, orally active, inhibitors of carboxypeptidase U (TAFIa).

Technology Process of Benzylthiobromomethane

There total 3 articles about Benzylthiobromomethane 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: 91.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + phenylmethanethiol (100-53-8) → benzyl bromomethyl thioether (15960-81-3)

Guidance literature:

With hydrogen bromide; acetic acid; at 20 ℃; for 0.166667h;

DOI:10.1039/c8ra04002h

Reference yield:

benzyl chloromethyl sulfide (3970-13-6) → benzyl bromomethyl thioether (15960-81-3)

Guidance literature:

With hydrogen bromide;

DOI:10.1021/jm00317a024

Reference yield:

→ benzyl bromomethyl thioether (15960-81-3)

Guidance literature:

entspr. Chlorid, HBr;

upstream raw materials:

benzyl chloromethyl sulfide

formaldehyd

phenylmethanethiol

Downstream raw materials:

2-[[(Phenylmethyl)thio]methyl]-4,4,4-trifluorobutyric acid

methyl 5-benzylthio-2-diazo-3-oxopentanoate

methyl 5-benzylthio-3-oxopentanoate

4-(3-benzylsulfanyl-2-carboxypropyl)piperidine-1-carboxylic acid tert-butyl ester

Refernces

• 1、 Reich, Hans J.,Jasperse, Craig P.,Renga, James M.. "Organoselenium Chemistry. Alkylation of Acid, Ester, Amide, and Ketone Enolates with Bromomethyl Benzyl Selenide and Sulfide: Preparation of Selenocysteine Derivatives". . p. 2981 - 2988. Retrieved 2007/10/02.