Methyl 5-bromo-2-isothiocyanatobenzoate

Base Information

• Chemical Name: Methyl 5-bromo-2-isothiocyanatobenzoate
• CAS No.: 131842-27-8
• Molecular Formula: C9H6BrNO2S
• Molecular Weight: 272.122
• DSSTox Substance ID: DTXSID20562736
• Mol file: 131842-27-8.mol

Synonyms:Methyl 5-bromo-2-isothiocyanatobenzoate;131842-27-8;Benzoic acid, 5-bromo-2-isothiocyanato-, methyl ester;SCHEMBL4743402;DTXSID20562736;EN300-8809294

Chemical Property of Methyl 5-bromo-2-isothiocyanatobenzoate

Chemical Property:

• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 270.93026
• Heavy Atom Count: 14
• Complexity: 266

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=CC(=C1)Br)N=C=S

Technology Process of Methyl 5-bromo-2-isothiocyanatobenzoate

There total 3 articles about Methyl 5-bromo-2-isothiocyanatobenzoate 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%

thiophosgene (463-71-8) + 5-bromo-2-aminobenzoic acid methyl ester (52727-57-8) → 5-bromo-2-isothiocyanato-benzoic acid methyl ester (131842-27-8)

Guidance literature:

With triethylamine; In ethyl acetate; at 20 ℃; for 12h;

DOI:10.1021/jo0618066

Reference yield: 90.0%

di-2-pyridyl thionocarbonate (96989-50-3) + 5-bromo-2-aminobenzoic acid methyl ester (52727-57-8) → 5-bromo-2-isothiocyanato-benzoic acid methyl ester (131842-27-8)

Guidance literature:

In dichloromethane; at 20 ℃; for 24h;

DOI:10.1007/s00044-014-1311-7

Reference yield:

→ 5-bromo-2-isothiocyanato-benzoic acid methyl ester (131842-27-8)

Guidance literature:

upstream raw materials:

thiophosgene

5-bromo-2-aminobenzoic acid methyl ester

di-2-pyridyl thionocarbonate