5-Bromo-2-(methylsulfanyl)benzoic acid

Base Information

• Chemical Name: 5-Bromo-2-(methylsulfanyl)benzoic acid
• CAS No.: 62176-40-3
• Molecular Formula: C8H7BrO2S
• Molecular Weight: 247.112
• DSSTox Substance ID: DTXSID40404482
• Wikidata: Q82208708
• Mol file: 62176-40-3.mol

Synonyms:62176-40-3;5-BROMO-2-(METHYLSULFANYL)BENZOIC ACID;5-bromo-2-methylsulfanylbenzoic acid;5-Bromo-2-(methylthio)benzoic acid;Benzoic acid, 5-bromo-2-(methylthio)-;SCHEMBL11770114;DTXSID40404482;MFCD02729249;AKOS024113418;CS-0204708;EN300-4256072;Z1269196188

Chemical Property of 5-Bromo-2-(methylsulfanyl)benzoic acid

Chemical Property:

• PSA: 62.60000
• LogP: 2.86920
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 245.93501
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

5-Bromo-2-(methylsulfanyl)benzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC1=C(C=C(C=C1)Br)C(=O)O

Technology Process of 5-Bromo-2-(methylsulfanyl)benzoic acid

There total 4 articles about 5-Bromo-2-(methylsulfanyl)benzoic acid 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:

5-bromo-2-mercaptobenzoic acid (61954-80-1) + dimethyl sulfate (77-78-1) → 5-bromo-2-(methylthio)benzoic acid (62176-40-3)

Guidance literature:

With sodium hydroxide; In ethanol; for 2.5h; Heating;

DOI:10.1021/jm010982y

Reference yield:

bis(2-hydroxycarbonyl-4-bromophenyl) disulfide (100540-90-7) → 5-bromo-2-(methylthio)benzoic acid (62176-40-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide; sodium tetrahydroborate / water; ethanol / 3.5 h / 20 °C / Reflux

2: sodium hydroxide / water; ethanol / 2.5 h / Reflux

With sodium tetrahydroborate; sodium hydroxide; In ethanol; water;

DOI:10.1016/j.cclet.2020.02.040

Reference yield:

5-Bromo-2-aminobenzoic acid (5794-88-7) → 5-bromo-2-(methylthio)benzoic acid (62176-40-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaNO₂; NaOH; aq. HCl / 1 h / 0 - 5 °C

1.2: EtOC(S)SK / H₂O / 2 h / 20 - 80 °C

2.1: aq. NaOH / aq. ethanol / 2.5 h / Heating

With hydrogenchloride; sodium hydroxide; sodium nitrite; In ethanol;

DOI:10.1021/jm010982y

upstream raw materials:

5-bromo-2-mercaptobenzoic acid

dimethyl sulfate

5-Bromo-2-aminobenzoic acid

bis(2-hydroxycarbonyl-4-bromophenyl) disulfide

Downstream raw materials:

1-[5-bromo-2-(methylsulfinyl)phenyl]-2-(pyrrol-1-yl)ethanone

1-[5-bromo-2-(methylthio)phenyl]ethanone