3-Bromo-4-formylbenzoic acid

Base Information

• Chemical Name: 3-Bromo-4-formylbenzoic acid
• CAS No.: 91760-66-6
• Molecular Formula: C8H5BrO3
• Molecular Weight: 229.03
• Hs Code.: 2918300090
• European Community (EC) Number: 855-382-9
• DSSTox Substance ID: DTXSID10471060
• Nikkaji Number: J1.747.027B
• Wikidata: Q82299460
• Mol file: 91760-66-6.mol

Synonyms:3-Bromo-4-formylbenzoic acid;91760-66-6;MFCD23135693;Benzoic acid, 3-bromo-4-formyl-;3-Bromo-4-formylbenzoicacid;SCHEMBL1174942;AMY6729;DTXSID10471060;GBKQIFMNYQGCEJ-UHFFFAOYSA-N;AC1747;AKOS016002778;CS-W006155;DS-3514;SY108753;3-Bromo-4-formylbenzoic acid, AldrichCPR;A860240

Chemical Property of 3-Bromo-4-formylbenzoic acid

Chemical Property:

• Melting Point: 239℃ (N,N-dimethylformamide hexane ethyl acetate )
• PSA: 54.37000
• LogP: 1.95980
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 227.94221
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

97% ^*data from raw suppliers

3-Bromo-4-formylbenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C(=O)O)Br)C=O

Technology Process of 3-Bromo-4-formylbenzoic acid

There total 7 articles about 3-Bromo-4-formylbenzoic 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: 62.0%

2-bromobenzene-1,4-dicarbaldehyde (90001-43-7) → 3-bromo-4-formyl-benzoic acid (91760-66-6)

Guidance literature:

With NAD; Geotrichum candidum aldehyde dehydrogenase; In aq. buffer; at 40 ℃; for 4h; pH=7.2; regioselective reaction; Green chemistry; Enzymatic reaction;

DOI:10.1016/j.tet.2020.131387

Reference yield:

3-bromo-4-methylbenzoic acid (7697-26-9) → 3-bromo-4-formyl-benzoic acid (91760-66-6)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 36 h / Reflux

2: silver nitrate; water / ethanol / 0.75 h / 50 °C

With N-Bromosuccinimide; water; silver nitrate; dibenzoyl peroxide; In tetrachloromethane; ethanol;

DOI:10.1002/cmdc.201200319

Reference yield:

methyl 3-bromo-4-(dibromomethyl)benzoate (1001200-40-3) → 3-bromo-4-formyl-benzoic acid (91760-66-6)

Guidance literature:

With water; sodium carbonate; In ethanol; at 90 ℃; for 72h;

DOI:10.1016/j.tet.2007.08.073

upstream raw materials:

3-Brom-terephthalaldehydamid

methyl 3-bromo-4-(dibromomethyl)benzoate

3-bromo-4-(bromomethyl)benzonitrile

3-bromo-4-formyl benzonitrile

Downstream raw materials:

3-bromo-4-formyl-benzoic acid methyl ester

2-Brom-4-hydroxymethyl-benzoesaeure

C₂₄H₂₇BrO₂