3-BROMO-4-METHOXYBENZOIC ACID

Base Information

• Chemical Name: 3-BROMO-4-METHOXYBENZOIC ACID
• CAS No.: 99-58-1
• Molecular Formula: C8H7BrO3
• Molecular Weight: 231.046
• Hs Code.: 29189900
• European Community (EC) Number: 202-768-4
• UNII: F82QV9Q9FX
• DSSTox Substance ID: DTXSID00243930
• Nikkaji Number: J182.133D
• Wikidata: Q72446086
• Mol file: 99-58-1.mol

Synonyms:3-BromoAnisicacid (4CI);p-Anisic acid, 3-bromo- (6CI,7CI,8CI);3-Bromo-4-methoxybenzoicacid;3-Bromo-p-anisic acid;

Chemical Property of 3-BROMO-4-METHOXYBENZOIC ACID

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 9.02E-05mmHg at 25°C
• Melting Point: 220-222 °C(lit.)
• Boiling Point: 326 °C at 760 mmHg
• PKA: 4.08±0.10(Predicted)
• Flash Point: 151 °C
• PSA: 46.53000
• Density: 1.625 g/cm³
• LogP: 2.15590
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), methanol (Slightly)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 229.95786
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

98%Min ^*data from raw suppliers

3-Bromo-4-methoxybenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C(=O)O)Br
• Uses: 3-Bromo-4-methoxybenzoic acid is used as a reagent to prepare benzamide compounds that act as ABL1, ABL2, and BCR-ABL1 inhibitors for treating cancer and CNS disorders.

Technology Process of 3-BROMO-4-METHOXYBENZOIC ACID

There total 37 articles about 3-BROMO-4-METHOXYBENZOIC 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: 94.0%

4-methoxybenzoic acid (100-09-4) → 3-bromo-4-methoxybenzoic acid (99-58-1)

Guidance literature:

With N-Bromosuccinimide; iodine; In acetonitrile; for 12h; Darkness;

DOI:10.1016/j.tet.2017.10.073

Reference yield: 87.0%

3-bromo-4-methoxyacetophenone (35310-75-9) → 3-bromo-4-methoxybenzoic acid (99-58-1)

Guidance literature:

With Oxone; trifluoroacetic acid; In 1,4-dioxane; for 10h; Reflux; Green chemistry;

DOI:10.1055/s-0034-1381026

Reference yield: 87.0%

2-(3-bromo-4-methoxyphenyl)-2-oxoacetaldehyde → 3-bromo-4-methoxybenzoic acid (99-58-1)

Guidance literature:

With iodine; dimethyl sulfoxide; at 180 ℃; for 0.0833333h; Inert atmosphere; Microwave irradiation;

DOI:10.1039/c5ob01015b

upstream raw materials:

α-bromoethyl 3-bromo-4-methoxyphenyl ketone

2,4-dibromoanisole

2-bromo-4-methylanisole

3-bromo-4-methoxybenzamide

Downstream raw materials:

2-bromo-4-nitroanisole

2-Bromo-4,6-dinitroanisole

3-bromo-4-methoxy-5-nitro-benzoic acid

4-methoxybenzoic acid

Refernces

• 1、 Hirose, Yuuka,Yamazaki, Mirai,Nogata, Misa,Nakamura, Akira,Maegawa, Tomohiro. "Aromatic Halogenation Using N-Halosuccinimide and PhSSiMe3 or PhSSPh". . p. 7405 - 7410. Retrieved 2019/06/14.
• 2、 Mostafa, Mohamed A. B.,Calder, Ewen D. D.,Racys, Daugirdas T.,Sutherland, Andrew. "Intermolecular Aryl C?H Amination through Sequential Iron and Copper Catalysis". supporting information. p. 1044 - 1047. Retrieved 2017/02/05.