2-Bromo-3-methoxybenzoic acid

Base Information

• Chemical Name: 2-Bromo-3-methoxybenzoic acid
• CAS No.: 88377-29-1
• Molecular Formula: C8H7 Br O3
• Molecular Weight: 231.046
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID70237008
• Nikkaji Number: J1.514.684B
• Wikidata: Q83119092
• Mol file: 88377-29-1.mol

Synonyms:2-Bromo-3-methoxybenzoic acid;88377-29-1;Benzoic acid, 2-bromo-3-methoxy-;MFCD11848447;SCHEMBL1997846;2-Bromo-3 methoxy benzoic acid;DTXSID70237008;2-bromo-3-(methyloxy)benzoic acid;CL8024;AKOS016013596;CS-W005119;DS-2889;FS-3762;SY108472;2-Bromo-3-methoxybenzoic acid, AldrichCPR;FT-0737690;J-508229

Chemical Property of 2-Bromo-3-methoxybenzoic acid

Chemical Property:

• Vapor Pressure: 6.56E-05mmHg at 25°C
• Melting Point: 153-155 °C
• Boiling Point: 330.7°C at 760 mmHg
• PKA: 2.73±0.10(Predicted)
• Flash Point: 153.8°C
• PSA: 46.53000
• Density: 1.625g/cm³
• LogP: 2.15590
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.4
• 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:

99% ^*data from raw suppliers

2-Bromo-3-methoxybenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=C1Br)C(=O)O

Technology Process of 2-Bromo-3-methoxybenzoic acid

There total 10 articles about 2-Bromo-3-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: 95.0%

methyl 2-bromo-3-methoxybenzoate (59453-47-3) → 2-bromo-3-methoxybenzoic acid (88377-29-1)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃;

DOI:10.1021/acs.jmedchem.8b01483

Reference yield: 85.0%

2-amino-3-methoxybenzoic acid (3177-80-8) → 2-bromo-3-methoxybenzoic acid (88377-29-1)

Guidance literature:

2-amino-3-methoxybenzoic acid; With hydrogen bromide; sodium nitrite; In water; at -5 ℃; for 0.166667h;

With hydrogen bromide; copper(I) bromide; In water; at 20 ℃; for 4h; Heating;

DOI:10.1016/S0040-4020(01)00408-2

Reference yield: 75.0%

carbon dioxide (124-38-9,18923-20-1) + 1,2-dibromo-3-methoxybenzene (95970-22-2) → 2-bromo-6-methoxybenzoic acid (31786-45-5) + 2-bromo-3-methoxybenzoic acid (88377-29-1)

Guidance literature:

1,2-dibromo-3-methoxybenzene; With isopropylmagnesium chloride; In tetrahydrofuran; at -40 ℃; for 2h;

carbon dioxide; With hydrogenchloride; In tetrahydrofuran; for 1h; Further stages.;

DOI:10.1055/s-2006-947362

upstream raw materials:

2-amino-3-methoxybenzoic acid

2-bromo-3-methoxybenzaldehyde

3-Methoxybenzoic acid

carbon dioxide

Downstream raw materials:

2-bromo-3-methoxybenzoyl chloride

2-(2-ethoxy-2-oxoethyl)-3-methoxybenzoic acid

N-(2-methoxyphenyl)-3-methoxyanthranilic acid

Refernces

• 1、 Johnson, James A.,Xu, Ningning,Jeon, Yoon,Finlay, Heather J.,Kover, Alexander,Conder, Mary L.,Sun, Huabin,Li, Danshi,Levesque, Paul,Hsueh, Mei-Mann,Harper, Timothy W.,Wexler, Ruth R.,Lloyd, John. "Design, synthesis and evaluation of phenethylaminoheterocycles as K v1.5 inhibitors". . p. 3018 - 3022. Retrieved 2014/06/24.
• 2、 -. "TROPANE COMPOUNDS". Page/Page column 388-389. . Retrieved 2009/05/30.