2-CHLORO-3-METHOXYBENZOIC ACID 97

Base Information

• Chemical Name: 2-CHLORO-3-METHOXYBENZOIC ACID 97
• CAS No.: 33234-36-5
• Molecular Formula: C8H7ClO3
• Molecular Weight: 186.595
• Hs Code.: 2918990090
• Mol file: 33234-36-5.mol

Synonyms:m-Anisicacid, 2-chloro- (8CI);2-Chloro-3-(methyloxy)benzoic acid;

Chemical Property of 2-CHLORO-3-METHOXYBENZOIC ACID 97

Chemical Property:

• Vapor Pressure: 0.00019mmHg at 25°C
• Melting Point: 161-165 °C
• Refractive Index: 1.562
• Boiling Point: 315 °C at 760 mmHg
• PKA: 2.84±0.25(Predicted)
• Flash Point: 144.3 °C
• PSA: 46.53000
• Density: 1.352 g/cm³
• LogP: 2.04680
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Chloro-3-methoxybenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of 2-CHLORO-3-METHOXYBENZOIC ACID 97

There total 15 articles about 2-CHLORO-3-METHOXYBENZOIC ACID 97 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: 78.0%

carbon dioxide (124-38-9,18923-20-1) + 2,3-dichloroanisole (1984-59-4) → 1-chloro-3-methoxy-benzene (2845-89-8) + 2-Chloroanisole (766-51-8) + 2-chloro-6-methoxybenzoic acid (3260-89-7) + 2-chloro-3-methoxybenzoic acid (33234-36-5)

Guidance literature:

With tetrabutylammomium bromide; In N,N-dimethyl-formamide; at 5 ℃; Yields of byproduct given; electrolysis (I=0.4 A);

DOI:10.1016/S0040-4020(01)86724-7

Reference yield: 47.0%

3-Methoxybenzoic acid (586-38-9) → 2-chloro-3-methoxybenzoic acid (33234-36-5)

Guidance literature:

3-Methoxybenzoic acid; With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; at 0 ℃; for 2h;

With hexachloroethane; In tetrahydrofuran; at 0 - 65 ℃; for 2.5h;

With hydrogenchloride; at 20 ℃;

DOI:10.1021/ol050761c

Reference yield:

methyl 3-methoxybenzoate (5368-81-0) → 2-chloro-3-methoxybenzoic acid (33234-36-5)

Guidance literature:

Multi-step reaction with 4 steps

1: (nitration)

2: H₂ / Pd-C

3: (i) aq. HCl, NaNO₂, (ii) CuCl, aq. HCl

4: aq. NaOH

With sodium hydroxide; hydrogen; palladium on activated charcoal;

upstream raw materials:

2-chloro-1-methoxy-3-methylbenzene

2-chloro-3-methoxy benzaldehyde

2-amino-3-methoxybenzoic acid

carbon dioxide

Downstream raw materials:

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

2-chloro-3-methoxy benzaldehyde

2-anilino-3-methoxy-benzoic acid

3-methoxy-2-p-phenetidino-benzoic acid

Refernces

• 1、 Nguyen, Thi-Huu,Chau, Nguyet Trang Thanh,Castanet, Anne-Sophie,Nguyen, Kim Phi Phung,Mortier, Jacques. "Toward a better understanding on the mechanism of ortholithiation. Tuning of selectivities in the metalation of meta-anisic acid by an appropriate choice of base". . p. 2445 - 2448. Retrieved 2007/10/03.
• 2、 Heintz, Monique,Sock, Oumar,Saboureau, Christophe,Perichon, Jacques,Troupel, Michel. "Electrosynthesis of aryl-carboxylic acids from chlorobenzene derivatives and carbon dioxide". . p. 1631 - 1636. Retrieved 2007/10/02.