5-Chloro-2-methoxybenzoic acid

Base Information

• Chemical Name: 5-Chloro-2-methoxybenzoic acid
• CAS No.: 3438-16-2
• Molecular Formula: C8H7ClO3
• Molecular Weight: 186.595
• Hs Code.: 2918.90
• European Community (EC) Number: 222-343-7
• DSSTox Substance ID: DTXSID80187949
• Nikkaji Number: J216.117F
• Wikidata: Q69758914
• Mol file: 3438-16-2.mol

Synonyms:5-Chloro-2-methoxybenzoic acid;3438-16-2;5-Chloro-o-anisic acid;5-Chloro-2-methoxy-benzoic acid;Benzoic acid, 5-chloro-2-methoxy-;5-Chloro-2-methoxybenzoicacid;MFCD00017546;2-Methoxy-5-chlorobenzoic Acid;EINECS 222-343-7;5-Chloro-2-methoxy-benzoicAcid-13C,d3;5-CHLORO-2-ANISIC ACID;o-Anisic acid, 5-chloro-;5-chloro-2-methoxy-benzoate;5-Chloro-methoxybenzoic acid;SCHEMBL48961;DTXSID80187949;5-chloro-2-(methyloxy)benzoic acid;CK2307;STL164312;AKOS000112227;5-Chloro-2-methoxybenzoic acid, 99%;CS-W016879;FS-3182;AC-23552;SY013488;AM20060318;BB 0244071;FT-0620326;EN300-20735;W-106739;F0211-0007;Z104480402;Tert-Butyl4-(4-iodophenyl)tetrahydro-1(2H)-pyrazinecarboxylate

Chemical Property of 5-Chloro-2-methoxybenzoic acid

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Vapor Pressure: 0.000276mmHg at 25°C
• Melting Point: 98-100 °C(lit.)
• Refractive Index: 1,544-1546
• Boiling Point: 309.4 °C at 760 mmHg
• PKA: 3.72±0.10(Predicted)
• Flash Point: 140.9 °C
• PSA: 46.53000
• Density: 1.352 g/cm³
• LogP: 2.04680
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform, Methanol
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 186.0083718
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

≥99.0% ^*data from raw suppliers

5-Chloro-2-methoxybenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)Cl)C(=O)O
• Uses: 5-Chloro-2-methoxybenzoic acid has been used in the synthesis of 5-chloro-2-methoxybenzoates of La(III), Ga(III) and Lu(III).

Technology Process of 5-Chloro-2-methoxybenzoic acid

There total 22 articles about 5-Chloro-2-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: 86.0%

4-chloromethoxybenzene (623-12-1) + carbon dioxide (124-38-9,18923-20-1) → 5-chloro-2-methoxybenzoic acid (3438-16-2)

Guidance literature:

4-chloromethoxybenzene; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; triisobutylaluminum; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 3h;

carbon dioxide; With [CuCl(IPr^Me)]; potassium tert-butylate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 3h; under 760.051 Torr;

With hydrogenchloride; In tetrahydrofuran; hexane; water; regioselective reaction;

DOI:10.1002/asia.201403247

Reference yield: 83.0%

methyl 5-chloro-2-methoxybenzoate (33924-48-0) → 5-chloro-2-methoxybenzoic acid (3438-16-2)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃;

DOI:10.1016/j.bmc.2007.07.017

Reference yield:

5-chloro-2-hydroxybenzoic acid (321-14-2) + dimethyl sulfate (77-78-1) → 5-chloro-2-methoxybenzoic acid (3438-16-2)

Guidance literature:

With alkaline solution;

DOI:10.1021/jo01093a037

upstream raw materials:

n-butyllithium

diethyl ether

4-chloromethoxybenzene

methyllithium

Downstream raw materials:

5-chloro-2-methoxy-N-(1-azabicyclo<2.2.2>oct-3-yl)benzamide

5-chloro-N,2-dimethoxy-N-methylbenzamide

(2Z)-2-(3-butyl-5-methyl-1,3,4-thiadiazol-2(3H)-ylidene)-1-(5-chloro-2-methoxyphenyl)ethanone

ethyl 3-(5-chloro-2-methoxyphenyl)-3-oxopropanoate

Refernces

• 1、 Deng, Xiangping,Liu, Renbo,Li, Junjian,Li, Zhongli,Liu, Juan,Xiong, Runde,Lei, Xiaoyong,Zheng, Xing,Xie, Zhizhong,Tang, Guotao. "Design, synthesis, and preliminary biological evaluation of 3′,4′,5′-trimethoxy flavonoid salicylate derivatives as potential anti-tumor agents". . p. 1874 - 1884. Retrieved 2019/01/28.
• 2、 Deng, Xiangping,Wang, Zhe,Liu, Juan,Xiong, Shujuan,Xiong, Runde,Cao, Xuan,Chen, Yanming,Zheng, Xing,Tang, Guotao. "Design, synthesis and biological evaluation of flavonoid salicylate derivatives as potential anti-tumor agents". . p. 38171 - 38178. Retrieved 2017/08/16.