Methyl 3-chloro-4-hydroxybenzoate

Base Information

• Chemical Name: Methyl 3-chloro-4-hydroxybenzoate
• CAS No.: 3964-57-6
• Molecular Formula: C8H7ClO3
• Molecular Weight: 186.595
• Hs Code.: 2918290000
• European Community (EC) Number: 223-573-0
• NSC Number: 210795
• UNII: X596AV9FDN
• DSSTox Substance ID: DTXSID90192746
• Nikkaji Number: J195.946H
• Wikidata: Q72489219
• Mol file: 3964-57-6.mol

Synonyms:Methyl 3-chloro-4-hydroxybenzoate;3964-57-6;Benzoic acid, 3-chloro-4-hydroxy-, methyl ester;3-Chloro-4-hydroxybenzoic acid methyl ester;MFCD00016418;Methyl 3-chloro-4-hydroxy benzoate;EINECS 223-573-0;NSC-210795;3-chloro-4-hydroxy benzoic acid methyl ester;METHYL3-CHLORO-4-HYDROXYBENZOATE;methyl 3-chloro-4-hydroxy-benzoate;NSC210795;X596AV9FDN;SCHEMBL198849;DTXSID90192746;methyl 3-chloro-4 hydroxybenzoate;Methyl 4-hydroxy-3-chlorobenzoate;Methyl-4-hydroxy-3-chlorobenzoate;BCP24575;CL8550;AKOS007930285;AC-7175;CS-W007871;NSC 210795;AM808224;SY004575;FT-0615407;3-Chloro-4-hydroxy-benzoic acid methyl ester;EN300-15508;3-chloro-4-(hydroxy)benzoic acid methyl ester;Z25120254

Chemical Property of Methyl 3-chloro-4-hydroxybenzoate

Chemical Property:

• Vapor Pressure: 0.00168mmHg at 25°C
• Melting Point: 108-110 °C
• Refractive Index: 1.564
• Boiling Point: 284.9 °C at 760 mmHg
• PKA: 6.89±0.18(Predicted)
• Flash Point: 126.1 °C
• PSA: 46.53000
• Density: 1.354 g/cm³
• LogP: 1.83220
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• 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:

Methyl3-Chloro-4-hydroxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: 22-24/25

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=CC(=C(C=C1)O)Cl
• Uses: Methyl 3-Chloro-4-hydroxybenzoate is a reagent in the preparation of alkylidene hydrazides as human glucagon receptor antagonists for the treatment of hyperglycemia and diabetes.

Technology Process of Methyl 3-chloro-4-hydroxybenzoate

There total 6 articles about Methyl 3-chloro-4-hydroxybenzoate 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 4-hydroxylbenzoate (99-76-3,156291-94-0) → methyl 4-hydroxy-3-chlorobenzoate (3964-57-6)

Guidance literature:

With hydrogenchloride; dihydrogen peroxide; acetic acid; In Petroleum ether; for 48h; regioselective reaction; Reflux;

DOI:10.1055/s-0030-1260792

Reference yield: 93.0%

methanol (67-56-1) + 3-chloro-4-hydroxybenzoic acid (3964-58-7) → methyl 4-hydroxy-3-chlorobenzoate (3964-57-6)

Guidance literature:

With sulfuric acid; for 5h; Heating;

DOI:10.1021/jm00393a033

Reference yield: 87.0%

3-chloro-4-hydroxybenzoic acid (3964-58-7) → methyl 4-hydroxy-3-chlorobenzoate (3964-57-6)

Guidance literature:

upstream raw materials:

methanol

3-chloro-4-hydroxybenzoic acid

methyl 4-hydroxylbenzoate

diazomethyl-trimethyl-silane

Downstream raw materials:

methyl 3-chloro-4-(β-methoxyethoxymethyl)oxybenzoate

methyl 3-chloro-4-[2-[5-chloro-1-(diphenylmethyl)-2-methyl-1H-indol-3-yl]ethoxy]benzoate

3-chloro-4-hydroxy-benzoyl azide

acetic acid 4-azidocarbonyl-2-chloro-phenyl ester

Refernces

• 1、 Knaus, Tanja,Tseliou, Vasilis,Humphreys, Luke D.,Scrutton, Nigel S.,Mutti, Francesco G.. "A biocatalytic method for the chemoselective aerobic oxidation of aldehydes to carboxylic acids". supporting information. p. 3931 - 3943. Retrieved 2018/09/11.
• 2、 Zhang, Lei,Sonaglia, Lorenzo,Stacey, Jason,Lautens, Mark. "Multicomponent multicatalyst reactions (MC)2R: One-pot synthesis of 3,4-dihydroquinolinones". supporting information. p. 2128 - 2131. Retrieved 2013/06/05.