3-Methylphenoxyacetic acid

Base Information

• Chemical Name: 3-Methylphenoxyacetic acid
• CAS No.: 1643-15-8
• Molecular Formula: C9H10 O3
• Molecular Weight: 166.177
• Hs Code.: 29189990
• European Community (EC) Number: 216-698-7
• NSC Number: 35913
• DSSTox Substance ID: DTXSID4075110
• Nikkaji Number: J195.278A
• Wikidata: Q82003140
• ChEMBL ID: CHEMBL3247406
• Mol file: 1643-15-8.mol

Synonyms:1643-15-8;3-Methylphenoxyacetic acid;2-(3-methylphenoxy)acetic acid;(3-Methylphenoxy)acetic acid;2-(m-Tolyloxy)acetic acid;m-Methylphenoxyacetic acid;Acetic acid, (3-methylphenoxy)-;2-(3-methylphenoxy)-Acetic acid;Acetic acid, (m-tolyloxy)-;m-Tolyloxy-acetic acid;EINECS 216-698-7;NSC 35913;BRN 2047572;4-06-00-02051 (Beilstein Handbook Reference);m-CRESOXYACETIC ACID;m-Toloxyacetic acid;Acetic acid, 2-(3-methylphenoxy)-;3-tolyloxyacetic acid;2-(m-Tolyloxy)aceticacid;3-methylphenoxy acetic acid;SCHEMBL654293;3-METHYLPHENOXYACETICACID;CHEMBL3247406;DTXSID4075110;NSC35913;BBL007979;MFCD00014358;NSC-35913;STK411995;AKOS000283440;CS-W017867;BS-11772;BB 0217917;FT-0604990;EN300-00017;F16054;Z56899056;F1625-0074

Chemical Property of 3-Methylphenoxyacetic acid

Chemical Property:

• Appearance/Colour: Slightly beige crystalline powder
• Vapor Pressure: 0.000512mmHg at 25°C
• Melting Point: 102-103 °C
• Boiling Point: 300°Cat760mmHg
• PKA: pK1:3.203 (25°C)
• Flash Point: 121.4°C
• PSA: 46.53000
• Density: 1.179g/cm³
• LogP: 1.45840
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in water. 4810 mg/L at 25°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 156

Purity/Quality:

99% ^*data from raw suppliers

2-(3-Methylphenoxy)aceticAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)OCC(=O)O

Technology Process of 3-Methylphenoxyacetic acid

There total 18 articles about 3-Methylphenoxyacetic 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: 91.0%

3-methyl-phenol (108-39-4) + chloroacetic acid (79-11-8) → 2-(m-tolyloxy)acetic acid (1643-15-8)

Guidance literature:

With potassium hydroxide; In ethanol; water; for 4h; Heating;

Reference yield: 90.0%

ethyl 3-methylphenoxyacetate (66047-01-6) → 2-(m-tolyloxy)acetic acid (1643-15-8)

Guidance literature:

ethyl 3-methylphenoxyacetate; With sodium hydroxide; In tetrahydrofuran; for 2h; Reflux;

With hydrogenchloride; In water; pH=1;

DOI:10.1021/jm400221d

Reference yield: 90.0%

→ 2-(m-tolyloxy)acetic acid (1643-15-8)

Guidance literature:

upstream raw materials:

n-propyl chloracetate

sodium 3-methylphenoxide

3-methyl-phenol

chloroacetic acid

Downstream raw materials:

3-m-tolyloxy-coumarin

m-tolyloxy-acetic acid m-tolyl ester

m-tolyloxy-acetic acid anilide

carbon dioxide

Refernces

• 1、 De Souza, Mariana L.,De Oliveira Rezende Junior, Celso,Ferreira, Rafaela S.,Espinoza Chávez, Rocio Marisol,Ferreira, Leonardo L. G.,Slafer, Brian W.,Magalh?es, Luma G.,Krogh, Renata,Oliva, Glaucius,Cruz, Fabio Cardoso,Dias, Luiz Carlos,Andricopulo, Adriano D.. "Discovery of Potent, Reversible, and Competitive Cruzain Inhibitors with Trypanocidal Activity: A Structure-Based Drug Design Approach". . p. 1028 - 1041. Retrieved 2019/12/27.
• 2、 Wang, Zexu,Wu, Xiaofan,Li, Zhining,Huang, Zedu,Chen, Fener. "Ketoreductase catalyzed stereoselective bioreduction of α-nitro ketones". . p. 3575 - 3580. Retrieved 2019/04/14.