3-Methylphenylacetic acid

Base Information

• Chemical Name: 3-Methylphenylacetic acid
• CAS No.: 621-36-3
• Molecular Formula: C9H10O2
• Molecular Weight: 150.177
• Hs Code.: 29163900
• European Community (EC) Number: 210-683-9
• NSC Number: 76090
• UNII: AF4FNN5J9F
• DSSTox Substance ID: DTXSID30211147
• Nikkaji Number: J134.781K
• Wikidata: Q27160204
• Metabolomics Workbench ID: 38084
• ChEMBL ID: CHEMBL136369
• Mol file: 621-36-3.mol

Synonyms:3-Methylphenylacetic acid;621-36-3;m-Tolylacetic acid;2-(m-Tolyl)acetic acid;2-(3-methylphenyl)acetic acid;3-tolylacetic acid;m-Methylphenylacetic acid;Benzeneacetic acid, 3-methyl-;M-tolylaceticacid;(3-Methylphenyl)acetic acid;3-Methylbenzeneacetic acid;MFCD00004340;2-m-tolylacetic acid;AF4FNN5J9F;EINECS 210-683-9;NSC-76090;2-(m-Tolyl)aceticacid;M-Tolylacetic acid (MTAA);3-Tolylacetate;m-tolyl acetic acid;m-Methylphenylacetate;m-Tolyl-acetic acid;2-(m-tolyl)acetate;2-m-tolyl acetic acid;(3-Methylphenyl)acetate;UNII-AF4FNN5J9F;m-Tolylacetic acid, 99%;META-TOLYLACETIC ACID;SCHEMBL504093;ghl.PD_Mitscher_leg0.1056;CHEMBL136369;CHEBI:88356;GJMPSRSMBJLKKB-UHFFFAOYSA-;DTXSID30211147;TRIETHANOLAMINEHYDROCHLORIDE;NSC76090;STR06561;NSC 76090;STL166136;AKOS000154311;HY-W053507;PS-5142;AC-17035;SY048780;CS-0046111;FT-0629020;T0880;EN300-62618;A833604;J-512919;Q27160204;F2191-0088

Chemical Property of 3-Methylphenylacetic acid

Chemical Property:

• Appearance/Colour: white to light beige powder.
• Vapor Pressure: 0.00245mmHg at 25°C
• Melting Point: 64-66 °C(lit.)
• Refractive Index: 1.5002 (estimate)
• Boiling Point: 275.5 °C at 760 mmHg
• PKA: 4.30±0.10(Predicted)
• Flash Point: 172.7 °C
• PSA: 37.30000
• Density: 1.127 g/cm³
• LogP: 1.62210
• Water Solubility.: Soluble in water.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 150.068079557
• Heavy Atom Count: 11
• Complexity: 143

Purity/Quality:

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

m-Tolylacetic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)CC(=O)O
• Uses: m-Tolylacetic acid is used as a reactant in the diastereoselective preparation of arylmethylene-isoindolinones.

Technology Process of 3-Methylphenylacetic acid

There total 38 articles about 3-Methylphenylacetic 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: 96.0%

3-methylbenzyl cyanide (2947-60-6) → m-methylphenylacetic acid (621-36-3)

Guidance literature:

With 1-butyl-3-methylimidazolium hydrogen sulfate; water; at 60 - 65 ℃; for 1.25h; Green chemistry;

DOI:10.1016/j.tetlet.2014.05.050

Reference yield: 93.0%

ethyl m-methylphenylacetate (40061-55-0) → m-methylphenylacetic acid (621-36-3)

Guidance literature:

With water; sodium hydroxide; In 1,4-dioxane; at 60 ℃; for 2h; pH=10 - 14;

Reference yield: 92.0%

3-Bromophenylacetic acid (1878-67-7) + dimethyl zinc(II) (544-97-8) → m-methylphenylacetic acid (621-36-3)

Guidance literature:

(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; for 1h; Heating;

DOI:10.1016/j.tetlet.2003.11.018

upstream raw materials:

3-methylbenzyl cyanide

diethyl ether

methylammonium carbonate

(3-methylbenzyl)magnesium bromide

Downstream raw materials:

methyl 3-methylphenylacetate

(Z)-3-(3-methylbenzylidene)isobenzofuran-1(3H)-one

2-(3-methylphenyl)ethanol

2-(3-methylphenyl)acetyl chloride

Refernces

• 1、 Corbin, Nathan,Lazouski, Nikifar,Manthiram, Karthish,Steinberg, Katherine,Yang, Deng-Tao. "Suppressing carboxylate nucleophilicity with inorganic salts enables selective electrocarboxylation without sacrificial anodes". . p. 12365 - 12376. Retrieved 2021/10/08.
• 2、 Wakuluk-Machado, Anne-Marie,Dewez, Damien F.,Baguia, Hajar,Imbratta, Miguel,Echeverria, Pierre-Georges,Evano, Gwilherm. "Pd(OH)2/C, a Practical and Efficient Catalyst for the Carboxylation of Benzylic Bromides with Carbon Monoxide". . p. 713 - 723. Retrieved 2020/02/04.