2-Methyl-3-phenylpropanoic acid

Base Information

• Chemical Name: 2-Methyl-3-phenylpropanoic acid
• CAS No.: 1009-67-2
• Molecular Formula: C10H12O2
• Molecular Weight: 164.204
• Hs Code.: 29163900
• European Community (EC) Number: 627-795-2
• NSC Number: 243716
• UNII: HF5Q3W2PVC
• Nikkaji Number: J402.992E
• Wikidata: Q105161223
• ChEMBL ID: CHEMBL1741113
• Mol file: 1009-67-2.mol

Synonyms:alpha-methylhydrocinnamate;alpha-methylhydrocinnamic acid

Chemical Property of 2-Methyl-3-phenylpropanoic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystalline powder
• Vapor Pressure: 0.00305mmHg at 25°C
• Melting Point: 39-41 °C(lit.)
• Refractive Index: 1.5155 (estimate)
• Boiling Point: 272.9 °C at 760 mmHg
• PKA: 4.69±0.10(Predicted)
• Flash Point: 170.2 °C
• PSA: 37.30000
• Density: 1.09 g/cm³
• LogP: 1.94980
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 148

Purity/Quality:

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

2-Methyl-3-phenylpropanoicAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(CC1=CC=CC=C1)C(=O)O
• Uses: α-Methylhydrocinnamic acid is suitable for use in the comparative study to investigate the γ-globin inducibility of short-chain fatty acid derivatives (SCFADs) in mice. 1 It may be used as a histone deacetylase (HDAC) inhibitor in the comparative study to investigate the EGFP-induction potency of a number of HDAC inhibitors. 2 It may be used in the study to investigate the selectivity of the sensor based on imprinted poly( o -phenylenediamine) (iPoPD). α-Methylhydrocinnamic acid is suitable for use in the comparative study to investigate the γ-globin inducibility of short-chain fatty acid derivatives (SCFADs) in mice. It may be used as a histone deacetylase (HDAC) inhibitor in the comparative study to investigate the EGFP-induction potency of a number of HDAC inhibitors. It may be used in the study to investigate the selectivity of the sensor based on imprinted poly(o-phenylenediamine) (iPoPD).

Technology Process of 2-Methyl-3-phenylpropanoic acid

There total 177 articles about 2-Methyl-3-phenylpropanoic 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: 100.0%

methyl 2-methyl-3-phenylpropionate (29393-16-6,38574-62-8,78964-60-0,29417-83-2) → 2-methyl-3-phenylpropanoic acid (1009-67-2)

Guidance literature:

With potassium hydroxide; In ethanol; water; at 0 ℃; for 8h;

DOI:10.1021/jo034253x

Reference yield: 99.0%

2-methyl-3-phenylacrylic acid (1895-97-2) → 2-methyl-3-phenylpropanoic acid (1009-67-2)

Guidance literature:

With potassium hydroxide; hydrogen; polystyrene-poly(ethylene glycol); palladium; In water; at 25 ℃; for 24h; under 760 Torr;

DOI:10.1021/ol047670k

Reference yield: 99.0%

α-methylcinnamic acid (1199-77-5) → 2-methyl-3-phenylpropanoic acid (1009-67-2)

Guidance literature:

α-methylcinnamic acid; With palladium diacetate; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In dichloromethane; at 25 ℃; for 12h; Schlenk technique; Inert atmosphere;

With hydrogenchloride; In water;

upstream raw materials:

methanol

methyl 2-benzyl-2-methyl-3-oxobutanoate

sodium methylate

α-methylcinnamic acid

Downstream raw materials:

2-benzylpropionaldehyde

2,3-dihydro-2-methyl-1H-inden-1-one

2-methyl-3-(4-nitrophenyl)propanoic acid

2-methyl-3-(2-nitro-phenyl)-propionic acid

Refernces

• 1、 Preston, Sheila A.,Cupertino, Domenico C.,Palma-Ramirez, Pilar,Cole-Hamilton, David J.. "Bifunctional Catalysts for Regioselective Hydrogenation and for Hydrogenation of Highly-substituted Alkenes". . p. 977 - 978. Retrieved 1986.
• 2、 Appelton, Trevor D.,Cullen, William R.,Evans, Sthephen,Kim, Tae-Jeong,Trotter, James. "RHODIUM(I) COMPLEXES OF FERROCENYLPHOSPHINES AS EFFICIENT ASYMMETRIC CATALYSTS. THE STRUCTURE OF Fe(η5-C5H3(P(CMe3)2-1,3)(η5-C5H3(CHMeNMe2)(P(CMe3)2-1,2)". . p. 5 - 22. Retrieved 1985.
• 3、 Kashiwagi,T. et al.. "-". . p. 3619 - 3629. Retrieved 1970.
• 4、 Chen, Caiyou,Wang, Heng,Zhang, Zhefan,Jin, Shicheng,Wen, Songwei,Ji, Jianjian,Chung, Lung Wa,Dong, Xiu-Qin,Zhang, Xumu. "Ferrocenyl chiral bisphosphorus ligands for highly enantioselective asymmetric hydrogenation via noncovalent ion pair interaction". . p. 6669 - 6673. Retrieved 2016.
• 5、 Huang, Zijun,Cheng, Yazhe,Chen, Xipeng,Wang, Hui-Fang,Du, Chen-Xia,Li, Yuehui. "Regioselectivity inversion tuned by iron(iii) salts in palladium-catalyzed carbonylations". . p. 3967 - 3970. Retrieved 2018.
• 6、 Fujisawa, Tamotsu,Sato, Toshio,Kawara, Tatsuo,Kawashima, Masatoshi. "A THREE CARBON HOMOLOGATION BY THE RING-OPENING OF β-PROPIOLACTONES WITH DIORGANOCUPRATES". . p. 2181 - 2184. Retrieved 1980.
• 7、 Lim, Minkyung,De Castro, Kathlia A.,Oh, Seungchan,Lee, Kangsuk,Chang, Young-Wook,Kim, Hokun,Rhee, Hakjune. "Pd nanoparticles dispersed on solid supports: Synthesis, characterization and catalytic activity on selective hydrogenation of olefins in aqueous media". . p. 1 - 8. Retrieved 2011.
• 8、 Nakao, Ryu,Rhee, Hakjune,Uozumi, Yasuhiro. "Hydrogenation and dehalogenation under aqueous conditions with an amphiphilic-polymer-supported nanopalladium catalyst". . p. 163 - 165. Retrieved 2005.
• 9、 Yu, Xin,Liu, Zheng,Xia, Zilei,Shen, Zhigao,Pan, Xixian,Zhang, Hui,Xie, Weiqing. "Oxidative rearrangement of malondialdehyde: Substrate scope and mechanistic insights". . p. 53397 - 53401. Retrieved 2014.
• 10、 Davies,Doisneau,Prodger,Sanganee. "Asymmetric aldol and alkylation reactions mediated by the 'quat' chiral auxiliary (R)-(-)-5-methyl-3,3-dimethyl-2-pyrrolidinone". . p. 2373 - 2376. Retrieved 1994.