2,2-Dimethyl-3-phenylpropanoic acid

Base Information

• Chemical Name: 2,2-Dimethyl-3-phenylpropanoic acid
• CAS No.: 5669-14-7
• Molecular Formula: C11H14O2
• Molecular Weight: 178.231
• European Community (EC) Number: 869-285-4
• DSSTox Substance ID: DTXSID90205249
• Nikkaji Number: J59.902F
• Wikidata: Q83078759
• Mol file: 5669-14-7.mol

Synonyms:2,2-dimethyl-3-phenylpropanoic acid;5669-14-7;Benzyldimethylacetic acid;alpha,alpha-Dimethylhydrocinnamic acid;Benzenepropanoic acid, alpha,alpha-dimethyl-;2,2-Dimethyl-3-phenylpropionic acid;MFCD01722147;BRN 1943807;alpha,alpha-Dimethylbenzenepropanoic acid;HYDROCINNAMIC ACID, alpha,alpha-DIMETHYL-;2,2-dimethyl-3-phenylpropanoicacid;SCHEMBL517462;DTXSID90205249;AKOS010876124;AB92701;CCG-357597;CS-W001040;DS-1834;AM807268;LS-77176;SY045932;.beta.,.beta.-dimethylbenzenepropionic acid;FT-0730127;EN300-80388;F14643;AQ-917/42754496;Benzenepropanoic acid, alpha,alpha-dimethyl- (9CI);F2147-6114;Z995179618

Chemical Property of 2,2-Dimethyl-3-phenylpropanoic acid

Chemical Property:

• Vapor Pressure: 0.0011mmHg at 25°C
• Melting Point: 59-60 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 288.3°Cat760mmHg
• PKA: 4.73±0.11(Predicted)
• Flash Point: 185.4°C
• PSA: 37.30000
• Density: 1.07g/cm³
• LogP: 2.33990
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 179

Purity/Quality:

98%Min ^*data from raw suppliers

2,2-Dimethyl-3-phenylpropanoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,2-Dimethyl-3-phenylpropanoic acid

There total 35 articles about 2,2-Dimethyl-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 2,2-dimethyl-3-phenylpropionate (14248-22-7) → 2,2-dimethyl-3-phenylpropanoic acid (5669-14-7)

Guidance literature:

With water; lithium hydroxide; In methanol; at 20 ℃; for 3h;

DOI:10.1016/j.bmc.2021.116215

Reference yield: 84.0%

benzyl bromide (100-39-0) + isobutyric Acid (79-31-2) → 2,2-dimethyl-3-phenylpropanoic acid (5669-14-7)

Guidance literature:

isobutyric Acid; With sodium hydride; diisopropylamine; In tetrahydrofuran; at 20 ℃; for 0.25h; Inert atmosphere; Reflux;

With n-butyllithium; In tetrahydrofuran; hexane; at 0 - 35 ℃; for 0.833333h; Inert atmosphere;

benzyl bromide; In tetrahydrofuran; hexane; at 0 - 35 ℃; for 1.5h; Inert atmosphere;

DOI:10.1039/c2cc33547f

Reference yield: 75.0%

carbon dioxide (124-38-9,18923-20-1) + (2-methyl-1-propenyl)-benzene (768-49-0) → 2,2-dimethyl-3-phenylpropanoic acid (5669-14-7)

Guidance literature:

With triethanolamine; tetraethylammonium iodide; In N,N-dimethyl-formamide; at 20 ℃; for 8h; under 760.051 Torr; regioselective reaction; Electrochemical reaction;

DOI:10.1021/jacs.9b13305

upstream raw materials:

2,2-dimethyl-3-phenylpropanamide

ethyl 2,2-dimethyl-3-phenylpropionate

2,2-dimethyl-3-phenylpropanenitrile

benzyl chloride

Downstream raw materials:

1-phenyl-2-methylpropane

(2-deuterio-2-methyl-propyl)-benzene

2-benzyl-2-methyl-succinic acid anhydride

Phentermin

Refernces

• 1、 Liu, Junyang,Johnson, Samuel A.. "Mechanism of 8-Aminoquinoline-Directed Ni-Catalyzed C(sp3)-H Functionalization: Paramagnetic Ni(II) Species and the Deleterious Effect of Carbonate as a Base". supporting information. p. 2970 - 2982. Retrieved 2021/06/28.
• 2、 -. "SUBSTITUTED, SATURATED AND UNSATURATED N-HETEROCYCLIC CARBOXAMIDES AND RELATED COMPOUNDS FOR THEIR USE IN THE TREATMENT OF MEDICAL DISORDERS". Paragraph 00485. . Retrieved 2021/04/01.