2-Isopropyl-2-phenylacetic acid

Base Information

• Chemical Name: 2-Isopropyl-2-phenylacetic acid
• CAS No.: 3508-94-9
• Molecular Formula: C11H14 O2
• Molecular Weight: 178.231
• Hs Code.: 2916399090
• European Community (EC) Number: 622-234-8
• NSC Number: 22982
• DSSTox Substance ID: DTXSID40928815
• Nikkaji Number: J57.346I,J77.608D
• Mol file: 3508-94-9.mol

Synonyms:3508-94-9;3-methyl-2-phenylbutanoic acid;2-ISOPROPYL-2-PHENYLACETIC ACID;alpha-Isopropylphenylacetic acid;3-Methyl-2-phenyl-butyric acid;3-Methyl-2-phenylbutyric acid;3-methyl-2-phenyl-butanoic acid;25329-47-9;Benzeneacetic acid, alpha-(1-methylethyl)-;NSC 22982;BRN 2045915;BUTYRIC ACID, 3-METHYL-2-PHENYL-;MFCD00021708;MFCD00167435;MFCD11505969;2-Phenylisovaleric acid;SCHEMBL66944;2-phenyl-3-methylbutyric acid;2-phenyl-3-methyl-butanoic acid;DTXSID40928815;NSC22982;NSC-22982;(2S)-3-Methyl-2-phenylbutyric acid;(|AS)-|A-Isopropylbenzeneacetic acid;AKOS009158545;SB32950;SB32951;AC-29624;AS-39413;LS-48117;SY025358;SY025441;SY038402;CS-0059235;FT-0622166;Benzeneacetic acid, .alpha.-(1-methylethyl)-;EN300-93753;Benzeneacetic acid, alpha-(1-methylethyl)- (9CI);Z982130186

Chemical Property of 2-Isopropyl-2-phenylacetic acid

Chemical Property:

• Vapor Pressure: 0.00163mmHg at 25°C
• Melting Point: 59-61°C
• Refractive Index: 1.5167 (estimate)
• Boiling Point: 282°Cat760mmHg
• PKA: 4.26±0.10(Predicted)
• Flash Point: 179.2°C
• PSA: 37.30000
• Density: 1.063g/cm³
• LogP: 2.51080
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 169

Purity/Quality:

99%, ^*data from raw suppliers

3-Methyl-2-phenylbutanoicAcid ^*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: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)C(C1=CC=CC=C1)C(=O)O
• Uses: alpha-Isopropylphenylacetic acid is an important raw material and intermediate used in organic synthesis, pharmaceuticals agrochemicals and dyestuff fields.

Technology Process of 2-Isopropyl-2-phenylacetic acid

There total 15 articles about 2-Isopropyl-2-phenylacetic 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: 97.0%

2-iodo-propane (75-30-9) + phenylacetic acid (103-82-2) → 3-methyl-2-phenylbutyric acid (3508-94-9)

Guidance literature:

phenylacetic acid; With n-butyllithium; In tetrahydrofuran; at 0 ℃; for 1.5h; Inert atmosphere;

2-iodo-propane; In tetrahydrofuran; for 0.25h; Inert atmosphere;

DOI:10.15227/orgsyn.094.0001

Reference yield: 69.0%

phenylacetic acid (103-82-2) + isopropyl bromide (75-26-3) → 3-methyl-2-phenylbutyric acid (3508-94-9)

Guidance literature:

phenylacetic acid; With lithium diisopropyl amide; In tetrahydrofuran; ethylbenzene; toluene; at 20 ℃; for 1h; Inert atmosphere;

isopropyl bromide; In tetrahydrofuran; ethylbenzene; toluene; at 20 ℃; Inert atmosphere;

With hydrogenchloride; In water;

Reference yield: 68.0%

3-methyl-2-phenyl-butyronitrile (5558-29-2) → 3-methyl-2-phenylbutyric acid (3508-94-9)

Guidance literature:

With sulfuric acid; for 15h; Heating;

upstream raw materials:

3-methyl-2-phenyl-butyronitrile

2-iodo-propane

diethyl 2-phenylmalonate

phenylacetic acid

Downstream raw materials:

N,N-Dimethyl-2-phenyl-3-methylbutyramid

2-phenyl-3-methylbutanol

(S)-2-phenyl-3-methylbutyric acid

3-Methyl-2-phenyl-butyric acid 2-(2-methyl-5-nitro-imidazol-1-yl)-ethyl ester

Refernces

• 1、 Wang, Kaikai,Li, Yajun,Li, Xiaoyan,Li, Daliang,Bao, Hongli. "Iron-Catalyzed Asymmetric Decarboxylative Azidation". supporting information. p. 8847 - 8851. Retrieved 2021/11/24.
• 2、 Staudaher, Nicholas D.,Lovelace, Joseph,Johnson, Michael P.,Louie, Janis. "Preparation of aryl alkyl ketenes". . p. 1 - 15. Retrieved 2017/06/02.