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90-27-7

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90-27-7 Usage

Description

2-Phenylbutyric acid, a monocarboxylic acid, is a human xenobiotic metabolite that is butyric acid substituted by a phenyl group at position 2. It is a white to yellowish crystalline substance with an aromatic odor and is found in all living organisms, ranging from bacteria to humans.

Uses

Used in Pharmaceutical Industry:
2-Phenylbutyric acid is used as an antihyperlipidemic drug for the treatment of high levels of lipids in the blood. It helps in reducing the risk of cardiovascular diseases by lowering cholesterol and triglyceride levels.

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 31, p. 2564, 1983 DOI: 10.1248/cpb.31.2564

Safety Profile

Poison by intravenous route. Moderately toxic by ingestion, intraperitoneal, and subcutaneous routes. A combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes.

Check Digit Verification of cas no

The CAS Registry Mumber 90-27-7 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 0 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 90-27:
(4*9)+(3*0)+(2*2)+(1*7)=47
47 % 10 = 7
So 90-27-7 is a valid CAS Registry Number.
InChI:InChI=1/C26H43NO6/c1-5-6-14(2)16-7-8-17-21-18(12-20(29)25(16,17)4)24(3)9-10-26(33,27-22(30)23(31)32)13-15(24)11-19(21)28/h14-21,28-29,33H,5-13H2,1-4H3,(H,27,30)(H,31,32)/t14-,15?,16-,17?,18?,19+,20+,21?,24+,25-,26-/m1/s1

90-27-7 Well-known Company Product Price

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  • Alfa Aesar

  • (B23222)  (±)-2-Phenylbutyric acid, 98%   

  • 90-27-7

  • 100g

  • 331.0CNY

  • Detail
  • Alfa Aesar

  • (B23222)  (±)-2-Phenylbutyric acid, 98%   

  • 90-27-7

  • 500g

  • 1222.0CNY

  • Detail

90-27-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-phenylbutyric acid

1.2 Other means of identification

Product number -
Other names Benzeneacetic acid, α-ethyl-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:90-27-7 SDS

90-27-7Relevant articles and documents

Park,Wright

, p. 3036 (1954)

Mechanistic Insights into Copper-Catalyzed Carboxylations

Obst, Marc F.,Gevorgyan, Ashot,Bayer, Annette,Hopmann, Kathrin H.

, p. 1545 - 1552 (2020)

The copper-NHC-catalyzed carboxylation of organoboranes with CO2 was investigated using computational and experimental methods. The DFT and DLPNO-CCSD(T) results indicate that nonbenzylic substrates are converted via an inner-sphere carboxylation of an organocopper intermediate, whereas benzylic substrates may simultaneously proceed along both inner-and outer-sphere CO2 insertion pathways. Interestingly, the computations predict that two conceptually different carboxylation mechanisms are possible for benzylic organoboranes, one being copper-catalyzed and one being mediated by the reaction additive CsF. Our experimental evaluation of the computed reactions confirms that carboxylation of nonbenzylic substrates requires copper catalysis, whereas benzylic substrates can be carboxylated with and without copper.

Harnessing Applied Potential: Selective β-Hydrocarboxylation of Substituted Olefins

Alkayal, Anas,Buckley, Benjamin R.,Malkov, Andrei V.,Montanaro, Stephanie,Tabas, Volodymyr,Wright, Iain A.

supporting information, (2020/02/13)

The construction of carboxylic acid compounds in a selective fashion from low value materials such as alkenes remains a long-standing challenge to synthetic chemists. In particular, β-addition to styrenes is underdeveloped. Herein we report a new electrosynthetic approach to the selective hydrocarboxylation of alkenes that overcomes the limitations of current transition metal and photochemical approaches. The reported method allows unprecedented direct access to carboxylic acids derived from β,β-trisubstituted alkenes, in a highly regioselective manner.

Isothiourea-Catalyzed Acylative Kinetic Resolution of Tertiary α-Hydroxy Esters

Greenhalgh, Mark D.,Laina-Martín, Víctor,Neyyappadath, Rifahath M.,Qu, Shen,Smith, Andrew D.,Smith, Samuel M.

supporting information, p. 16572 - 16578 (2020/09/09)

A highly enantioselective isothiourea-catalyzed acylative kinetic resolution (KR) of acyclic tertiary alcohols has been developed. Selectivity factors of up to 200 were achieved for the KR of tertiary alcohols bearing an adjacent ester substituent, with both reaction conversion and enantioselectivity found to be sensitive to the steric and electronic environment at the stereogenic tertiary carbinol centre. For more sterically congested alcohols, the use of a recently-developed isoselenourea catalyst was optimal, with equivalent enantioselectivity but higher conversion achieved in comparison to the isothiourea HyperBTM. Diastereomeric acylation transition state models are proposed to rationalize the origins of enantiodiscrimination in this process. This KR procedure was also translated to a continuous-flow process using a polymer-supported variant of the catalyst.

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