36854-57-6 Usage
Description
2-Phenylbutyryl chloride is an organic compound with the chemical formula C10H11ClO. It is a clear pale yellow to yellow liquid and is known for its applications in the synthesis of various organic compounds and as a chiral reagent in analytical chemistry.
Uses
Used in Organic Synthesis:
2-Phenylbutyryl chloride is used as a reagent in the synthesis of mild and neutral systems for selective reduction of organic functional groups. It is also utilized in the preparation of phenothiazine derivatives, which are known for their reversible inhibition of human butyrylcholinesterase.
Used in Chiral Analysis:
(R)-(-)-2-phenylbutyryl chloride may be employed as a chiral reagent for the determination of dopamine and dopamine-derived salsolinol and norsalsolinol in the human brain by the GC-MS method. Chiral (S)-(+)-2-phenylbutyryl chloride may be used as a derivatization reagent for the hydroxyl groups during the GC-MS assay for the enantiomers of 1,2-propanediol, 1,3-butanediol, 1,3-pentanediol, and their corresponding hydroxyacids in biological fluids.
Used in Pharmaceutical Industry:
The kinetic resolution of racemic 2-phenylbutyryl chloride by sterically hindered chiral secondary alcohols has been evaluated. This process is significant in the pharmaceutical industry for the production of enantiomerically pure compounds, which are essential for the development of effective drugs with minimal side effects.
Used in Chemical Research:
2-Phenylbutyryl chloride reacts with 4-methoxybenzoyl chloride catalyzed by PdBr(Ph)(PPh3)2 to yield 1-(4-methoxyphenyl)-2-phenyl-2-buten-1-one. This reaction is of interest in chemical research for the development of new synthetic pathways and the exploration of novel chemical compounds.
Check Digit Verification of cas no
The CAS Registry Mumber 36854-57-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,6,8,5 and 4 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 36854-57:
(7*3)+(6*6)+(5*8)+(4*5)+(3*4)+(2*5)+(1*7)=146
146 % 10 = 6
So 36854-57-6 is a valid CAS Registry Number.
InChI:InChI=1/C10H11ClO/c1-2-9(10(11)12)8-6-4-3-5-7-8/h3-7,9H,2H2,1H3/t9-/m0/s1
36854-57-6Relevant articles and documents
Guette,Horeau
, p. 3049,3052 (1965)
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.
, 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.
Visible-Light-Assisted Gold-Catalyzed Fluoroarylation of Allenoates
Feng, Chao,Tang, Hai-Jun,Zhang, Xinggui,Zhang, Yu-Feng
supporting information, p. 5242 - 5247 (2020/02/28)
A strategically novel synthetic method for the fluoroarylation of allenic ester was developed that enables the expedient construction of a host of β-fluoroalkyl-containing cinnamate derivatives. The reaction proceeds through visible-light-promoted gold redox catalysis, occurs smoothly under very mild reaction conditions, accommodates a large variety of functional groups, and more importantly allows the incorporation of fluorine and aryl groups with excellent regio- and stereoselectivity. The concomitant activation mode for both the allene motif and the hydrogen fluoride is key for the success of the reaction.
