140-18-1 Usage
Description
Benzyl 2-chloroacetate, also known as benzyl chloroacetate, is an ester compound that is widely utilized in various chemical and pharmaceutical applications due to its unique chemical properties.
Uses
Used in Pharmaceutical Industry:
Benzyl 2-chloroacetate is used as a synthetic intermediate for the production of monoesters of phosphonoacetic acid, which are essential compounds in the development of pharmaceuticals.
Used in Biochemical Research:
Benzyl 2-chloroacetate serves as a key component in the synthesis of N-benzoyl-glycyl-hydroxyl acetic acid, an ester substrate for carboxypeptidase Y catalyzed peptide synthesis. This application is crucial for understanding enzyme mechanisms and developing new bioactive peptides.
Used in Organic Chemistry:
As a reagent, benzyl 2-chloroacetate is employed in the total syntheses of various natural products, including the (±)-di-O-methyl ethers of the norlignans sequirin-A, agatharesinol, and hinokiresinol, as well as (±)-tri-O-methyl sequirin-E. These syntheses contribute to the development of novel compounds with potential applications in various industries, such as pharmaceuticals, agrochemicals, and materials science.
Safety Profile
Moderately toxic byintraperitoneal route. When heated todecomposition it emits toxic fumes of Cl- .
Check Digit Verification of cas no
The CAS Registry Mumber 140-18-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,4 and 0 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 140-18:
(5*1)+(4*4)+(3*0)+(2*1)+(1*8)=31
31 % 10 = 1
So 140-18-1 is a valid CAS Registry Number.
InChI:InChI=1/C9H9ClO2/c10-6-9(11)12-7-8-4-2-1-3-5-8/h1-5H,6-7H2
140-18-1Relevant articles and documents
Transesterification of α-substituted esters mediated by potassium carbonate
Jańczewski, Dominik,Synoradzki, Ludwik,W?ostowski, Marek
, p. 420 - 422 (2003)
α-Substituted esters were efficiently and easily transesterificated at room temperature in the presence of potassium carbonate. α-Halo esters can be transesterificated without substitution of the halogen atom.
FeCl2-mediated Nucleophilic Chlorination of Iodoalkanes Accelerated by Phenanthroline Ligand
Hwang, Joon Young,Shin, Jung Ha,Seong, Eun Young,Kang, Eun Joo
, p. 695 - 698 (2018/04/17)
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Dihaloiodoarenes: α,α-dihalogenation of phenylacetate derivatives
Tao, Jason,Tran, Richard,Murphy, Graham K.
supporting information, p. 16312 - 16315 (2013/12/04)
A hypervalent iodine reagent-based α-carbonyl dihalogenation reaction is reported. Treating diazoacetate derivatives with either iodobenzene dichloride or iodotoluene difluoride results in gem-dichlorination or gem-difluorination products, respectively. The reaction is catalyzed by either Lewis acid or Lewis base activation of the aryl-λ3-iodane (ArIX2) species and proceeds rapidly and chemoselectively to the desired gem-difunctionalized products in good to excellent yield.
