140-18-1

Usage

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- .

InChI:InChI=1/C9H9ClO2/c10-6-9(11)12-7-8-4-2-1-3-5-8/h1-5H,6-7H2

Upstream product

• 79-04-9 chloroacetyl chloride 
• 100-51-6 benzyl alcohol 
• 37003-25-1 monochloroacetaldehyde dibenzyl acetal 
• 64-19-7 acetic acid 
• 96-34-4 methyl chloroacetate 
• 79-11-8 chloroacetic acid 
• 100-46-9 benzylamine 
• 103-50-4 dibenzyl ether 
• 541-88-8 Chloroacetic anhydride 
• 7335-39-9 O-benzyl chloroacetamido hydroxamic acid 
• 5437-45-6 Benzyl bromoacetate 
• 81867-37-0 benzyl iodoacetate 
• 52267-51-3 benzyl diazoacetate 
• 104-15-4 toluene-4-sulfonic acid 

Downstream Products

• 53342-23-7 benzyl morpholino-acetate 
• 102004-64-8 benzyl 2-(azepan-1-yl)acetate 
• 30379-57-8 2-(dimethylamino)acetic acid benzyl ester 
• 53342-20-4 benzyl 2-(diethylamino)acetate 
• 30450-79-4 O-(N,N-Dimethylglycyl)glykolsaeure-benzylester 
• 30450-81-8 O-(N-Carbobenzyloxysarcosyl)glykolsaeure-benzylester 
• 30379-54-5 benzyloxyacetate de benzyle 
• 30450-80-7 N-Benzyloxycarbonyl-glycyl-glykolsaeure-benzylester 
• 30450-77-2 O-Monochloracetylglykolsaeure-benzylester 
• 82355-12-2 [Ethoxycarbonylmethyl-(toluene-4-sulfonyl)-amino]-acetic acid benzyl ester 
• 100499-89-6 aceclofenac benzyl ester 
• 136743-86-7 1-Benzyloxycarbonylmethyl-3-(2-chloro-phenyl)-5,7-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-quinazoline-6-carboxylic acid ethyl ester 
• 99248-22-3 benzyl (S)-3-tert-butoxycarbonylamino-4-oxo-2,3,4,5-tetrahydro-1,5-benzoxazepine-5-acetate 
• 140-11-4 Benzyl acetate 

Relevant academic research and scientific papers

Transesterification of α-substituted esters mediated by potassium carbonate

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.

(meth)acrylate compound

The invention relates to a (meth)acrylate compound as well as a preparation method and application thereof. The compound has the following structure shown in the specification, and the preparation method is simple. The compound has the advantages of low odor or no odor, low irritation or no irritation, low viscosity, high reactivity and moderate glass transition temperature of the obtained polymer, can participate in free radical polymerization, has favorable flexibility and adhesivity, and can be used in light-cured ink, paint and adhesives.

Synthesis of some acyclic quaternary ammonium compounds. Alkylation of secondary and tertiary amines in a two-phase system

A series of acyclic symmetrical and asymmetrical quaternary ammonium chlorides of the general formula R1R2R3N+AR4Cl- (R1 = Me, Bu; R2 = n-C12H25, PhCH2, C n H2n+1(OCH2CH2) m, n = 9 and 12, m = 1 and 2; R3 = n-C12H25, PhCH2, HOCH2CH2,-OOCCH2; R4 = n-C12H25, PhCH2; A = (CH2CH2O)1,2, CH2C(O)O) was synthesized by the alkylation of tertiary amines in a two-phase system containing water. A convenient method for the synthesis of the initial symmetrical and asymmetrical tertiary amines of the general formula MeNR1R2 (R1 = Me, Bu; R2 = n-C12H25, PhCH2, CnH2n+1(OCH2CH2) m, n = 9 and 12, m = 1 and 2) in an organic phase-aqueous phase heterogeneous system, which allows the use of aqueous solutions of alkali and amines, was developed. The improved method for the preparation of intermediate ethylene glycol and diethylene glycol monoethers is monoalkylation of glycols in dioxane using solid KOH in a two-phase system.

Dihaloiodoarenes: α,α-dihalogenation of phenylacetate derivatives

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.

Direct conversion of N -alkoxyamides to carboxylic esters through tandem nbs-mediated oxidative homocoupling and thermal denitrogenation

Treatment of N-alkoxyamides with NBS in toluene was found to conveniently afford the corresponding carboxylic esters, including those bearing a bulky or long-chain substituent, in satisfactory to excellent yields. This approach not only represents a convenient and economic approach to a direct transformation of an alkoxyamide moiety into the carboxylic ester functional group, via oxidative homocoupling and the subsequent thermal denitrogenation, but also facilitates the synthesis of sterically hindered carboxylic esters.

Solvent free, highly chemoselective N and O-acylation on silica and silica magnesium oxide: A recyclable solid surface

Silica or silica/magnesium oxide mixed surface mediates the N and O-acylation, benzoylation or sulfonylation of hosts of substrates under solvent free conditions at ambient temperature with high chemoselectivity.

Functionalized biodegradable triclosan monomers and oligomers for controlled release

This invention relates to the discovery of functionalized triclosan monomers and oligomers that, when incorporated into a substrate of, or applied as part of a coating to, medical devices and/or consumer products may extend the duration of antimicrobial properties to the medical devices and/or consumer products.

FUNCTIONALIZED BIODEGRADABLE TRICLOSAN MONOMERS AND OLIGOMERS FOR CONTROLLED RELEASE

This invention relates to the discovery of functionalized triclosan monomers and oligomers that, when incorporated into a substrate of, or applied as part of a coating to, medical devices and/or consumer products may extend the duration of antimicrobial properties to the medical devices and/or consumer products.

Transformation of primary benzyl amines to benzyl esters

Primary benzyl amines, upon treatment with aq. NaNO2 and appropriate organic acids at 0-5°C, give their respective benzyl esters. Copyright Taylor & Francis, Inc.

Process for the preparation of carboxylic acid benzyl ester

Carbons?urebenzylester k?nnen durch Umsetzung von Dibenzylether mit Carbons?ureanhydriden in Gegenwart einer oder mehrerer, bevorzugt einer S?ure, gegebenenfalls aufgebracht auf einem oder mehreren, bevorzugt einem, Tr?ger, als Katalysator hergestellt werden.