7476-91-7

Basic information

• Product Name: CHLORO-ACETIC ACID PHENETHYL ESTER
• Synonyms: CHLORO-ACETIC ACID PHENETHYL ESTER;2-phenylethyl chloroacetate;Chloroacetic acid 2-phenylethyl ester;Phenethyl 2-chloroacetate
• CAS NO: 7476-91-7
• Molecular Formula: C₁₀H₁₁ClO₂
• Molecular Weight: 198.64614
• EINECS: 231-279-9
• Mol File: 7476-91-7.mol

Chemical Properties

• Boiling Point: 285.11°C (rough estimate)
• Flash Point: 135.3°C
• Appearance: /
• Density: 1.1698 (rough estimate)
• Vapor Pressure: 0.00349mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• CAS DataBase Reference: CHLORO-ACETIC ACID PHENETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: CHLORO-ACETIC ACID PHENETHYL ESTER(7476-91-7)
• EPA Substance Registry System: CHLORO-ACETIC ACID PHENETHYL ESTER(7476-91-7)

Safety Data

• Hazardous Substances Data: 7476-91-7(Hazardous Substances Data)

Usage

Safety Profile

Moderately toxic by intraperitoneal route. When heated to decomposition it emits toxic fumes of Clí.

InChI:InChI=1/C10H11ClO2/c11-8-10(12)13-7-6-9-4-2-1-3-5-9/h1-5H,6-8H2

Upstream product

• 60-12-8 2-phenylethanol 
• 79-04-9 chloroacetyl chloride 
• 79-11-8 chloroacetic acid 
• 541-88-8 Chloroacetic anhydride 
• 105-39-5 chloroacetic acid ethyl ester 

Downstream Products

• 119929-53-2 [4-(2,3,4-Trimethoxy-benzyl)-piperazin-1-yl]-acetic acid phenethyl ester 
• 49681-79-0 phenyl ethanol-d1 

Relevant articles and documents

Discovery of a novel 2,5-dihydroxycinnamic acid-based 5-lipoxygenase inhibitor that induces apoptosis and may impair autophagic flux in RCC4 renal cancer cells

The inhibition of 5-lipoxygenase (5-LO), the key enzyme for the biosynthesis of leukotrienes (LTs), has generated increasing enthusiasm as anti-inflammatory and antitumor strategies in recent years. Based on our previous studies, we synthesized a series of dihydroxycinnamic acid-based analogs that might be 5-LO inhibitors. LTs biosynthesis inhibition in HEK293 cells and polymorphonuclear leukocytes (PMNL) was measured and antitumor activities were investigated in Renal Cell Carcinoma (RCC). Results showed that the 2,5-dihydroxycinnamic acid phenethyl ester (10b) was the best 5-LO inhibitor and was 7-fold more potent than Zileuton (1), the only clinically approved 5-LO inhibitor. 2,5-Dihydroxy substitution was more favorable to 5-LO inhibition since compound 10b is twice as active as CAPE (2) which is a 3,4-dihydroxylcinnamic acid ester. Meanwhile, 10b reduced the cell viability of renal cancer cells and was more selective toward RCC4 and 786.0 cells which are deficient for the Von Hippel-Lindau (VHL) tumor suppressor gene. As to the underlying cell-death mechanisms, 10b induced apoptosis in VHL-deficient RCC4 cells. Also, increases in LC3B and p62 expression suggest a blockage of the autophagic flux in RCC in response to 10b.

Heterobimetallic dinuclear lanthanide alkoxide complexes as acid-base difunctional catalysts for transesterification

A practical lanthanide(III)-catalyzed transesterification of carboxylic esters, weakly reactive carbonates, and much less-reactive ethyl silicate with primary and secondary alcohols was developed. Heterobimetallic dinuclear lanthanide alkoxide complexes [Ln2Na8{(OCH2CH2NMe2)}12(OH)2] (Ln = Nd (I), Sm (II), and Yb (III)) were used as highly active catalysts for this reaction. The mild reaction conditions enabled the transesterification of various substrates to proceed in good to high yield. Efficient activation of transesterification may be endowed by the above complexes as cooperative acid-base difunctional catalysts, which is proposed to be responsible for the higher reactivity in comparison with simple acid/base catalysts.

Nucleophilic acyl substitutions of anhydrides with protic nucleophiles catalyzed by amphoteric, oxomolybdenum species

(Chemical Equation Presented) Among six different group VIb oxometallic species examined, dioxomolybdenum dichloride and oxomolybdenum tetrachloride were the most efficient catalysts to facilitate nucleophilic acyl substitution (NAS) of anhydrides with a myriad array of alcohols, amines, and thiols in high yields and high chemoselectivity. In contrast to the well-recognized redox chemical behaviors associated with oxomolybdenum(VI) species, the catalytic NAS was unprecedented and tolerates virtually all kinds of functional groups. By using benzoic anhydride as a mediator for in situ generation of an incipient mixed anhydride-MoO2Cl2 adduct with a given functional alkanoic acid, one can achieve oleate, dipeptide, diphenylmethyl, N-Fmoc-α-amino, pyruvic, and tert-butylthio ester, N-tert-butylamide, and trityl methacrylate syntheses with appropriate protic nucleophiles. The amphoteric character of the Mo=O unit in oxomolybdenum chlorides was found to be responsible for the catalytic NAS profile as supported by a control NAS reaction of using an authentic adduct-MoOCl2(O2-CBu t)2 between pivalic anhydride and MoO2Cl 2 as the catalyst.

Functional alcohol releasing substance

This invention discloses a substance which is a betaine ester of a functional alcohol that has an amido bond in its molecule and releases the functional alcohol.