731846-75-6

Basic information

• Product Name: 4-(CHLOROMETHYL)CINNAMIC ACID METHYL ESTER
• Synonyms: 4-(CHLOROMETHYL)CINNAMIC ACID METHYL ESTER;(2E)-3-[4-(ChloroMethyl)phenyl]-acrylic acid Methyl ester
• CAS NO: 731846-75-6
• Molecular Formula: C₁₁H₁₁ClO₂
• Molecular Weight: 210.66
• Mol File: 731846-75-6.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 323°C at 760 mmHg
• Flash Point: 162.9°C
• Appearance: /
• Density: 1.182g/cm³
• Vapor Pressure: 0.00027mmHg at 25°C
• Refractive Index: 1.568
• CAS DataBase Reference: 4-(CHLOROMETHYL)CINNAMIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(CHLOROMETHYL)CINNAMIC ACID METHYL ESTER(731846-75-6)
• EPA Substance Registry System: 4-(CHLOROMETHYL)CINNAMIC ACID METHYL ESTER(731846-75-6)

Safety Data

• Hazardous Substances Data: 731846-75-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H11ClO2/c1-14-11(13)7-6-9-2-4-10(8-12)5-3-9/h2-7H,8H2,1H3/b7-6+

Upstream product

• 5927-18-4 trimethyl phosphonoacetate 
• 73291-09-5 4-chloromethylbenzaldehyde 
• 34040-64-7 p-methyloxycarbonylbenzyl chloride 
• 16473-35-1 4-(hydroxymethyl)benzyl chloride 
• 141286-90-0 methyl (E)-3-(4-(hydroxymethyl)phenyl)acrylate 
• 124-63-0 methanesulfonyl chloride 
• 1067-74-9 Methyl diethylphosphonoacetate 
• 186581-53-3 diazomethane 
• 1642-81-5 p-(chloromethyl)benzoic acid 

Downstream Products

• 950745-60-5 methyl (2E)-3-[4-(iodomethyl)phenyl]-2-propenoate 
• 731846-77-8 C₂₀H₁₈N₂O₂ 
• 441741-65-7 (E)-3-[4-[[[2-(2-methyl-1H-indol-3-yl)ethyl]amino]methyl]phenyl]acrylic acid methyl ester 
• 950745-62-7 (E)-methyl 3-(4-((E)-3,4-dimethoxystyryl)phenyl)acrylate 

Relevant articles and documents

An improved and efficient synthesis of panobinostat

An improved and efficient method for the synthesis of panobinostat was developed. The commercially available starting material 4-(chloromethyl)benzaldehyde was converted to (E)-methyl 3-[4-(chloromethyl)phenyl]acrylate via the Wittig-Horner reaction and was then directly condensed with 2-(2-methyl-1H-indol-3-yl)ethanamine to afford the key intermediate (E)-methyl 3-[4-({[2-(2-methyl-1H-indol- 3-yl)ethyl]amino}methyl)phenyl]acrylate in a one-pot synthesis reactor. Subsequently a nucleophilic substitution reaction was carried out smoothly to generate the desired compound. The key intermediate and target compound were characterised by HRMS, 1H NMR and 13C NMR. This procedure is operationally simple and would be more suitable for industrial production.

Solid-supported cross metathesis and the role of the homodimerization of the non-immobilized olefin

(Chemical Equation Presented) We have prepared immobilized olefins as models for the cross metathesis using different olefin partners in the presence of second generation Grubbs and Hoveyda-Grubbs precatalysts. We have demonstrated that solid-phase cross metathesis is strongly dependent on the degree of homodimerization of the non-immobilized olefin and the reactivity of such a homodimer. As in the homogeneous phase, the Hoveyda-Grubbs precatalyst was better for immobilized α,β-unsaturated carbonyl compounds.

HYDROXAMID ACID DERIVATIVES AS HISTONE DEACETYLASE (HDAC) INHIBITORS

A compound having the following formula (I): wherein R?1? is N-containing heterocyclic ring optionally substituted with one or more suitable substituent(s), R?2? is hydroxyamino, R?3? is hydrogen or a suitable substituent, L?1? is -(CH?2#191)?n#191- (wherein n is an integer of 0 to 6) optionally substituted with one or more suitable substituent(s), wherein one or more methylene(s) may be replaced with suitable heteroatom(s), and L?2? is lower alkenylene, or a salt thereof. The compound is useful as a histone deacetylase inhibitor.