131469-67-5

Basic information

• Product Name: 2-[(4-CHLORO-PHENYL)-HYDROXY-METHYL]-ACRYLIC ACID METHYL ESTER
• Synonyms: 2-[(4-CHLORO-PHENYL)-HYDROXY-METHYL]-ACRYLIC ACID METHYL ESTER;Methyl 2-((4-chlorophenyl)(hydroxy)Methyl)acrylate
• CAS NO: 131469-67-5
• Molecular Formula: C₁₁H₁₁ClO₃
• Molecular Weight: 226.65624
• Mol File: 131469-67-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-[(4-CHLORO-PHENYL)-HYDROXY-METHYL]-ACRYLIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(4-CHLORO-PHENYL)-HYDROXY-METHYL]-ACRYLIC ACID METHYL ESTER(131469-67-5)
• EPA Substance Registry System: 2-[(4-CHLORO-PHENYL)-HYDROXY-METHYL]-ACRYLIC ACID METHYL ESTER(131469-67-5)

Safety Data

• Hazardous Substances Data: 131469-67-5(Hazardous Substances Data)

Usage

Structure

2-[(4-CHLORO-PHENYL)-HYDROXY-METHYL]-ACRYLIC ACID METHYL ESTER The compound is formed by a hydroxymethyl group (-CH2OH) attached to a 4-chlorophenyl ring, which is connected to a methyl ester group (-OCH3) and a acrylic acid (-CH2-C=CH-COO-) moiety.

Methyl ester

The compound is a methyl ester of a hydroxymethyl acrylic acid derivative This means it has an ester functional group (-COO-) formed by the reaction of the hydroxymethyl group with the carboxylic acid group of acrylic acid, with an additional methyl group (-CH3) attached to the oxygen.

Industrial applications

It may be used as a base material for the production of polymers and resins This indicates that the compound can be further reacted and processed to create a variety of polymers and resins, which can be used in numerous applications such as coatings, adhesives, and plastics.

Health and environmental risks

It is important to handle this compound with care This suggests that improper handling or exposure to the compound may pose risks to human health and the environment. It is crucial to follow safety guidelines and regulations when working with this chemical.

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 292638-85-8 acrylic acid methyl ester 
• 555-16-8 4-nitrobenzaldehdye 
• 5445-17-0 Methyl 2-bromopropionate 
• 67-56-1 methanol 
• 281195-10-6 methyl 2-(((tert-butyldimethylsilyl)oxy)(4-chlorophenyl)methyl)acrylate 
• 873-76-7 para-Chlorobenzyl alcohol 
• 140-88-5 ethyl acrylate 

Downstream Products

• 131469-59-5 2-(4-Chloro-benzoyl)-oxirane-2-carboxylic acid methyl ester 
• 131469-72-2 methyl 3-acetoxy-3-(4-chlorophenyl)-2-methylenepropanoate 
• 139413-75-5 methyl (2Z)-2-(bromomethyl)-3-(4-chlorophenyl)prop-2-enoate 
• 53059-73-7 methyl (E)-3-(4-chlorophenyl)-2-methylacrylate 
• 662110-16-9 methyl 3-(4-chlorophenyl)-2,3-dihydroxy-2-nitromethylpropionate 

Relevant articles and documents

Studying the Morita-Baylis-Hillman Reaction in Continuous Flow Using Packed Bed Reactors

Conditions for the Morita-Baylis-Hillman reaction were developed under continuous flow using a packed bed reactor carrying 4-(dimethylamino)pyridine immobilized on silica. High reaction rates were obtained, as the packed bed reactor mimics super-stoichiom

Phosphine-Catalyzed [3 + 2] Annulation of Morita-Baylis-Hillman Carbonates with Isoxazole-Based Alkenes

A phosphine-catalyzed [3 + 2] annulation of Morita-Baylis-Hillman (MBH) carbonates with 3-methyl-4-nitro-5-styrylisoxazoles has been developed to afford various multifunctional isoxazoles in moderate to good yields with moderate to excellent diastereoselectivities. With a spirocyclic chiral phosphine as the catalyst, up to 89% ee was obtained.

Phosphine-catalyzed [3+2] cycloaddition of Morita—Baylis—Hillman carbonates to isothiocyanates in the synthesis of adamantane-containing trisubstituted aminothiophenes

An addition of the Morita—Baylis—Hillman (MBH) carbonates to adamantane-containing isothiocyanates was studied. The MBH carbonates react with 1-(4-isothiocyanatophenyl)-adamantane in the presence of triphenylphosphine to give 5-aryl-substituted adamantane

Synthesis of β-Lactams via Enantioselective Allylation of Anilines with Morita-Baylis-Hillman Carbonates

Enantioenriched β-lactams are accessed via enantioselective allylation of anilines with Morita-Baylis-Hillman carbonates followed by a base-promoted cyclization. The resulting 3-methyleneazetidin-2-ones are amenable to diastereoselective functionalization

Azidophosphonium salt-directed chemoselective synthesis of (E)/(Z)-cinnamyl-1H-Triazoles and regiospecific access to bromomethylcoumarins from Morita-Baylis-Hillman adducts

The direct transformation of Morita-Baylis-Hillman (MBH) adducts into molecules of interest is a crucial process wherein allylic hydroxy-protected or halogenated MBH adducts are commonly preferred. Herein, we report an azidophosphonium salt (AzPS)-catalys

Regioselective dehydroxytrifluoromethylthiolation of allylic and propargylic alcohols with AgSCF3

The reaction of easily available Morita–Baylis–Hillman (MBH) alcohols with AgSCF3 in the presence of n-Bu4NI and KI affords primary allylic SCF3 products in high yields and excellent regioselectivities. This regioselective dehydroxytrifluoromethylthiolation protocol could also be extended to propargylic alcohols for the preparation of the primary propargylic SCF3 products.

Latent Nucleophiles in Lewis Base Catalyzed Enantioselective N-Allylations of N-Heterocycles

Latent nucleophiles are compounds that are themselves not nucleophilic but can produce a strong nucleophile when activated. Such nucleophiles can expand the scope of Lewis base catalyzed reactions. As a proof of concept, we report that N-silyl pyrroles, i

Enantioselective dearomative [3+2] cycloaddition of 2-nitrobenzofurans with aldehyde-derived Morita-Baylis-Hillman carbonates

The phosphine-catalyzed asymmetric dearomative [3+2] cycloaddition of 2-nitrobenzofurans with aldehyde-derived Morita-Baylis-Hillman (MBH) carbonates or allenoate was developed. The reaction with MBH carbonates resulted in a series of cyclopentabenzofurans containing three contiguous stereocenters with good to high yields, diastereoselectivities and enantioselectivities. The use of allenoate also gave the target product with moderate enantioselectivity.

A Hydrazine Insertion Route to N′-Alkyl Benzohydrazides by an Unexpected Carbon-Carbon Bond Cleavage

A serendipitous carbon-carbon bond cleavage in the reaction of benzoyl acrylates, derived from Morita-Baylis-Hillman adducts, with hydrazines delivered new N′,N′-disubstituted benzohydrazides. The reaction features a regioselective formation of two carbon

Direct Synthesis of Dihydropyrrolo[2,1-a]Isoquinolines through FeCl3 Promoted Oxidative Aromatization

We have developed a straightforward FeCl3 promoted synthesis of dihydropyrrolo[2,1-a]isoquinolines through formal (3+2) cycloaddition/oxidative aromatization cascade of dihydroisoquinoline with Morita-Baylis-Hillman carbonates (up to 96% yield)