3326-90-7

Basic information

• Product Name: 2-HYDROXY-3-CHLOROPROPYL ACRYLATE
• Synonyms: 2-HYDROXY-3-CHLOROPROPYL ACRYLATE;3-CHLORO-2-HYDROXYPROPYL ACRYLATE;Acrylicacid3-chloro-2-hydroxypropylester;EINECS 222-047-8;Acrylic acid 2-hydroxy-3-chloropropyl ester;Acrylic acid 2-hydroxy-3-chloro-propyl ester;(3-chloro-2-hydroxy-propyl) prop-2-enoate;(3-chloro-2-hydroxypropyl) prop-2-enoate
• CAS NO: 3326-90-7
• Molecular Formula: C₆H₉ClO₃
• Molecular Weight: 164.59
• EINECS: 222-047-8
• Product Categories: monomer
• Mol File: 3326-90-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 274°Cat760mmHg
• Flash Point: 119.5°C
• Appearance: /
• Density: 1.215g/cm³
• Vapor Pressure: 0.000707mmHg at 25°C
• Refractive Index: 1.468
• CAS DataBase Reference: 2-HYDROXY-3-CHLOROPROPYL ACRYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDROXY-3-CHLOROPROPYL ACRYLATE(3326-90-7)
• EPA Substance Registry System: 2-HYDROXY-3-CHLOROPROPYL ACRYLATE(3326-90-7)

Safety Data

• Hazardous Substances Data: 3326-90-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H9ClO3/c1-2-6(9)10-4-5(8)3-7/h2,5,8H,1,3-4H2

Upstream product

• 96-24-2 3-monochloro-1,2-propanediol 
• 814-68-6 acryloyl chloride 
• 79-10-7 acrylic acid 
• 106-89-8 epichlorohydrin 

Relevant articles and documents

Regioselectivity of the acidolysis of 2-(chloromethyl)oxirane with aromatic acids in the presence of organic bases

Regioselectivity of the reaction of 2-(chloromethyl)oxirane with aromatic acids in the presence of tertiary amines and tetraalkylammonium halides has been studied. Opening of the oxirane ring follows simultaneously SN2 and borderline SN2 mechanisms. The regioselectivity of the acidolysis of substituted oxiranes is determined by acid-base properties of the reactants and catalysts and steric factor. The regioselectivity increases as the contribution of the SN2 mechanism increases.

The effect of diglyme on the kinetics of chromium(III) ethanoate-catalyzed reactions of carboxylic acids with epichlorohydrin

The kinetics of reaction between acetic, acrylic, or methacrylic acid and epichlorohydrin in diglyme solution are studied with chromium(III) ethanoate as catalyst. The reaction has been found to be of first-order with respect to both epichlorohydrin and catalyst and zeroth order with respect to acid. Relative reactivities of the acids in reaction with epichlorohydrin and regioselectivity of the addition in diglyme are compared with those for the systems without solvent.

KINETICS AND MECHANISM OF AUTOCATALYTIC REACTION OF ACRYLIC ACID WITH EPICHLOROHYDRIN IN PRESENCE OF BASIC CATALYSTS

The autocatalytic reaction between acrylic acid and epichlorohydrin in presence of pyridine (P), N,N-dimethylformamide (DMF), dimethyl sulfoxide (DMSO) has been investigated.Rate constants and activation parameters for both autocatalytic reactions in which the catalytic function is fulfilled, besides the basic catalyst, by the substrate: acrylic acid (k1) and by the product: 3-chloro-2-hydroxypropyl acrylate (k2) have been calculated.The first autocatalytic reaction is isokinetic in character; the entropy of activation increases in the series DMSO DMF P.The second autocatalytic reaction is, approximately, isenthalpic and isentropic.The probable structures of active aggregates have also been presented.