7328-17-8

Basic information

• Product Name: 2-(2-Ethoxyethoxy)ethyl acrylate
• Synonyms: 2-(2-ethoxyethoxy)ethyl2-propenoate;2-Propenoicacid,2-(2-ethoxyethoxy)ethylester;ethylcarbitolacrylate;lightacrylateec-a;lightestereca;r672;rc20;reactomerrc20
• CAS NO: 7328-17-8
• Molecular Formula: C₉H₁₆O₄
• Molecular Weight: 188.22
• EINECS: 230-811-7
• Product Categories: Functional Monomer;Pharmaceutical Intermediates;monomer
• Mol File: 7328-17-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 95 °C5 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.016 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.205mmHg at 25°C
• Refractive Index: n20/D 1.439(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Soluble in water
• Water Solubility: 124-146g/L at 20℃
• CAS DataBase Reference: 2-(2-Ethoxyethoxy)ethyl acrylate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-Ethoxyethoxy)ethyl acrylate(7328-17-8)
• EPA Substance Registry System: 2-(2-Ethoxyethoxy)ethyl acrylate(7328-17-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36-36/37
• WGK Germany: 3
• RTECS: UD3343500
• Hazardous Substances Data: 7328-17-8(Hazardous Substances Data)

Usage

Uses

2-(2-Ethoxyethoxy)ethyl Acrylate is used in preparation method of anti-wrinkle UV finishing agent for fabric.

Hazard

Moderately toxic. A severe skin irritant.

InChI:InChI=1/C9H16O4/c1-5-9(10)13-8(4)12-7(3)11-6-2/h5,7-8H,1,6H2,2-4H3

Upstream product

• 111-90-0 ethoxyethoxyethanol 
• 814-68-6 acryloyl chloride 
• 107-13-1 acrylonitrile 

Relevant articles and documents

A lewis acid-promoted pinner reaction

Carbonitriles and alcohols react in a Lewis acid-promoted Pinner reaction to carboxylic esters. Best results are obtained with two equivalents of trimethylsilyl triflate as Lewis acid. Good yields are achieved with primary alcohols and aliphatic or benzylic carbonitriles, but the straightforward synthesis of acrylates and benzoates starting with acrylonitrile and benzonitrile, respectively, is similarly possible. Phenols are not acylated under these reaction conditions. The method has been used for the first total synthesis of the natural product monaspilosin. In the reaction of benzyl alcohols variable amounts of amides are formed in a Ritter-type side reaction.

Formation of macrocyclic ethers by free radical cyclization: Effects of chain length, substituents, and solvents

Free radical reduction by tributylstannane of w-iodopolyoxaalkyl acrylates derived from tri-, tetra-, penta-, hexa-, and heptaethylene glycols gives mixtures of uncyclized reduction products and macrocyclic ethers formed by endo cyclization. The rate constants for cyclization of the intermediate radicals at 80 °C in benzene were determined under carefully defined conditions to be 15 × 104,13 ×104,5.1 × 104,10 × 104 and 3.6 × 104 s-1, for formation of the 12-, 15-, 18-, 21- and 24-membered rings, respectively. These values indicate that the presence of oxygen atoms in the chains increases the rate by a factor of 10-30 by comparison with the previously reported cyclization of alkenyl species. The rate constants at 80 °C in benzene and the endo/exo ratio for reductive cyclizations of the methacrylate, crotonate, cinnamate, maleate, and fumarate esters of 8-iodo-3,6-dioxaoctanol have been determined. The reduction of the 8-iodo-3,6-dioxaoctyl acrylate in solvents of varying polarity indicated that the cyclization rate has a relatively low solvent dependence.