999-55-3

Basic information

• Product Name: ALLYL ACRYLATE
• Synonyms: ACRYLIC ACID ALLYL ESTER;ALLYL ACRYLATE;2-propenoicacid,2-propenylester;2-Propenyl ester of 2-propenoic acid;Allylacrylate,stabilized,90+%;allyl acrylate, stabilized;ALLYL ACRYLATE: TECH., 85%;Allyl acrylate 90+%, stab. with MEHQ
• CAS NO: 999-55-3
• Molecular Formula: C₆H₈O₂
• Molecular Weight: 112.13
• EINECS: 213-662-2
• Product Categories: monomer
• Mol File: 999-55-3.mol

Chemical Properties

• Boiling Point: 46-47°C 40mm
• Flash Point: 32°C
• Appearance: /Liquid
• Density: 0,935 g/cm3
• Vapor Pressure: 13.6mmHg at 25°C
• Refractive Index: 1.4360
• Storage Temp.: 0-10°C
• Water Solubility: Slightly soluble in water.
• Stability: Prone to polymerization. Flammable. Incompatible with strong oxidizing agents, acids, bases.
• BRN: 1743576
• CAS DataBase Reference: ALLYL ACRYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ALLYL ACRYLATE(999-55-3)
• EPA Substance Registry System: ALLYL ACRYLATE(999-55-3)

Safety Data

• Statements: 10-22-23/24-36/37/38
• Safety Statements: 25-36/37/39-45-26
• RIDADR: 2929
• RTECS: UD3675000
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 999-55-3(Hazardous Substances Data)

Usage

Chemical Properties

colourless liquid

Uses

Allyl acrylate is a monofunctional monomer which function as a chain stopper.

Air & Water Reactions

Slightly soluble in water.

Reactivity Profile

The unsaturated aliphatic hydrocarbons, like ALLYL ACRYLATE, are generally much more reactive than the alkanes, which are saturated aliphatic hydrocarbons. Strong oxidizers may react vigorously with them. Reducing agents can react exothermically to release gaseous hydrogen. In the presence of various catalysts (such as acids) or initiators, compounds in this class can undergo very exothermic addition polymerization reactions. Many of these compounds undergo autoxidation upon exposure to the air to form explosive peroxides. These peroxide and polyperoxide substances are usually extremely unstable and liable to detonation. The peroxidation of butadiene has been involved in several serious industrial accidents. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.

Fire Hazard

ALLYL ACRYLATE is flammable.

Upstream product

• 107-18-6 allyl alcohol 
• 74-86-2 acetylene 
• 557-40-4 Allyl ether 
• 79-10-7 acrylic acid 
• 591-87-7 Allyl acetate 
• 13688-55-6 trimethylsilyl acrylate 
• 18537-23-0 diphenylbis(allyloxy)silane 
• 18052-93-2 methylphenyldiallyloxysilane 
• 17938-35-1 phenyltriallyloxysilane 
• 107-05-1 3-chloroprop-1-ene 
• 7003-75-0 allyl dodecanoate 
• 141-32-2 acrylic acid n-butyl ester 
• 140-88-5 ethyl acrylate 
• 187737-37-7 propene 

Downstream Products

• 71550-63-5 3-(methyldichlorosilyl)propyl acrylate 
• 911800-14-1 2-Iodo-3-p-toluenesulphonylpropyl 2-iodo-3-p-toluenesulphonylacrylate 
• 106-90-1 glycidyl acrylate 
• 38595-89-0 (3-acryloxypropyl)trichlorosilane 
• 768-56-9 4-Phenylbut-1-ene 
• 497-23-4 2-buten-4-olide 
• 1350756-63-6 (E)-3-(2,3,5,6-tetrafluoro-4-methoxyphenyl)allyl acrylate 
• 1350756-61-4 (E)-((E)-3-(2,3,5,6-tetrafluoro-4-methoxyphenyl)allyl) 3-(2,3,5,6-tetrafluoro-4-methoxyphenyl) acrylate 
• 1392485-87-8 (Z)-allyl 4-(chloro(phenyl)methylene)-5-oxotetrahydrofuran-2-carboxylate 
• 83503-38-2 3-(dimethylchlorosilyl)propyl acrylate 
• 94-66-6 2-allylcyclohexan-1-one 
• 115782-91-7 (Z)-2,6-diallyl-1-cyclohexanone 
• 36040-02-5 (E)-2,6-diallyl-1-cyclohexanone 
• 18622-82-7 allyl-3-cyclohexylpropionic acid 

Relevant articles and documents

DIRECT CATALYTIC PARTIAL OXIDATION OF ALLYL ETHER

A process for forming allyl acrylate, comprising contacting allyl ether in solution with a solvent with one or more oxidants in the presence of a mesoporous manganese oxide (MnOx) catalyst.

Synthetic method of allyl acrylate

The invention discloses a new synthetic method of allyl acrylate. According to the method, an organic silicon monomer with functional groups is used, and the allyl acrylate is prepared under the soft reaction condition. The synthetic method of the allyl acrylate includes three steps that (1) acryloxytrimethylsilane is synthesized; (2) allyloxy silane is synthesized; and (3) the acryloxytrimethylsilane and the allyloxy silane are mixed. According to the raw materials used in a reaction, chlorine elements are fully converted into inorganic salt, low-boiling-point chloride like phosphorus trichloride is not used, and it is guaranteed that the chlorine elements are not contained in a prepared product; reaction conditions are soft, and the requirement for the equipment is not high; purification is easy, boiling points of all components are large in difference, and reduced pressure distillation separation is easy; water washing is not needed, and amplification is easy; and trifluoromethanesulfonic acid serves as a catalyst, the high acidity is achieved, and double bonds cannot be damaged.

Synthesis of unsaturated esters via highly efficient esterification catalyzed by polymer grafted quarternary ammonium salts as triphase catalysts

A series of unsaturated esters were prepared via condensation of sodium carboxylates and alkenyl halide under the condition of macroporous polystyrene grafted quarternary ammonium salt as recyclable phase transfer catalyst, NaI as co-catalyst, Cu powder as inhibitor and H2O as solvent. Under optimal conditions, products yields are 78.2～ 96.0%. The catalyst can be convenient recycled and reutilized for about five times without losing its activity obviously.

Solvent-free biocatalytic interesterification of acrylate derivatives

The ability of diverse commercial lipases and whole cells (fungal resting cells) to synthesise allyl and dichloropropyl acrylate from allyl dodecanoate through an interesterification process is presented. The process was carried out without solvent in a conventional batch system. The best biocatalyst among those studied was the commercial enzyme CALB (Candida antarctica lipase B immobilised onto a macroporous acrylic resin). The reaction was sensitive to water activity, and a decrease in the yield was observed at the highest activity studied. CALB could also be applied to diverse acrylic derivatives, although the yields decreased using either ethyl methacrylate or acrylic acid.

A modular rearrangement approach toward medicinally relevant phosphinic structures

An unprecedented coupling of a P - C and a C - C bond-forming event In a practical operation was developed to access medicinally relevant phosphinic structures. The strategy relies on an Ireland-Claisen rearrangement triggered by the phospha-Michael addition of silyl phosphonltes to allyl acrylates. This protocol was extended to a more versatile three-component variant that utilizes phosphinic acids, acryloyl chlorides, and allylic alcohols as starting materials.

PROCESS FOR PREPARING ACRYLIC ACID

A process for preparing acrylic acid, in which an acrylic acid-comprising product gas mixture obtained by catalytic gas phase partial oxidation of a C3 precursor of acrylic acid is fractionally condensed in a condensation column provided with internals ascending into itself with side draw removal of crude acrylic acid and with liquid phase draw removal of acrylic acid-comprising acid water, and acrylic acid present in acid water is taken up into an extractant and then removed from the extractant and recycled into the condensation column, or taken up in aqueous metal hydroxide, or sent to further purification of the crude acrylic acid.

METHOD FOR PRODUCING CYCLIC UNSATURATED COMPOUND

The present invention provides a method for producing a cyclic unsaturated compound, which sufficiently suppresses generation of acyclic unsaturated compounds and permits excellent yield and reaction rate. Such a method for producing a cyclic unsaturated compound is a method for producing a cyclic unsaturated compound by reacting an a, ?-unsaturated carboxylic acid with an unsaturated organic compound, wherein the method comprises a step of reacting the a, ?-unsaturated carboxylic acid with the unsaturated organic compound in the presence of a catalyst.

PROCESS FOR HETEROGENEOUSLY CATALYZED PARTIAL GAS PHASE OXIDATION OF PROPYLENE TO ACRYLIC ACID

A process for heterogeneously catalyzed partial gas phase oxidation of propylene to acrylic acid, in which the starting reaction gas mixture comprises cyclopropane as an impurity and the acrylic acid, after conversion from the product gas mixture into the condensed phase, is removed with the aid of a crystallative removal.

Process for removing methacrylic acid from liquid phase comprising acrylic acid as a main constituent and target product, and methacrylic acid as a secondary component

A process for removing methacrylic acid from liquid phase P comprising acrylic acid as a main constituent and target product, and methacrylic acid as a secondary component in which the removal is effected by crystallization, the acrylic acid accumulating in the crystals formed and the methacrylic acid in the remaining mother liquor.

Method for producing acrylic acid from propane, in the presence of molecular oxygen

The invention concerns the production of acrylic acid from propane in the presence of molecular oxygen. Said method consists in passing a gas mixture comprising propane, molecular oxygen, water vapour and, optionally, an inert gas, on a catalyst of formula (I) Mo1VaTebNbcSidOx to oxidize propane into acrylic acid, the propane/molecular oxygen mol ratio in the initial gas mixture being not less than 0.5.