35357-77-8

Basic information

• Product Name: DIALLYL GLUTARATE
• Synonyms: DIALLYL GLUTARATE;Diallylmalonic acid dimethyl ester;Dimethyl diallylmalonate;1,6-Heptadiene-4,4-dicarboxylic acid dimethyl ester;Di(2-propenyl)propanedioic acid dimethyl ester;Dimethyl 2,2-diallylmalonate;Einecs 252-526-7
• CAS NO: 35357-77-8
• Molecular Formula: C₁₁H₁₆O₄
• Molecular Weight: 212.24
• EINECS: 252-526-7
• Mol File: 35357-77-8.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 209.7 °C at 760 mmHg
• Flash Point: 87.2 °C
• Appearance: /
• Density: 1.023 g/cm³
• Vapor Pressure: 0.00672mmHg at 25°C
• Refractive Index: 1.452
• CAS DataBase Reference: DIALLYL GLUTARATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIALLYL GLUTARATE(35357-77-8)
• EPA Substance Registry System: DIALLYL GLUTARATE(35357-77-8)

Safety Data

• Safety Statements: S24/25:Avoid contact with skin and eyes.
• Hazardous Substances Data: 35357-77-8(Hazardous Substances Data)

Usage

General Description

Diallyl glutarate is a chemical compound that belongs to the group of diallyl esters. It is a clear, colorless liquid with a fruity odor and is commonly used in the production of plastics, resins, and polymers. Diallyl glutarate is also utilized in the manufacturing of coatings, adhesives, and composite materials due to its high reactivity and ability to crosslink with other compounds. Additionally, it has been investigated for its potential use as a food preservative, as well as in the pharmaceutical and medical industries for its antimicrobial and antioxidant properties. Overall, diallyl glutarate is a versatile chemical with a variety of industrial applications.

InChI:InChI=1/C11H16O4/c1-3-8-14-10(12)6-5-7-11(13)15-9-4-2/h3-4H,1-2,5-9H2

Upstream product

• 67-56-1 methanol 
• 4372-31-0 2,2-diallylmalonic acid 
• 1693-71-6 tris(allyl)borate 
• 18424-76-5 dimethyl malonate sodium salt 
• 107-18-6 allyl alcohol 
• 108-59-8 malonic acid dimethyl ester 
• 73086-81-4 1-allyl-2,4,6-triphenylpyridin-1-ium tetrafluoroborate salt 
• 591-87-7 Allyl acetate 
• 40637-56-7 dimethyl allylmalonate 
• 27126-93-8 3,5-bis(trifluoromethyl)benzonitrile 
• 307344-70-3 dimethyl [2,6-2H₂]hept-1,6-dienyl-4,4-dicarboxylate 
• 35466-83-2 allyl methyl carbonate 
• 1469-70-1 allyl ethyl carbonate 
• 107-05-1 3-chloroprop-1-ene 

Downstream Products

• 135979-19-0 methyl 3-(3-buten-1-yl)-4-p-toluenesulfonylmethyl-cyclopentane-1,1-dicarboxylate 
• 127368-22-3 methyl 3-chloromethyl-4-p-toluenesulfonylmethyl-cyclopentane-1,1-dicarboxylate 
• 127368-22-3 methyl 3-chloromethyl-4-p-toluenesulfonylmethyl-cyclopentane-1,1-dicarboxylate 
• 135979-21-4 methyl 3-(3-chloro-3-buten-1-yl)-4-p-toluenesulfonylmethyl-cyclopentane-1,1-dicarboxylate 
• 131035-87-5 Dimethyl trans-4-bromomethyl-3-tosylmethylcyclopentane-1,1-dicarboxylate 
• 131035-87-5 Dimethyl cis-4-bromomethyl-3-tosylmethylcyclopentane-1,1-dicarboxylate 
• 135979-20-3 methyl 3-(3-methyl-3-buten-1-yl)-4-p-toluenesulfonylmethyl-cyclopentane-1,1-dicarboxylate 
• 127368-22-3 3-Chloromethyl-4-(toluene-4-sulfonylmethyl)-cyclopentane-1,1-dicarboxylic acid dimethyl ester 
• 145429-79-4 3-Methylene-4-(toluene-4-sulfonylmethyl)-cyclopentane-1,1-dicarboxylic acid dimethyl ester 
• 132603-74-8 methyl 3-(3-ethoxycarbonyl-3-buten-1-yl)-4-p-toluenesulfonylmethyl-cyclopentane-1,1-dicarboxylate 
• 40637-56-7 dimethyl allylmalonate 
• 315191-28-7 (S,S)-3-(3-t-butyl-3,3-diphenyl-1,1-dimethyldisiloxy)methyl-1,1-dicarbomethoxy-4-methylcyclopentane 

Relevant articles and documents

Ruthenium catalysts for controlled mono- and bis-allylation of active methylene compounds with aliphatic allylic substrates

The allylation of 1,3-dicarbonyl compounds and malononitrile with aliphatic allylic substrates is achieved under mild conditions in the presence of new ruthenium catalysts. The ruthenium complex [Ru(C5Me5) (2-quinolinecarboxylato)(CH

Allylic alkylation and ring-closing metathesis in sequence: A successful cohabitation of Pd and Ru

An allylic alkylation/ring-closing metathesis domino catalytic process, wherein a palladium and a ruthenium catalyst are concomitantly present in the reaction mixture from the outset of the reaction, is developed. Evidence for Grubbs' catalysts activity in allylic alkylation is also reported.

2,4,6-Triphenylpyridine as a Neutral Leaving Group in the Palladium(0)-Catalyzed Allylation of Nucleophiles

Palladium(0)-catalyzed allylation of nucleophiles such as morpholine, sodium dimethyl malonate and 2,6-dimethylaniline can be achieved under very mild conditions using N-allyl-2,4,6-triphenylpyridinium tetrafluoroborates as allylating reagents in reactions in which 2,4,6-triphenylpyridine acts as the neutral leaving group.

Methyl Radical Initiated Kharasch and Related Reactions

An improved procedure to run halogen atom and related chalcogen group transfer radical additions is reported. The procedure relies on the thermal decomposition of di-tert-butylhyponitrite (DTBHN), a safer alternative to the explosive diacetyl peroxide, to produce highly reactive methyl radicals that can initiate the chain process. This mode of initiation generates byproducts that are either gaseous (N2) or volatile (acetone and methyl halide) thereby facilitating greatly product purification by either flash column chromatography or distillation. In addition, remarkably simple and mild reaction conditions (refluxing EtOAc during 30 minutes under normal atmosphere) and a low excess of the radical precursor reagent (2 equivalents) make this protocol particularly attractive for preparative synthetic applications. This initiation procedure has been demonstrated with a broad scope since it works efficiently to add a range of electrophilic radicals generated from iodides, bromides, selenides and xanthates over a range of unactivated terminal alkenes. A diverse set of radical trap substrates exemplifies a broad functional group tolerance. Finally, di-tert-butyl peroxyoxalate (DTBPO) is also demonstrated as alternative source of tert-butoxyl radicals to initiate these reactions under identical conditions which gives gaseous by-products (CO2). (Figure presented.).

Development of a One-Pot Four C-C Bond-Forming Sequence Based on Palladium/Ruthenium Tandem Catalysis

A one-pot four C-C bond-forming sequence has been developed using two distinct transition metal complexes. The sequence entails a double Pd-catalyzed allylic alkylation followed by a Ru-catalyzed ring-closing metathesis and a Pd-catalyzed Heck coupling. The use of various active methylene nucleophiles was examined with yields up to 76% (93% per C-C bond).

Cyclization of Malonate Derivatives with Iodine(III) Reagents

The cyclization of malonate derivatives by using hypervalent iodine(III) reagents is described. In this reaction, double bonds are dioxygenated to give five-membered lactones in up to 70 % yield with diastereomeric ratios of up to 11:1.