15727-77-2

Basic information

• Product Name: allyl isobutyrate
• Synonyms: allyl isobutyrate;isobutyric acid allyl ester;Ai3-21626;Einecs 239-821-6
• CAS NO: 15727-77-2
• Molecular Formula: C7H12O2
• Molecular Weight: 128.16898
• EINECS: 239-821-6
• Mol File: 15727-77-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 134°Cat760mmHg
• Flash Point: 42.8°C
• Appearance: /
• Density: 0.896g/cm³
• Vapor Pressure: 8.25mmHg at 25°C
• Refractive Index: 1.416
• CAS DataBase Reference: allyl isobutyrate(CAS DataBase Reference)
• NIST Chemistry Reference: allyl isobutyrate(15727-77-2)
• EPA Substance Registry System: allyl isobutyrate(15727-77-2)

Safety Data

• Hazardous Substances Data: 15727-77-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H12O2/c1-4-5-9-7(8)6(2)3/h4,6H,1,5H2,2-3H3

Upstream product

• 107-18-6 allyl alcohol 
• 79-30-1 isobutyryl chloride 
• 4858-67-7 2-isopropylidene-5,5-dimethyl-[1,3]dioxane-4,6-dione 
• 79-31-2 isobutyric Acid 

Downstream Products

• 16386-93-9 2,2-dimethylpent-4-enoic acid 
• 40630-82-8 1-[(2-bromo-2-methylpropionyl)oxy]-2-propene 

Relevant articles and documents

-

-

Intramolecular functionalisation by a methylene radical of a 1,2-diol and a vicinal amino alcohol: Models for coenzyme B12-dependent diol dehydratase and ethanolamine ammonia lyase

Coenzyme B12-dependent diol dehydratase converts 1,2-diols (e.g. propane-1,2-diol) into the corresponding aldehyde and water. The similar enzyme ethanolamine ammonia lyase transforms vicinal aminoalcohols (e.g. 2-aminoethanol) into the corresponding aldehyde and ammonia. Model systems have been developed that replicate key features of the putative enzymatic mechanism, i.e. removal of a hydrogen atom from the CH2OH group of a 1,2-diol or vicinal aminoalcohol by a methylene radical derived from an alkylcobalt compound, and conversion of a 1,2-diol or vicinal aminoalcohol into a carbonyl compound and water or ammonia triggered by such a methylene radical. The models are based on alkyl(pyridine)bis(dimethylglyoximato)cobalt complexes [alkyl(pyridine)cobaloximes, Cbx], which were synthesised from appropriate organic precursors using standard methodology. The complexes contain a 1,2-diol [as in 4,5-dihydroxy-2,2-dimethylpentyl(pyridine)cobaloxime] or vicinal aminoalcohol [as in 6-amino-5-hydroxy-2,2-dimethylhexyl(pyridine)cobaloxime] tethered to the cobalt by a carbon chain. Photolysis or thermolysis of 4,5-dihydroxy-2,2-dimethylpentyl(pyridine)cobaloxime at pH 3 or 9 gave 4,4-dimethylpentanal. It is proposed that homolysis of the Co-C bond of 4,5-dihydroxy-2,2-dimethylpentyl(pyridine)cobaloxime induced by photolysis or thermolysis affords the 1,2-dihydroxy-4,4-dimethyl-l-pentyl radical via a 1,5-H shift, which is converted into the 4,4-dimethyl-1-oxo-2-pentyl radical, and hence 4,4-dimethylpentanal. The pathway for formation of the aldehyde was diagnosed using the specifically deuteriated analogue [5,5-2H 2]-4,5-dihydroxy-2,2-dimethylpentyl(pyridine)-cobaloxime, which gave [1,5-2H2]-4,4-dimethylpentanal accompanied by 3,3-dimethylbutanal on thermolysis or photolysis at pH 3. The protected model compound 2a was hydrolysed to 6-amino-5-hydroxy-2,2-dimethylhexyl(pyridine)cobaloxime, which was heated at pH 3 or 9 to give 5,5-dimethylhexan-2-one and ammonia. The Royal Society of Chemistry 2000.

Method for producing α,α-dimethyl-Δ-valerolactone

A method for producing α,α-dimethyl-δ-valerolactone which comprises carrying out the addition reaction of hydrogen bromide and 2,2-dimethyl-4-pentenoic acid in the presence or absence of a catalyst to synthesize 2,2-dimethyl-5-bromovaleric acid which is then subjected to ring-closure reaction by alkali treatment.