29293-06-9

Basic information

• Product Name: 3-methylpent-2-ene-1,5-diol
• Synonyms: 3-methylpent-2-ene-1,5-diol;3-Methyl-2-pentene-1,5-diol
• CAS NO: 29293-06-9
• Molecular Formula: C6H12O2
• Molecular Weight: 116.15828
• EINECS: 249-546-3
• Mol File: 29293-06-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 254.8°C at 760 mmHg
• Flash Point: 124.4°C
• Appearance: /
• Density: 1.001g/cm³
• Vapor Pressure: 0.00257mmHg at 25°C
• Refractive Index: 1.477
• CAS DataBase Reference: 3-methylpent-2-ene-1,5-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methylpent-2-ene-1,5-diol(29293-06-9)
• EPA Substance Registry System: 3-methylpent-2-ene-1,5-diol(29293-06-9)

Safety Data

• Hazardous Substances Data: 29293-06-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H12O2/c1-6(2-4-7)3-5-8/h2,7-8H,3-5H2,1H3/b6-2+

Upstream product

• 2381-87-5 4-methyl-5,6-dihydro-2H-pyran-2-one 
• 6158-90-3 5-hydroxy-3-methyl-pent-3t-enoic acid 
• 50-00-0 formaldehyd 
• 115-11-7 isobutene 
• 52313-87-8 3-methyl-2-pentene-1,5-diacid dimethyl 
• 763-32-6 2-methyl-1-buten-4-ol 
• 674-26-0 mevalonolactone 
• 53120-74-4 3,3-dimethylpent-1,5-diol 
• 372-42-9 3-methylpent-2-enedioic acid 
• 67116-19-2 3-methyl-pentenedioic acid anhydride 
• 53358-18-2 (Z)-2-methyl-pentenedioic acid diethyl ester 
• 10021-22-4 3,6-dihydro-4-methyl-2H-pyran-2-one 

Downstream Products

• 133545-68-3 3,3-dimethyl-2(cis-3-methyl-5-bromo-2-ene)pentyl cyclohexanone 

Relevant articles and documents

Facile synthesis of anhydromevalonolactone from ethyl acetoacetate

Ethyl acetoacetate was transformed to 3-methylglutaconic anhydride, which upon LAH reduction and Jones oxidation afforded anhydromevalonolactone.

POLYMERS PREPARED FROM MEVALONOLACTONE AND DERIVATIVES

Described herein polymer precursor compounds (aka polymer building blocks) of derived from biobased compounds, and specifically biobased mevalonolactone and its related derivatives. Through oxidation these biobased precursors can be reacted to yield building blocks for (unsaturated-) polyesters, polyester polyols and polyamides, as well as precursors for glycidyl esters and omega-alkenyl esters. Through reduction, these biobased precursors can be reacted to yield building blocks for (unsaturated-) polyesters, polyester polyols, polycarbonates, as well as precursors for glycidyl ethers and omega-alkenyl ethers. Through nucleophilic ring opening and/or amidation, these biobased precursors can be reacted to yield building blocks for polyester polyols, chain-extender for polyurethanes, or polyester-amides.

SYNTHESIS OF (+/-)-α-CHAMIGRENE

Regiospecific spiroalkylation of the selectively generated enolate arising from the 1,4-addition of lithium dimethylcuprate to 3-methylcyclohex-2-en-1-one allows an efficient preparation of spiroketones, including a key intermediate for the synthesis of (+/-)-α-Chamigrene.