5739-83-3

Basic information

• Product Name: methyl (E)-4-hydroxy-4-methylpent-2-en-1-oate
• Synonyms: methyl (E)-4-hydroxy-4-methylpent-2-en-1-oate;(E)-4-Hydroxy-4-methyl-2-pentenoic acid methyl ester
• CAS NO: 5739-83-3
• Molecular Formula: C₇H₁₂O₃
• Molecular Weight: 144.16838
• EINECS: 227-253-1
• Mol File: 5739-83-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 217.3°Cat760mmHg
• Flash Point: 86.1°C
• Appearance: /
• Density: 1.039g/cm³
• Vapor Pressure: 0.0286mmHg at 25°C
• Refractive Index: 1.457
• CAS DataBase Reference: methyl (E)-4-hydroxy-4-methylpent-2-en-1-oate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (E)-4-hydroxy-4-methylpent-2-en-1-oate(5739-83-3)
• EPA Substance Registry System: methyl (E)-4-hydroxy-4-methylpent-2-en-1-oate(5739-83-3)

Safety Data

• Hazardous Substances Data: 5739-83-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H12O3/c1-7(2,9)5-4-6(8)10-3/h4-5,9H,1-3H3/b5-4+

Upstream product

• 67-56-1 methanol 
• 922-67-8 propynoic acid methyl ester 
• 67-63-0 isopropyl alcohol 
• 124818-71-9 (3,3-dimethyl-oxiranyl)-acetic acid methyl ester 
• 73281-90-0 methyl 4-chlorophenylsulfinylacetate 
• 78-84-2 isobutyraldehyde 
• 2258-65-3 4-methyl-pent-3-enoic acid methyl ester 
• 1775-44-6 (2E)-4-methylpent-2-enoic acid 
• 504-85-8 4-methyl-pent-3-enoic acid 

Downstream Products

• 79749-96-5 5,5-dimethyl-4-(phenylthio)-4,5-dihydrofuran-2(3H)-one 
• 344305-99-3 4-Benzenesulfonyl-5,5-dimethyl-dihydro-furan-2-one 
• 77199-32-7 4,4-dimethyl-3-(phenylthio)-2-buten-4-olide 

Relevant articles and documents

The reaction of photochemically generated α-hydroxyalkyl radicals with alkynes: a synthetic route to γ-butenolides

The photomediated generation of α-hydroxyalkyl radicals from simple acyclic and cyclic alcohols, and acyclic diols, and their subsequent carbon-carbon bond forming reaction with propiolate esters and acetylenedicarboxylates, gives a mixture of a β-(hydroxyalkyl)enoate, the result of a formal cis addition, and the unsaturated lactone (γ-butenolide) resulting from the spontaneous cyclization of the corresponding trans addition product. Treatment of the cis adduct with NBS converts it to the same lactone, and so the method overall constitutes a particularly direct route to this important structural unit. Cyclic alcohols give rise to spiro-γ-butenolides. The use of supported photomediators simplifies product isolation and allows for the recovery and reuse of the photomediator.

Regioselectivity in the ene reaction of singlet oxygen with alkenes bearing an electron withdrawing group at β-position

Electronic repulsions between a perepoxide intermediate and the allylic functionality in the product forming transition state, direct the regioselectivity in the photooxygenation of trisubstituted alkenes bearing an electron withdrawing group at β-position.

Facile Synthesis of 4-Hydroxy-(E)-2-alkenoic Esters from Aldehydes

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