5259-65-4

Basic information

• Product Name: 4-methylcyclohex-3-en-1-one
• Synonyms: 4-methylcyclohex-3-en-1-one;4-Acetyl-1-Methyl Cyclohexene;4-Methyl-3-cyclohexen-1-one;M294635;4-Methyl-3-cyclohexen-1-one (contain up to 10% 4-Methyl cyclohexanone);4-Methyl-3-cyclohexenone;3-Cyclohexen-1-one, 4-Methyl-
• CAS NO: 5259-65-4
• Molecular Formula: C₇H₁₀O
• Molecular Weight: 110.1537
• EINECS: 226-065-7
• Product Categories: Intermediates;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 5259-65-4.mol
• Article Data: 15

Chemical Properties

• Melting Point: 12°C
• Boiling Point: 170°C (estimate)
• Flash Point: 55.5°C
• Appearance: /
• Density: 0.9551
• Vapor Pressure: 1.43mmHg at 25°C
• Refractive Index: 1.4652
• Storage Temp.: -20?C Freezer
• CAS DataBase Reference: 4-methylcyclohex-3-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methylcyclohex-3-en-1-one(5259-65-4)
• EPA Substance Registry System: 4-methylcyclohex-3-en-1-one(5259-65-4)

Safety Data

• Hazardous Substances Data: 5259-65-4(Hazardous Substances Data)

Usage

Chemical Properties

Colourless Liquid

Uses

A Leinamycin intermediate.

Synthesis Reference(s)

Journal of the American Chemical Society, 103, p. 1996, 1981 DOI: 10.1021/ja00398a021

InChI:InChI=1/C7H10O/c1-6-2-4-7(8)5-3-6/h2H,3-5H2,1H3

Upstream product

• 105-13-5 4-Methoxybenzyl alcohol 
• 106-44-5 p-cresol 
• 82873-58-3 1-acetyl-4-methyl-3-cyclohexen-1-ol 
• 76803-42-4 1-Diazo-5-methyl-hex-5-en-2-one 
• 43228-10-0 α-methylthio-acrylate de methyle 
• 78-79-5 isoprene 
• 104-93-8 p-methylanizole 
• 60-29-7 diethyl ether 
• 7664-41-7 ammonia 
• 74-88-4 methyl iodide 
• 2161-94-6 1-methoxy-4-methylcyclohexa-1,3-diene 
• 1071-85-8 1-oxo-4-methyl-4-pentenyl chloride 
• 1001-75-8 4-methyl-4-pentenoic acid 
• 22508-64-1 4-methyl-4-penten-1-ol 

Downstream Products

• 51422-70-9 4-methyl-3-cyclohexene-1-ol 
• 61140-46-3 Trimethyl-(4-methyl-cyclohexa-1,3-dienyloxy)-silane 
• 94607-57-5 4-methyl-1-(1-methyl-2-propenyl)-3-cyclohexen-1-ol 
• 79761-72-1 (4-Methyl-cyclohexa-1,3-dienyloxy)-triphenyl-silane 
• 125417-57-4 methyl 3-(1-hydroxy-4-methyl-3-cyclohexen-1-yl)propynoate 
• 125346-88-5 4-methyl-1-(1'-carbethoxy)ethylidene-3-cyclohexene 
• 125346-82-9 4-methyl-1-(1'-carbethoxy)ethylidene-3-cyclohexene 
• 99747-94-1 (Z)-4-methyl-1-<<(2-methyl-1-cyclopentenyl)methoxy>methylene>cyclohex-3-ene 
• 99747-95-2 (E)-4-methyl-1-<<(2-methyl-1-cyclopentenyl)methoxy>methylene>cyclohex-3-ene 
• 33082-72-3 4-methyl-3-cyclohexen-1-one ethylene ketal 
• 128807-42-1 Acetic acid 4-methyl-1-vinyl-cyclohex-3-enyl ester 
• 74501-09-0 tert-butyldimethyl((4-methylcyclohexa-1,3-dien-1-yl)oxy)silane 
• 84175-91-7 4-<(Diethylamino)methylene>-1-methyl-1-cyclohexene 
• 77419-64-8 4-[1-Allyloxy-meth-(E)-ylidene]-1-methyl-cyclohexene 

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The structurally intriguing terpenes pallambins C and D have been assembled in only 11 steps from a cheap commodity chemical: furfuryl alcohol. This synthesis, which features a redox-economic approach free of protecting-group manipulations, assembles all four-ring systems via a sequential cyclization strategy. Of these four-ring constructing operations, two are classical (Robinson annulation and Mukaiyama aldol) and two are newly devised. During the course of this work a method for the difunctionalization of enol ethers was developed, and the scope of this transformation was explored.

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