70855-13-9

Basic information

• Product Name: 1-(o-tolyl)hexane-2,5-dione
• Synonyms: 1-(o-tolyl)hexane-2,5-dione;1-(4-Methylphenyl)-2,5-hexanedione
• CAS NO: 70855-13-9
• Molecular Formula: C₁₃H₁₆O₂
• Molecular Weight: 204.26494
• EINECS: 274-943-3
• Mol File: 70855-13-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 335.8°C at 760 mmHg
• Flash Point: 125.9°C
• Appearance: /
• Density: 1.027g/cm³
• Vapor Pressure: 0.000117mmHg at 25°C
• Refractive Index: 1.507
• CAS DataBase Reference: 1-(o-tolyl)hexane-2,5-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(o-tolyl)hexane-2,5-dione(70855-13-9)
• EPA Substance Registry System: 1-(o-tolyl)hexane-2,5-dione(70855-13-9)

Safety Data

• Hazardous Substances Data: 70855-13-9(Hazardous Substances Data)

Usage

Usage

Building block in the synthesis of pharmaceuticals and other organic compounds

Physical State

Yellow crystalline solid

Odor

Faint

Solubility

Soluble in organic solvents such as ethanol and acetone

Applications

a. Starting material in the production of various pharmaceuticals
b. Used in the synthesis of anti-inflammatory and analgesic drugs
c. Employed as a reagent in organic synthesis for the formation of complex organic molecules
d. Used in the production of fragrances and flavorings due to its aromatic properties

Industries

Pharmaceutical, chemical, and food industries

InChI:InChI=1/C13H16O2/c1-10-5-3-4-6-12(10)9-13(15)8-7-11(2)14/h3-6H,7-9H2,1-2H3

Upstream product

• 70855-12-8 2-Methyl-5-<(4-methylphenyl)methyl>furan 
• 7559-36-6 4-methyl-β-nitrostyrene 
• 105938-95-2 (Z)-4-Chloro-5-p-tolyl-pent-3-enoic acid 
• 72538-33-1 2-p-tolylnitroethane 
• 201230-82-2 carbon monoxide 
• 78-94-4 methyl vinyl ketone 
• 104-82-5 4-Methylbenzyl chloride 
• 89980-67-6 p-methylbenzylmagnesium bromide 
• 112668-21-0 1-(4-methylphenyl)-2-nitro-hexan-5-one 
• 92631-28-2 1-(4-methylphenyl)-5-hexen-2-one 
• 136028-37-0 1-((1Z,4Z)-5-Chloro-2-methylsulfanyl-hexa-1,4-dienyl)-4-methyl-benzene 
• 130236-78-1 N-methoxy-N-methyl-2-(4-methylphenyl)acetamide 
• 130236-79-2 methylcyclopropenyllithium 
• 75-16-1 methylmagnesium bromide 

Downstream Products

• 75207-30-6 Methanesulfonic acid 1-[2-(2-methyl-[1,3]dithiolan-2-yl)-ethyl]-2-p-tolyl-propyl ester 
• 75207-28-2 6,6-(ethylenedithio)-2-p-tolylheptan-3-one 
• 75207-29-3 6,6-(ethylenedithio)-3-hydroxy-2-p-tolylheptane 
• 75207-31-7 6,6-(ethylenedithio)-2-p-tolylhept-2-ene 
• 75207-32-8 2-p-tolylhept-2-en-6-one 
• 75207-34-0 6-(4-methylphenyl)-2-heptanone 
• 55873-31-9 3,3-dimethyl-2-p-tolylcyclopentenone 
• 70855-14-0 3-methyl-2-(4-methylphenyl)-2-cyclopenten-1-one 

Relevant articles and documents

Pd(0)-Catalyzed Conjugate Addition of Benzylzinc Chlorides to α,β-Enones in An Atmosphere of Carbon Monoxide: Preparation of 1,4-Diketones

Pd(0)-catalyzed conjugate addition of benzylzine chloride to methyl vinyl ketone in the presence of chlorotrimethylsilane and lithium chloride in an atmosphere of carbon monoxide at room temperature afforded 1-phenyl-2,5-hexanedione monosilyl enol ether. In this catalytic carbonylation, four components are connected in one reaction. Successive acidic workup generated a variety of 1,4-diketones from substituted benzylzine chlorides or related compounds and α,β-enones. Some products were converted to cyclopentenones or five-membered heterocyclic compounds containing an N, O, or S atom.

A facile synthesis of 1,4-diketones

1,4-Diketones may conveniently be synthesized by the addition of 2-methylcyclopropenyllithium to N-methoxy-N-methylcarboxamides followed by hydrolysis of intermediate cyclopropyl ketone adducts on silica gel. The new method has been applied to the synthesis of cis-jasmone.

AN IMPROVED, SIMPLE SYNTHESIS OF 3-METHYL-2-(4-METHYLPHENYL) CYCLOPENTEN-2-ONE: AN IMPORTANT INTERMEDIATE IN CUPARENE SYNTHESIS

Conjugate addition of phenyl-1-methyl-4-(2-nitroethyl) to methyl vinyl ketone in presence of basic alumina, following by Nef reaction and basic cyclization, affords 3-methyl-2-(4-methyl phenyl) cyclopenten-2-one in good yield.