4132-77-8

Basic information

• Product Name: 1,2-dimethyl-4-(propan-2-yl)benzene
• Synonyms: 1,2-Dimethyl-4-isopropylbenzene; 3,4-Dimethylcumene; 4-Isopropyl-1,2-dimethylbenzene; 4-Isopropyl-o-xylene; Benzene, 1,2-dimethyl-4- (1-methylethyl)-; benzene, 1,2-dimethyl-4-(1-methylethyl)-; Benzene, 4-isopropyl-1,2-dimethyl-; Cumene, 3,4-dimethyl-
• CAS NO: 4132-77-8
• Molecular Formula: C₁₁H₁₆
• Molecular Weight: 148.2447
• Mol File: 4132-77-8.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 200.6°C at 760 mmHg
• Flash Point: 68°C
• Density: 0.861g/cm³
• Vapor Pressure: 0.456mmHg at 25°C
• Refractive Index: 1.493
• CAS DataBase Reference: 1,2-dimethyl-4-(propan-2-yl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-dimethyl-4-(propan-2-yl)benzene(4132-77-8)
• EPA Substance Registry System: 1,2-dimethyl-4-(propan-2-yl)benzene(4132-77-8)

Safety Data

• Hazardous Substances Data: 4132-77-8(Hazardous Substances Data)

Usage

Molecular structure

Aromatic hydrocarbon with two methyl groups at the 1st and 2nd carbon positions and a propyl group at the 4th carbon position

Physical state

Colorless liquid

Odor

Strong, pleasant

Natural occurrence

Found in essential oils of plants like cumin, thyme, and oregano

Uses

a. Fragrance in perfumes and soaps
b. Antimicrobial, antifungal, and anti-inflammatory properties in pharmaceutical and cosmetic products
c. Flavoring agent in food and beverages

Safety precautions

Can be irritating to skin and eyes; should be handled with care

Upstream product

• 3724-65-0 2-butenoic acid 
• 95-47-6 o-xylene 
• 67-63-0 isopropyl alcohol 
• 60-29-7 diethyl ether 
• 1866-01-9 5-isopropyl-2-methylbenzyl chloride 
• 69719-44-4 (E)-2,5-Dimethyl-hepta-2,3,5-triene 
• 74-86-2 acetylene 
• 99-87-6 4-methylisopropylbenzene 
• 333-27-7 methyl trifluoromethanesulfonate 
• 108158-59-4 4-hydroxymethyl-2-carene borate ester 
• 15103-32-9 4-hydroxymethyl-2-carene 
• 64-19-7 acetic acid 
• 70424-76-9 trans-2-hydroxymethyl-3-carene 
• 123476-23-3 2-methylene-3-carene 

Downstream Products

• 95-47-6 o-xylene 
• 22539-65-7 2,3-dimethylcumene 
• 619-04-5 3,4-dimethylbenzoic acid 
• 40180-51-6 2-methyl-4-(1-methylethyl)-benzenemethanol 
• 1866-02-0 5-isopropyl-2-methyl-benzyl alcohol 
• 856806-24-1 4-(α-hydroxy-isopropyl)-phthalic acid 
• 2810-69-7 1,2,3,4-tetrabromo-5,6-dimethylbenzene 

Relevant articles and documents

Selective alkylation of xylenes by alcohols on zeolite catalysts

The peculiarities of catalytic performance of crystalline aluminosilicates of different types and compositions (X, Y including dealuminated Y′, mordenite, pentasil ZSM-5), as well as of amorphous aluminosilicate catalyst in conversion of xylene + alcohol mixtures were studied. New data were obtained for alkylation of o-xylene with tert-butyl alcohol, concerning controlling the selectivity and stability of the zeolite catalysts in reactions proceeding with the participation of water, including the water evolved during the reaction, in particular by controlling the acidic properties and hydrophobycity of the zeolites. A catalyst ensuring production of 1,2-dimethyl-4-tert-butylbenzene (DMTBB) with a 94% yield and selectivity of alcohol conversion to the target product of 94-97% was developed. The catalyst can be used as the basis for a high-performance and environmentally safe method for the synthesis of DMTBB. The catalysts developed can be also used for selective alkylation of o-xylene by C3-C5 alcohols and for alkylation of m-xylene by tert-butyl alcohol.

Conversions of allyl ethers in a superbasic medium

Conversions of alkyl allyl and terpenoid allyl ethers in a superbasic medium (dimethyl sulfoxide-potassium hydroxide) are studied. The ethers with an unbranched alkyl substituent isomerize into propenyl ethers, the ethers with a branched unsaturated substituent decompose to give a hydrocarbon, and diallyl ethers isomerize into allyl vinyl ethers whose Claisen rearrangement gives rise to aldehydes.

Thermal decomposition of 4-hydroxymethyl-2-carene esters

The kinetics of thermal decomposition of 2-caren-4-ylmethyl p-toluenesulfonate to 4-isopropenyl-1-methylbicyclo[4.1.0]hept-2-ene have been studied by 1H NMR spectroscopy. A mechanism is proposed, according to which the decomposition begins as a concerted process; the mechanism changes as p-toluenesulfonic acid accumulates in the mixture, and the process follows a ionic mechanism. Pyrolysis of esters formed by 4-hydroxymethyl-2-carene and boric acid is discussed in terms of the proposed mechanism.