4920-99-4

Basic information

• Product Name: 1-ETHYL-3-ISO-PROPYLBENZENE
• Synonyms: 1-ETHYL-3-ISO-PROPYLBENZENE;1-ethyl-3-(1-methyl-ethyl)-benzene;3-ethylcumene;Benzene, 1-ethyl-3-(1-methylethyl)-;benzene,1-ethyl-3-(1-methylethyl)-;Cumene, m-ethyl-;cumene,m-ethyl-;BENZENE,1-ETHYL-3-(1-METHYLE
• CAS NO: 4920-99-4
• Molecular Formula: C₁₁H₁₆
• Molecular Weight: 148.24
• Mol File: 4920-99-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: -44.72°C (estimate)
• Boiling Point: 192°C
• Flash Point: 62.8°C
• Appearance: /
• Density: 0.8550
• Vapor Pressure: 0.679mmHg at 25°C
• Refractive Index: 1.4900
• CAS DataBase Reference: 1-ETHYL-3-ISO-PROPYLBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-ETHYL-3-ISO-PROPYLBENZENE(4920-99-4)
• EPA Substance Registry System: 1-ETHYL-3-ISO-PROPYLBENZENE(4920-99-4)

Safety Data

• Hazardous Substances Data: 4920-99-4(Hazardous Substances Data)

Usage

Physical state

Colorless liquid

Odor

Sweet, floral

Usage

Intermediate in the production of various chemicals

Primary application

Precursor in the synthesis of polymers and resins

Secondary application

Manufacturing of fragrances and flavors

Additional use

Solvent in industrial and commercial applications

Acute toxicity

Low

Health hazards

Prolonged exposure may cause irritation to skin, eyes, and respiratory system

Safety measures

Proper handling and safety measures should be observed when working with 1-ethyl-3-iso-propylbenzene

InChI:InChI=1/C11H16/c1-4-10-6-5-7-11(8-10)9(2)3/h5-9H,4H2,1-3H3

Upstream product

• 100-41-4 ethylbenzene 
• 75-26-3 isopropyl bromide 
• 187737-37-7 propene 
• 50777-51-0 (3-ethylphenyl)magnesium bromide 
• 2725-82-8 1-bromo-3-ethylbenzene 
• 592-88-1 diallyl sulphide 
• 106-94-5 propyl bromide 

Relevant articles and documents

Facile Hydrogenolysis of C(sp3)–C(sp3) σ Bonds

The modification of benzylic quaternary, tertiary, and secondary carbon centers through palladium-catalyzed hydrogenolysis of C(sp3)–C(sp3) σ bonds is presented. When benzyl Meldrum's acid derivatives bearing quaternary benzylic centers are treated under mild hydrogenolysis conditions – palladium on carbon and atmospheric pressure of hydrogen – aromatics substituted with tertiary benzylic centers and Meldrum's acid are obtained with good to excellent yield. Analogously, substrates containing tertiary or secondary benzylic centers yield aromatics substituted with secondary benzylic centers or toluene derivatives, respectively. Furthermore, this strategy is used for the high yielding synthesis of diarylmethanes. The scope of the reductive dealkylation reaction is explored and the limitations with respect to steric and electronic factors are determined. A mechanistic analysis of the reaction is described that consisted of deuterium labelling experiments and hydrogenolysis of enantioenriched derivatives. The investigation shows that the C(sp3)–C(sp3) σ bond-cleaving events occur through a hybrid SN1/SN2 mechanism, in which the palladium center displaces a carbon-based leaving group, namely Meldrum's acid, with inversion of configuration, followed by reductive elimination of palladium to furnish a C?H bond. (Figure presented.).

RELATIONSHIP GOVERNING THE ALKYLATION OF AROMATIC HYDROCARBONS WITH ALLYL CHLORIDE AND BROMIDE IN THE PRESENCE OF SULFURIC ACID

The kinetic relationships governing the alkylation of aromatic hydrocarbons by allyl chloride and allyl bromide in the presence of sulfuric acid were studied.It was established that the reactivity of the aromatic hydrocarbons varies in relation to the "activity" of the allyl halides in the order allyl chloride > allyl bromide > propylene.