768-49-0

Basic information

• Product Name: 2-METHYL-1-PHENYLPROPENE
• Synonyms: ISOCROTYLBENZENE;(2-METHYLPROPENYL)BENZENE;2-METHYL-1-PHENYL-1-PROPENE;2-METHYL-1-PHENYLPROPENE;(2-methyl-1-propenyl)-benzen;(2-Methyl-1-propenyl)benzene;1,1-Dimethyl-2-phenylethylene;1-Phenyl-2-methylpropene
• CAS NO: 768-49-0
• Molecular Formula: C₁₀H₁₂
• Molecular Weight: 132.2
• EINECS: 212-194-6
• Product Categories: Propanes/propenes
• Mol File: 768-49-0.mol
• Article Data: 141

Chemical Properties

• Melting Point: −50-−48 °C(lit.)
• Boiling Point: 187-188 °C(lit.)
• Flash Point: 138 °F
• Appearance: /
• Density: 0.901 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.849mmHg at 25°C
• Refractive Index: n20/D 1.539(lit.)
• Storage Temp.: 2-8°C
• BRN: 1902046
• CAS DataBase Reference: 2-METHYL-1-PHENYLPROPENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-1-PHENYLPROPENE(768-49-0)
• EPA Substance Registry System: 2-METHYL-1-PHENYLPROPENE(768-49-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: UN 3295 3/PG 3
• WGK Germany: 3
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 768-49-0(Hazardous Substances Data)

Usage

Description

2-METHYL-1-PHENYLPROPENE, also known as 2-Methyl-1-phenylpropene, is an organic compound with the molecular formula C10H12. It is a colorless to pale yellow liquid with a distinctive aromatic odor. 2-METHYL-1-PHENYLPROPENE is characterized by its unique chemical structure, which consists of a phenyl group attached to a propene chain with a methyl group at the 2nd position. Its chemical properties make it a versatile building block for the synthesis of various organic compounds.

Uses

2-METHYL-1-PHENYLPROPENE is used as a synthetic intermediate for the preparation of various organic compounds, including:
1. Used in Pharmaceutical Industry:
2-METHYL-1-PHENYLPROPENE is used as a key intermediate for the synthesis of pharmaceutical compounds. Its unique structure allows for the development of new drugs with potential therapeutic applications.
2. Used in Chemical Industry:
2-METHYL-1-PHENYLPROPENE is used as a building block for the synthesis of various chemical products, such as dyes, pigments, and additives. Its versatility in chemical reactions enables the creation of a wide range of specialty chemicals.
3. Used in Flavor and Fragrance Industry:
2-METHYL-1-PHENYLPROPENE is used as a starting material for the production of fragrances and flavor compounds. Its aromatic properties make it a valuable component in the creation of unique scents and tastes.
4. Used in the Preparation of 2-Bromo-2-Methyl-1-Phenylpropan-1-ol and 1-Bromo-2-Methyl-1-Phenylpropan-2-ol:
2-METHYL-1-PHENYLPROPENE is used as a starting material for the synthesis of 2-bromo-2-methyl-1-phenylpropan-1-ol and 1-bromo-2-methyl-1-phenylpropan-2-ol. These compounds have potential applications in various fields, such as pharmaceuticals, agrochemicals, and materials science.

Synthesis Reference(s)

Journal of the American Chemical Society, 111, p. 3069, 1989 DOI: 10.1021/ja00190a053Tetrahedron Letters, 25, p. 271, 1984 DOI: 10.1016/S0040-4039(00)99859-9The Journal of Organic Chemistry, 55, p. 5619, 1990 DOI: 10.1021/jo00308a021

InChI:InChI=1/C10H12/c1-9(2)8-10-6-4-3-5-7-10/h3-8H,1-2H3

Upstream product

• 110-86-1 pyridine 
• 1754-74-1 2-chloro-2-methyl-1-phenylpropane 
• 91-22-5 quinoline 
• 57181-82-5 4-bromo-isobutylbenzene 
• 75-44-5 phosgene 
• 60-29-7 diethyl ether 
• 515-40-2 neophyl chloride 
• 100-86-7 2-Methyl-1-phenyl-2-propanol 
• 2173-69-5 2-methyl-2-phenyl-propan-1-ol 
• 33950-46-8 1-phenyl-2,2-dimethyl-1,3-propanediol 
• 23985-59-3 3-hydroxy-2,2-dimethyl-3-phenylpropanoic acid 
• 60-35-5 acetamide 
• 127-09-3 sodium acetate 
• 64-19-7 acetic acid 

Downstream Products

• 50672-13-4 (±)-trans-2,2-dimethyl-3-phenylcyclopropanecarboxylic acid 
• 50672-13-4 (+/-)-2,2-dimethyl-3c-phenyl-cyclopropane-r-carboxylic acid 
• 6052-53-5 3-Methyl-4-phenyl-3-butensaeure 
• 52117-13-2 N-(1,1-dimethyl-2-phenyl-ethyl)-formamide 
• 10152-58-6 2,2-dimethyl-3-phenyloxirane 
• 10269-25-7 4-methyl-5-phenyl-1,2-dithiole-3-thione 
• 538-93-2 1-phenyl-2-methylpropane 
• 1678-98-4 isobutylcyclohexane 
• 3805-10-5 2,2-(dimethyl)-2-phenylacetaldehyde 
• 20907-13-5 2-methyl-1-phenylpropane-1,2-diol 
• 35293-36-8 2,2,3,3-tetramethyl-1,4-diphenyl-butane 
• 344306-81-6 1,1-dimethyl-2,3-diphenyl-cyclopropane 
• 7653-94-3 1,1-dimethyl-2-phenylcyclopropane 
• 5912-93-6 1-bromo-2-methyl-1-phenyl-1-propene 

Relevant articles and documents

Method for synthesizing alkyl olefin through coupling of double-bond carbon-hydrogen bond and saturated carbon-hydrogen bond

The invention discloses a method for synthesizing alkyl olefin through coupling of a double-bond carbon-hydrogen bond and a saturated carbon-hydrogen bond. According to to the method, one-pot reactionis implemented on olefin and sulfoxide in the presence of ferric salt and hydrogen peroxide to generate alkyl olefin; in the method, sulfoxide is simultaneously used as a hydrocarbylation reagent anda solvent of olefin, and a reaction product is alkyl olefin from sulfoxide alkyl coupled with olefin carbon atoms, so that an olefin carbon chain is increased; the reaction conditions are mild, the selectivity is good, the yield is high, and industrial production is facilitated.

Organocatalytic epoxidation and allylic oxidation of alkenes by molecular oxygen

Pyrrole-proline diketopiperazine (DKP) acts as an efficient mediator for the reduction of dioxygen by Hantzsch ester under mild conditions to allow the aerobic metal-free epoxidation of electron-rich alkenes. Mechanistic crossovers are underlined, explaining the dual role of Hantzsch ester as a reductant/promoter of the DKP catalyst and a simultaneous competitor for the epoxidation of alkenes when HFIP is used as a solvent. Expansion of this protocol to the synthesis of allylic alcohols was achieved by adding a catalytic amount of selenium dioxide as an additive, revealing a superior method to the classical application of t-BuOOH as a selenium dioxide oxidant.

A Relay Strategy Actuates Pre-Existing Trisubstituted Olefins in Monoterpenoids for Cross-Metathesis with Trisubstituted Alkenes

A retrosynthetic disconnection-reconnection analysis of epoxypolyenes - substrates that can undergo cyclization to podocarpane-type tricycles - reveals relay-actuated Δ6,7-functionalized monoterpenoid alcohols for ruthenium benzylidene catalyzed olefin cross-metathesis with homoprenyl benzenes. Successful implementation of this approach provided several epoxypolyenes as expected (E/Z, ca. 2-3:1). The method is further generalized for the cross-metathesis of pre-existing trisubstituted olefins in other relay-actuated Δ6,7-functionalized monoterpenoid alcohols with various other trisubstituted alkenes to form new trisubstituted olefins. Epoxypolyene cyclization of an enantiomerically pure, but geometrically impure, epoxypolyene substrate provides an enantiomerically pure, trans-fused, podocarpane-type tricycle (from the E-geometrical isomer).