873-49-4

Basic information

• Product Name: CYCLOPROPYLBENZENE
• Synonyms: PHENYLCYCLOPROPANE;1-CYCLOPROPYLBENZENE;CYCLOPROPYLBENZENE;1-Phenylcyclopropane;Cyclopropane, phenyl-;Cyclopropylbenzen;BENZENE,CYCLOPROPYL-
• CAS NO: 873-49-4
• Molecular Formula: C₉H₁₀
• Molecular Weight: 118.18
• EINECS: 212-839-1
• Product Categories: Arenes;Building Blocks;Chemical Synthesis;Organic Building Blocks
• Mol File: 873-49-4.mol
• Article Data: 78

Chemical Properties

• Melting Point: -31°C
• Boiling Point: 173.6 °C753 mm Hg(lit.)
• Flash Point: 111 °F
• Appearance: /
• Density: 0.94 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.55mmHg at 25°C
• Refractive Index: n20/D 1.533(lit.)
• Storage Temp.: Room temperature.
• CAS DataBase Reference: CYCLOPROPYLBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: CYCLOPROPYLBENZENE(873-49-4)
• EPA Substance Registry System: CYCLOPROPYLBENZENE(873-49-4)

Safety Data

• Statements: 10
• Safety Statements: 16
• RIDADR: UN 3295 3/PG 3
• WGK Germany: 3
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 873-49-4(Hazardous Substances Data)

Usage

General Description

Cyclopropylbenzene is a cyclopropylarene and its oxidation by rabbit liver microsomal cytochrome P-450 has been studied. Gas-phase structure of cyclopropylbenzene has been studied by ab initio computational, microwave spectroscopic and electron diffraction techniques.

InChI:InChI=1/C9H10/c1-2-4-8(5-3-1)9-6-7-9/h1-5,9H,6-7H2

Upstream product

• 100-42-5 styrene 
• 75-11-6 diiodomethane 
• 14371-10-9 (E)-3-phenylpropenal 
• 2415-80-7 1,1-dichloro-2-phenylcyclopropane 
• 6120-95-2 1-phenyl-1-cyclopropane carboxylic acid 
• 124-41-4 sodium methylate 
• 17714-42-0 1,3-dibromo-1-phenylpropane 
• 300-57-2 allylbenzene 
• 110-82-7 cyclohexane 
• 84564-98-7 peracide phenyl-2-cyclopropane carboxyloque cis 
• 84564-98-7 peracide phenyl-2-cyclopropane carboxyloque trans 
• 3234-51-3 1,1-dibromo-2-phenylcyclopropane 
• 36617-02-4 1-bromo-2-phenylcyclopropane 
• 76346-07-1 (E)-4,4'-(but-1-ene-1,3-diyl)bis(nitrobenzene) 

Downstream Products

• 73326-58-6 3-methoxy-3-phenyl-propylmercury ⁽¹⁺⁾; chloride 
• 124483-42-7 3-methoxy-3-phenyl-propylmercury ⁽¹⁺⁾; cyanide 
• 1530-03-6 1,1-diphenylpropane 
• 6921-44-4 4-nitrophenylcyclopropane 
• 10292-65-6 2-nitrophenylcyclopropane 
• 4489-23-0 1-bromo-4-(prop-1-en-1-yl)benzene 
• 2114-36-5 1-bromopropylbenzene 
• 17714-42-0 1,3-dibromo-1-phenylpropane 
• 27238-93-3 1-methoxy-4-(1-phenylpropyl)benzene 
• 6921-45-5 1-(4-cyclopropylphenyl)ethanone 
• 34835-98-8 1-phenyl-1-p-tolyl-propane 
• 21040-45-9 Cinnamyl acetate 
• 62296-03-1 rac-3-acetoxy-1-phenylpropan-1-ol 
• 4850-49-1 1-phenyl-1,3-propanediol 

Relevant articles and documents

S-Alkylation of α-Thioether Iron Compounds by + and +

Treatment of the thiomethyl complexes (R=Me or Ph0 with + or (CO)2(=CH2)>+ results in S-alkylation, affording the sulphonium salts >+ and Fe(η-C5Me

Dichloromethane activation by chlorochromium(II) complexes with TpiPr2: Generation of an electrophilic Cr-methylene species without the action of an external Cl-abstraction reagent

Five-coordinated chlorochromium(II) complexes with TpiPr2 activate CH2Cl2 to give a metal-carbene species without the action of an external Cl-abstraction reagent, and the resulting methylene fragment is trapped by nucleop

Direct Deamination of Primary Amines via Isodiazene Intermediates

We report here a reaction that selectively deaminates primary amines and anilines under mild conditions and with remarkable functional group tolerance including a range of pharmaceutical compounds, amino acids, amino sugars, and natural products. An anomeric amide reagent is uniquely capable of facilitating the reaction through the intermediacy of an unprecedented monosubstituted isodiazene intermediate. In addition to dramatically simplifying deamination compared to existing protocols, our approach enables strategic applications of iminium and amine-directed chemistries as traceless methods. Mechanistic and computational studies support the intermedicacy of a primary isodiazene which exhibits an unexpected divergence from previously studied secondary isodiazenes, leading to cage-escaping, free radical species that engage in a chain, hydrogen-atom transfer process involving aliphatic and diazenyl radical intermediates.

Air-Stable Iron-Based Precatalysts for Suzuki-Miyaura Cross-Coupling Reactions between Alkyl Halides and Aryl Boronic Esters

The development of an air-stable iron(III)-based precatalyst for the Suzuki-Miyaura cross-coupling reaction of alkyl halides and unactivated aryl boronic esters is reported. Despite benefits to cost and toxicity, the proclivity of iron(II)-based complexes to undergo deactivationviaoxidation or hydrolysis is a limiting factor for their widespread use in cross-coupling reactions compared to palladium-based or nickel-based complexes. The new octahedral iron(III) complex demonstrates long-term stability on the benchtop as assessed by a combination of1H NMR spectroscopy, M?ssbauer spectroscopy, and its sustained catalytic activity after exposure to air. The improved stability of the iron-based catalyst facilitates an improved protocol in which Suzuki-Miyaura cross-coupling reactions of valuable substrates can be assembled without the use of a glovebox and access a diverse scope of products similar to reactions assembled in the glovebox with iron(II)-based catalysts.