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 
• 90533-81-6 3-phenyl-pyrazolidine 
• 186581-53-3 diazomethane 
• 67-66-3 chloroform 
• 300-57-2 allylbenzene 
• 36456-49-2 2-Phenyl-1,3-dithiolane 1,1,3,3-tetraoxide 
• 110-82-7 cyclohexane 
• 84564-98-7 peracide phenyl-2-cyclopropane carboxyloque cis 

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 
• 13125-59-2 3-methoxy-1-phenylpropan-1-ol 
• 26278-67-1 1,3-dimethoxy-1-phenylpropane 
• 16510-81-9 3-methoxy-3-phenyl-propan-1-ol 

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

Zn-Mediated Hydrodeoxygenation of Tertiary Alkyl Oxalates

Herein we describe a general, mild, and scalable method for hydrodeoxygenation of readily accessible tertiary alkyl oxalates by Zn/silane under Ni-catalyzed conditions. The reduction method is suitable for an array of structural motifs derived from tertiary alcohols that bear diverse functional groups, including the synthesis of a key intermediate en route to estrone.

Cooperative NHC/Photoredox Catalyzed Ring-Opening of Aryl Cyclopropanes to 1-Aroyloxylated-3-Acylated Alkanes

Cyclopropanes are an important class of building blocks in organic synthesis. Herein, a ring-opening/arylcarboxylation/acylation cascade reaction for the 1,3-difunctionalization of aryl cyclopropanes enabled by cooperative NHC and organophotoredox catalysis is reported. The cascade works on monosubstituted cyclopropanes that are in contrast to the heavily investigated donor–acceptor cyclopropanes more challenging to be difunctionalized. The key step is a radical/radical cross coupling of a benzylic radical generated in the photoredox catalysis cycle with a ketyl radical from the NHC catalysis cycle. The transformation features metal-free reaction conditions and tolerates a diverse range of functionalities.