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

Description

Cyclopropylbenzene is a cyclopropylarene, a type of aromatic compound with a cyclopropane ring fused to a benzene ring. It has been studied for its oxidation by rabbit liver microsomal cytochrome P-450, and its gas-phase structure has been analyzed using ab initio computational, microwave spectroscopic, and electron diffraction techniques.

Uses

Used in Chemical Synthesis:
Cyclopropylbenzene is used as a chemical intermediate in the synthesis of various organic compounds, such as pharmaceuticals, agrochemicals, and other specialty chemicals. Its unique structure allows for the formation of diverse chemical products through reactions like oxidation, reduction, and substitution.
Used in Research and Development:
Cyclopropylbenzene serves as a valuable compound in academic and industrial research for studying the properties and reactions of cyclopropylarenes. Its use in research helps to advance the understanding of the structure, reactivity, and potential applications of this class of compounds.
Used in Material Science:
Cyclopropylbenzene can be used as a building block for the development of new materials with specific properties, such as polymers with unique mechanical, thermal, or electrical characteristics. Its incorporation into polymer structures can lead to the creation of innovative materials for various applications.
Used in Pharmaceutical Industry:
Cyclopropylbenzene is used as a key component in the synthesis of certain pharmaceutical drugs. Its unique structure can contribute to the development of new drugs with improved efficacy, selectivity, and reduced side effects.
Used in Agrochemical Industry:
Cyclopropylbenzene can be utilized in the development of agrochemicals, such as pesticides and herbicides, with enhanced performance and reduced environmental impact. Its incorporation into agrochemical formulations can lead to the creation of more effective and sustainable products for agricultural use.

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 
• 110-82-7 cyclohexane 
• 84564-98-7 peracide phenyl-2-cyclopropane carboxyloque cis 
• 84564-98-7 peracide phenyl-2-cyclopropane carboxyloque trans 

Downstream Products

• 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 
• 20034-51-9 2-cyclopropylbenzaldehyde 
• 20034-50-8 4-cyclopropylbenzaldehyde 
• 20034-53-1 1-(chloromethyl)-4-cyclopropylbenzene 
• 62872-51-9 3-Hydroxy-3-(4-iodphenyl)propylacetat 
• 1901-26-4 3-methyl-4-phenyl-3-buten-2-one 
• 2046-33-5 3-methoxypropylbenzene 
• 26278-67-1 1,3-dimethoxy-1-phenylpropane 

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.