1138-48-3

Basic information

• Product Name: (cis)-1,1'-(1,2-cyclopropanediyl)bisbenzene
• Synonyms: (cis)-1,1'-(1,2-cyclopropanediyl)bisbenzene;(1R,2S)-1,2-Diphenylcyclopropane;(1S,2R)-1,2-Diphenylcyclopropane;1,1'-(1α,2α-Cyclopropanediyl)bisbenzene
• CAS NO: 1138-48-3
• Molecular Formula: C₁₅H₁₄
• Molecular Weight: 194.27166
• EINECS: 214-512-9
• Mol File: 1138-48-3.mol
• Article Data: 41

Chemical Properties

• Boiling Point: 285.73°C (rough estimate)
• Flash Point: 130.8°C
• Appearance: /
• Density: 1.0200 (estimate)
• Refractive Index: 1.5960
• CAS DataBase Reference: (cis)-1,1'-(1,2-cyclopropanediyl)bisbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: (cis)-1,1'-(1,2-cyclopropanediyl)bisbenzene(1138-48-3)
• EPA Substance Registry System: (cis)-1,1'-(1,2-cyclopropanediyl)bisbenzene(1138-48-3)

Safety Data

• Hazardous Substances Data: 1138-48-3(Hazardous Substances Data)

Usage

General Description

(cis)-1,1'-(1,2-cyclopropanediyl)bisbenzene is a chemical compound with the molecular formula C18H16. It is a cyclic compound consisting of a central cyclopropane ring with two benzene rings attached on either side. (cis)-1,1'-(1,2-cyclopropanediyl)bisbenzene is typically used as a building block for creating larger, more complex organic molecules. It is also used in laboratory research as a starting material for the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. The cis configuration of the compound indicates that the two benzene rings are oriented on the same side of the cyclopropane ring, giving the molecule a specific geometry and reactivity. Overall, (cis)-1,1'-(1,2-cyclopropanediyl)bisbenzene is an important intermediate in organic synthesis with a wide range of potential applications.

Upstream product

• 34462-03-8 cis-N-nitroso-2,4-diphenylazetidine 
• 34462-03-8 trans-N-nitroso-2,4-diphenylazetidine 
• 100-42-5 styrene 
• 100-52-7 benzaldehyde 
• 645-49-8 cis-stilben 
• 14094-12-3 tert-butyl methyl sulfone 
• 591-50-4 iodobenzene 
• 34862-96-9 3-bromro-1,3-diphenyl-1-propene 
• 10035-10-6 hydrogen bromide 
• 3412-44-0 (1E)-1,3-diphenylpropene 
• 14399-53-2 bis(iodomethyl)zinc 
• 908094-04-2 phenyldiazomethane 
• 201230-82-2 carbon monoxide 
• 24168-52-3 1,2-Diphenylcyclopropen 

Downstream Products

• 57786-92-2 acetic acid-(1,3-diphenyl-propyl ester) 
• 57786-91-1 1,3-diphenylpropane-1,3-diol diacetate 
• 17714-40-8 1,3-Dibromo-1,3-diphenylpropane 
• 65662-66-0 (cis)-1,2-Bis(p-bromophenyl)cyclopropane 
• 114424-51-0 3-(tert-butylperoxy)-1,3-diphenylpropyl acetate 
• 114424-49-6 cis-3,5-diphenyl-1,2-dioxolane 
• 114424-48-5 trans-3,5-diphenyl-1,2-dioxolane 
• 114424-52-1 d,l-1,3-bis(tert-butylperoxy)-1,3-diphenylpropane 
• 53215-16-0 3,5-diphenyl-4-nitro-1,2-oxazole 
• 2039-49-8 3,5-diphehylisoxazole 
• 4894-23-9 3,5-diphenyl-4,5-dihydro-isoxazole 
• 3412-44-0 1,3-diphenylpropene 
• 1081-75-0 1,3-diphenylpropane 
• 1138-47-2 trans-1,2-diphenylcyclopropane 

Relevant articles and documents

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Modular enantioselective synthesis of cis-cyclopropanes through self-sensitized stereoselective photodecarboxylation with benzothiazolines

Chiral cis-cyclopropanes are strained rigid analogues of alkyl chains, whose study and application are limited by their difficult synthesis. A modular approach from olefin materials is enabled by the discovery of the electron donor-acceptor (EDA) interaction between 2-substituted benzothiazolines and N-hydroxyphthalimide esters. These complexes are activated by visible light without photocatalysts, and the benzothiazoline reagent plays a triple role as a photoreductant, a stereoselective hydrogen-atom donor, and a Br?nsted acid. Beyond the enantioselective synthesis of cis-cyclopropanes, these results introduce benzothiazolines as accessible and easily tunable self-sensitized photoreductants.

Reductive Ring-Opening 1,3-Difunctionalizations of Arylcyclopropanes with Sodium Metal

Sodium dispersion promotes reductive ring opening of arylcyclopropanes. The presence of a reduction-resistant electrophile, such as methoxypinacolatoborane, epoxide, oxetane, paraformaldehyde, or chlorotrimethylsilane, during the reductive ring opening event leads to the formation of 1,3-difunctionalized 1-arylalkanes by immediate trappings of the resulting two reactive carbanions. In particular, the ring-opening 1,3-diborylations of arylcyclopropanes afford 1,3-diborylalkanes with high syn selectivity.