25181-26-4

Basic information

• Product Name: (1α,2β,3β)-1,2-dimethyl-3-phenylcyclopropane
• Synonyms: (1α,2β,3β)-1,2-dimethyl-3-phenylcyclopropane
• CAS NO: 25181-26-4
• Molecular Weight: 146.232
• Mol File: 25181-26-4.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (1α,2β,3β)-1,2-dimethyl-3-phenylcyclopropane(CAS DataBase Reference)
• NIST Chemistry Reference: (1α,2β,3β)-1,2-dimethyl-3-phenylcyclopropane(25181-26-4)
• EPA Substance Registry System: (1α,2β,3β)-1,2-dimethyl-3-phenylcyclopropane(25181-26-4)

Safety Data

• Hazardous Substances Data: 25181-26-4(Hazardous Substances Data)

Upstream product

• 624-64-6 trans-2-Butene 
• 100-52-7 benzaldehyde 
• 1666-17-7 benzaldehyde p-toluenesulfonylhydrazone 
• 100-44-7 benzyl chloride 
• 1439-07-2 trans-Stilbene oxide 
• 618-31-5 benzylidene dibromide 
• 908094-04-2 phenyldiazomethane 
• 590-18-1 (Z)-2-Butene 
• 7653-96-5 r-1-phenyl-cis-2,cis-3-dimethylcyclopropane 
• 108964-91-6 (1RS,2RS,3SR)-2-methyl-3-trimethylstannyl-1-phenyl-1-butanol 

Downstream Products

• 125830-10-6 (2S*,3R*)-2,3-dimethyl-4-phenylbutanecarbonitrile 
• 7653-96-5 r-1-phenyl-cis-2,cis-3-dimethylcyclopropane 
• 79101-72-7 3-Methyl-4-phenylhexan 
• 7653-95-4 1,2-cis,trans-Dimetrhyl-3-phenylcyclopropan 
• 1499-63-4 (2S*,3R*)-3-methyl-4-phenyl-2-butanol 
• 125830-08-2 (2R*,3R*)-2-methoxy-3-methyl-4-phenylbutane 
• 1499-63-4 (2R*,3R*)-3-methyl-4-phenyl-2-butanol 
• 125830-10-6 (2R*,3R*)-2,3-dimethyl-4-phenylbutanecarbonitrile 
• 125830-08-2 (2S*,3R*)-2-methoxy-3-methyl-4-phenylbutane 
• 38332-19-3 1,cis-2-Dimethyl-trans-3-(p-nitrophenyl)-cyclopropan 

Relevant articles and documents

THE STEREOCHEMISTRY OF ATTACK BY A CARBON ELECTROPHILE ON A TIN-CARBON BOND

In the cyclisation of the 5-stannyl aldehyde (3), the cyclopentanol ring (4) is formed with retention of configuration at the carbon * bearing the stannyl group.

THE STEREOCHEMISTRY OF THE INTRAMOLECULAR ELECTROPHILIC ATTACK OF AN ALDEHYDE ON A CARBON-TIN BOND

The cyclopentane-forming reaction (20-43) of (4RS,5SR)-2,2,4-trimethyl-5-trimetstannylhexanal takes place with retention of configuration at the carbon atom undergoing electrophilic substitution, in contrast to similar cyclopropane-forming reactions (e.g. 47-48), which take place with inversion of configuration.The hydride transfer (24-45) of the 4RS,5RS diastereoisomeric hexanal takes place from a conformation with hydride anti to the stannyl group.In the case of reacions which might have formed four-membered rings, fragmentation takes place (16-28 and 17-30).The presence of a phenyl ring on the carbon carrying the stannyl group interferes with the reactions designed to test the stereochemistry of the SE2 reaction, diverting the reaction to the formation of tetralins (10-26 and 34-38) or benzcycloheptenes (34-37).

Regioselectivity in the Addition of Singlet and Triplet Carbenes to 1,1-Dimethylallene. A Probe for Carbene Multiplicity

Singlet carbenes add preferentially to the more substituted bond of 1,1-dimethylallene (1), to give methylenecyclopropanes 3 as the major product.In contrast, many triplet carbenes add with differing regioselectivity, giving the thermodynamically preferre