21603-24-7

Basic information

• Product Name: 1-Cyclopropene-1-carboxylic acid, 3,3-dimethyl-2-phenyl-, methyl ester
• CAS NO: 21603-24-7
• Molecular Formula: C13H14O2
• Molecular Weight: 202.253
• Mol File: 21603-24-7.mol

Chemical Properties

• CAS DataBase Reference: 1-Cyclopropene-1-carboxylic acid, 3,3-dimethyl-2-phenyl-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Cyclopropene-1-carboxylic acid, 3,3-dimethyl-2-phenyl-, methyl ester(21603-24-7)
• EPA Substance Registry System: 1-Cyclopropene-1-carboxylic acid, 3,3-dimethyl-2-phenyl-, methyl ester(21603-24-7)

Safety Data

• Hazardous Substances Data: 21603-24-7(Hazardous Substances Data)

Upstream product

• 58486-12-7 1-Chlor-2,2-dimethyl-t-3-phenyl-r-1-cyclopropancarbonsaeure-tert-butylester 
• 58486-11-6 1-Chlor-2,2-dimethyl-t-3-phenyl-r-1-cyclopropancarbonsaeure 
• 4460-46-2 3-chloro-3-phenyl-3H-diazirine 
• 924-50-5 Methyl 3,3-dimethylacrylate 
• 21603-21-4 methyl 3,3-dimethyl-4-phenyl-3H-pyrazole-5-carboxylate 
• 75-05-8 acetonitrile 
• 4891-38-7 phenylpropynoic acid methyl ester 
• 2684-60-8 2-diazopropane 
• 104290-61-1 2-Chloro-3,3-dimethyl-2-phenyl-cyclopropanecarboxylic acid methyl ester 
• 21603-20-3 methyl 3,3-dimethyl-5-phenyl-3H-pyrazole-4-carboxylate 
• 58486-15-0 3,3-Dimethyl-2-phenyl-1-cyclopropen-1-carbonsaeure-tert-butylester 
• 124-41-4 sodium methylate 

Downstream Products

• 83831-92-9 1,2-dicarbomethoxy-3,4-diphenyl-5,5-dimethyl-1,3-cyclopentadiene 
• 83831-87-2 Dimethyl 2,7-dimethyl-3,6-diphenylocta-2,4(E),6-triene-4,5-dicarboxylate 
• 92421-14-2 trans-3-Phenyl-4-methyl-2-penten-1-al 
• 92421-15-3 cis-3-Phenyl-4-methyl-2-penten-1-al 
• 99376-60-0 5-phenyl-4-penten-1-yl 3,3-dimethyl-2-phenylcyclopropenecarboxylate 
• 99376-56-4 4-phenyl-3-buten-1-yl 3,3-dimethyl-2-phenylcyclopropenecarboxylate 
• 99376-53-1 3-phenyl-2-propen-1-yl 3,3-dimethyl-2-phenylcyclopropenecarboxylate 
• 99376-58-6 3-buten-1-yl 3,3-dimethyl-2-phenylcyclopropenecarboxylate 
• 83831-91-8 exo-1,2-dicarbomethoxy-5,5-dimethyl-endo-3,4-diphenylbicyclo<2.1.0>pentane 
• 83831-86-1 Dimethyl 2,7-dimethyl-3,6-diphenylocta-2,4(Z),6-triene-4,5-dicarboxylate 
• 83831-85-0 Dimethyl 4,5-diphenyl-3,3,6,6-tetramethylcyclohexa-1,4-diene-1,2-dicarboxylate 
• 83831-84-9 1,4-dicarbomethoxy-2,2-dimethyl-3-phenyl-4-(1'-phenyl-2'-methylprop-1'-enyl)bicyclo<1.1.0>butane 
• 83831-84-9 1,2-Dicarbomethoxy-4,4-dimethyl-2-(2-methyl-1-phenyl-1-propenyl)-3-phenylbicyclo<1.1.0>butane 
• 92421-12-0 (Z)-1-Carbomethoxy-3-methyl-2-phenyl-1,3-butadiene 

Relevant articles and documents

Photoinduced electron transfer reactions of 3H-pyrazole derivatives. Formation of solvent adduct by specific sensitizer

3H-pyrazoles were photolyzed in the presence of 2,4,6-triphenylpyrylium tetrafluoroborate (TPP+) or 9,10-dicyanoanthracene (DCA) as a sensitizer. The obtained products were different depending on the sensitizers employed. The cyclopropene deriv

Photoinduced electron transfer reaction of 3,3-Dimethyl-3H-pyrazoles: The formation of solvent adducts through cyclopropene derivatives

3,3-Dimethyl-3H-pyrazoles were photolyzed, and in the presence of 2,4,6-triphenylpyrylium tetrafluoroborate (TPP+) as a sensitizer in acetonitrile; in addition to cyclopropenes, 2H-pyrroles were obtained as solvent adducts to 1,3-radical cation intermediate.

RING OPENING AND RING ENLARGEMENT OF A CYCLOPROPENE CARBOXYLIC ACID

3,3-Dimethyl-2-phenyl-cyclopropenecarboxylic acid 4 is prepared, starting with chlorophenyldiazirine 1.With acids 4 yields the open chain carboxylic acids 5, 6 and 7.Thionylchloride leads to the cyclobutenone 10, DCC to the acid anhydrides 11 and 13.

Cycloaddition Reactions of Strained Ring Systems. Photochemistry of 1-Phenyl-2-carbomethoxy-3,3-dimethylcyclopropene

The sensitized irradiation of 1-phenyl-2-carbomethoxy-3,3-dimethylcyclopropene produced two novel photodimers.The minor product can be explained in terms of an initial bond formation to give a diradical intermediate.Collapse of the diradical furnishes a tricyclohexane which undergoes a subsequent cycloreversion to give a 1,4-cyclohexadiene derivative.The major photodimer is derived by cyclopropyl ring opening of the initially produced diradical followed by cyclization to give a bicyclobutane derivative.Direct irradiation of 1-phenyl-2-carbomethoxy-3,3-dimethylcyclopropene afforded a mixture of 1-carbomethoxy-3,3-dimethyl-1-phenylallene, 1-carbomethoxy-3-methyl-2-phenylbutadiene, and 2-carbomethoxy-3-methyl-1-phenylbutadiene.The formation of the three products can be rationalized in terms of a vinylcarbene intermediate which inserts into the adjacent methyl group.The product distribution favors cleavage of the carbomethoxy substituted ?-bond of the cyclopropene ring.This regioselectivity can be attributed to a funneling of the excited singlet state of the cyclopropene to the energy surface of the higher lying carbene state.The photochemical and thermal behavior of several hydroxyalkyl substituted cyclopropenes derived from 1-phenyl-2-carbomethoxy-3,3-dimethylcyclopropene was also studied and the results obtained were compared to the reactions in the carbomethoxy series.