120383-85-9

Basic information

• Product Name: Benzene, 1-(cyclopropylmethyl)-4-nitro-
• CAS NO: 120383-85-9
• Molecular Formula: C10H11NO2
• Molecular Weight: 177.203
• Mol File: 120383-85-9.mol

Chemical Properties

• CAS DataBase Reference: Benzene, 1-(cyclopropylmethyl)-4-nitro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-(cyclopropylmethyl)-4-nitro-(120383-85-9)
• EPA Substance Registry System: Benzene, 1-(cyclopropylmethyl)-4-nitro-(120383-85-9)

Safety Data

• Hazardous Substances Data: 120383-85-9(Hazardous Substances Data)

Upstream product

• 1065010-87-8 potassium cyclopropyltrifluoroborate 
• 100-14-1 4-nitrobenzyl chloride 
• 61081-34-3 methyl 4-nitrobenzylsulfone 
• 26798-33-4 (p-nitrophenyl)methanethiol 
• 24176-70-3 4-[(methylsulfonyl)methyl]aniline 
• 90296-28-9 4-(thiomethyl)aniline 
• 939-78-6 2-benzyl-1,1-dichlorocyclopropane 
• 300-57-2 allylbenzene 
• 401584-82-5 1-cyclopropylmethyl-4-(1-methylethyl)benzene 
• 1667-00-1 benzylcyclopropane 

Downstream Products

• 120383-89-3 trifluoroacetate of 1-(p-nitrophenyl)-2-butanol 
• 1412494-29-1 5-(4-nitrobenzyl)-4,5-dihydroisoxazole 

Relevant articles and documents

Suzuki coupling of potassium cyclopropyl- and alkoxymethyltrifluoroborates with benzyl chlorides

Efficient Csp3-Csp3 Suzuki couplings have been developed with both potassium cyclopropyl- and alkoxymethyltrifluoroborates. Moderate to good yields have been achieved in the cross-coupling of potassium cyclopropyltrifluoroborate with benzyl chlorides possessing electron-donating or electron-withdrawing substituents. Benzyl chloride was also successfully cross-coupled to potassium alkoxymethyltrifluoroborates derived from primary, secondary, and tertiary alcohols.

Transformations of para-substituted benzylcyclopropanes, allylbenzenes, and diphenylmethanes under nitration with nitric acid in acetic anhydride

Electrophilic nitration of benzylcyclopropanes, allylbenzenes, and diphenylmethanes containing ortho, para-orienting substituents in the para position of the benzene ring results mainly in replacement of the cyclopropylmethyl, allyl, or benzyl group, respectively (ipso substitution). The nitration of 4-cyclopropylallylbenzene is not accompanied by nitrodealkylation, and the products are only 2- and 3-nitro-4-cyclopropylallylbenzenes.

Optionally substituted 6,8-quinolines

A compound of the formula STR1 wherein: R1 is independently selected from hydrogen, lower-alkyl, cycloalkyl, cycloalkyl lower-alkyl, lower-alkoxy, formyl, (lower-alkyl)-hydroxylmethyl, aryl, benzyl, arylmethyl, pyridylmethyl, where aryl, benzyl, arylmethyl and pyridylmethyl are unsubstituted or independently mono, di or tri substituted with hydrogen, hydroxy, thiol, amino, halo, nitro, lower-alkylthio, lower-alkoxy, mono-lower-alkylamino, di-lower-alkylamino, hydroxycarbonyl, lower-alkoxycarbonyl, hydroxysulfonyl, lower-alkoxysulfonyl, lower-alkylsulfonyl, lower-alkylsulfinyl, trifluoromethyl, cyano, tetrazoyl, carbamoyl, lower-alkylcarbamoyl, and di-lower-alkylcarbamoyl; and R2, R3, R4, R5 and R6 are as set forth in the specification.

BENZYL- and 2- AND 4-NITROBENZYLCYCLOPROPANES AND THEIR REACTION WITH ORGANIC ACIDS

The nitration of benzylcyclopropane and its transformations in organic acids were studied.Under the conditions of electrophilic nitration the small ring is preserved, while the ratio of the o- and p-nitrophenyl derivatives amounts to 1.1:1.The reaction of benzylcyclopropane with formic and acetic acids takes place with the addition of the fragments of the acids at the 1,2-bond of the three-carbon ring; o- and p-nitrobenzylcyclopropanes do not react with formic and acetic acids, with trifluoroacetic acid they form trifluoroacetates, and in the case of the ortho-substituted isomer nucleophilic assistance from the nitro group is observed.