35896-11-8

Basic information

• Product Name: 1,3-dicyclopropylbenzene
• Synonyms: 1,3-dicyclopropylbenzene
• CAS NO: 35896-11-8
• Molecular Weight: 158.243
• Mol File: 35896-11-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,3-dicyclopropylbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-dicyclopropylbenzene(35896-11-8)
• EPA Substance Registry System: 1,3-dicyclopropylbenzene(35896-11-8)

Safety Data

• Hazardous Substances Data: 35896-11-8(Hazardous Substances Data)

Upstream product

• 41082-07-9 1,3-bis(2,2-dichlorocyclopropyl)benzene 
• 6082-86-6 3,3′-(1,3-phenylene)dipropionic acid 
• 108-57-6 1,3-divinylbenzene 
• 74692-89-0 C₁₂H₁₃⁽³⁾H 
• 41009-86-3 1,3-bis(3-bromopropyl)benzene 
• 6221-61-0 3,3'-m-phenylene-di-propionic acid dimethyl ester 
• 41009-85-2 3-(3-(3-hydroxypropyl)phenyl)propanol 

Downstream Products

• 40734-59-6 1-Brom-2,4-dicyclopropylbenzol 
• 40734-62-1 1,5-Dibrom-2,4-dicyclopropylbenzol 
• 41009-66-9 1-chloro-2,4-dicyclopropylbenzene 
• 41381-21-9 2,4-Dicyclopropylaniline 
• 3158-73-4 2-cyclopropylaniline 
• 41381-24-2 3,5-dicyclopropylaniline 
• 41381-26-4 3,5-dicyclopropylphenol 
• 41381-28-6 3,5-dicyclopropylphenyl trifluoromethanesulfonate 
• 41381-16-2 2,4-Dicyclopropylbenzoesaeure 
• 41381-18-4 2,4-Dicyclopropylbenzoylchlorid 

Relevant articles and documents

Electrophilic Aromatic Substitution. Part 26. The Effect of the Cyclopropyl Substituent in Aromatic Detritiation

The effects of the ortho-, and para-cyclopropyl and para-1-methylcyclopropyl substituents in acid-catalysed hydrogen exchange have been determined through detritiation of a range of disubstituted aromatics in various acetic acid-trifluoroacetic acid media at 70 deg C.The p-cyclopropyl substituent gives f 13 900 and ?+ -0.473, the latter being in excellent agreement with values obtained in other reactions.The o-cyclopropyl substituent is much less activating, f 1 630, and this confirms that the very high ortho : para ratios obtained in nitration (especially in acetic anhydride) are anomalous, as they are for certain other substituents.The value for log f0/log fp for cyclopropylbenzene in hydrogen exchange (0.77) is significantly lower than for other alkyl- and cycloalkyl-benzenes (each of which gives a value of -0.875 +/- 0.01) implying that the bisected conformation of the o-cyclopropyl group is not quite achieved in the (normally) unhindered exchange reaction.The p-1-methylcyclopropyl substituent is more activating than the p-cyclopropyl substituent (fp39 200,?+ -0.525) just as p-t-butyl is more activating than p-isopropyl in trifluoroacetic acid media, and may be attributed to the same cause viz. the greater inductive and hyperconjugative effect of the methylated species.In these poorly solvating media, the greater importance of C-C hyperconjugation over C-H hyperconjugation is not masked by steric hidrance to solvation.All the cyclopropyl substituents are slightly more activating (relative to methyl) in media containing less trifluoroacetic acid, suggesting that the former are more polarisable.However, since this behaviour parallels, though to a much lesser extent, that of the methoxy-substituent (which is strongly hydrogen-bonded in trifluoroacetic acid), we cannot exclude the possibility that cyclopropyl is similarly, but slightly, hydrogen-bonded.Rate factors were therefore determined in media in which hydrogen bonding is insignificant even for methoxy.The factors were therefore determined in media in which hydrogen bonding is insignificant even for methoxy.The rate versus acidity profile for exchange in a wide range of acetic acid-trifluoroacetic acid media was been determined and shows that at 70 deg C, exchange in acetic acid is 1E8.2 times slower than in trifluoroacetic acid.Between acetic acid and trifluoromethanesulphonic acid, a reactivity of 1E20 is therefore encompassed.