14034-69-6

Basic information

• Product Name: Benzenamine, 4-methoxy-, 4-methylbenzenesulfonate
• CAS NO: 14034-69-6
• Molecular Formula: C7H9NO.C7H8O3S
• Molecular Weight: 295.359
• Mol File: 14034-69-6.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Benzenamine, 4-methoxy-, 4-methylbenzenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 4-methoxy-, 4-methylbenzenesulfonate(14034-69-6)
• EPA Substance Registry System: Benzenamine, 4-methoxy-, 4-methylbenzenesulfonate(14034-69-6)

Safety Data

• Hazardous Substances Data: 14034-69-6(Hazardous Substances Data)

Upstream product

• 104-94-9 4-methoxy-aniline 
• 154416-00-9 Toluene-4-sulfonic acid 1-methyl-1-phenyl-ethyl ester 
• 18714-09-5 N--imidophosphorsaeure-triethylester 
• 104-15-4 toluene-4-sulfonic acid 
• 150-76-5 4-methoxy-phenol 
• 2101-87-3 p-methoxy-phenylazide 
• 5672-87-7 p-methoxyphenyl trifluoroacetate 
• 16472-98-3 cycloheptylmethyl 4-methylbenzenesulfonate 
• 21856-53-1 toluene-4-sulphonic acid cyclopentylmethyl ester 
• 3725-11-9 cyclohexylmethyl p-toluenesulfonate 
• 13295-53-9 cyclobutylmethyl 4-methylbenzenesulfonate 
• 80-40-0 ethyl ester of p-toluenesulfonic acid 
• 80-48-8 methyl p-toluene sulfonate 
• 75057-16-8 N-(p-Tolylsulphonyloxy)-1-phenylnaphthalene-2,3-dicarboximide 

Downstream Products

• 123155-78-2 4-methoxybenzenediazonium 4-methylbenzenesulfonate 

Relevant articles and documents

Kinetics and mechanism of the aminolysis of cycloalkylmethyl arenesulfonates

Nucleophilic substitution reactions of cycloalkylmethyl arenesulfonates (CmH2n-1 CH2OSO2C6H4Z) with anilines (XC6H4NH2) in methanol at 65.0 °C were studied. The reactivity order (n=4>6>7>5) reflects largely the order of steric effect of the ring size (SEs term) except for n=5, which exhibits the least reactivity. This reversal of the order for n=5 is considered to result from large rate retardation due to polar effect of the ρ*σ* term. Application of the Taft equation to the rate data for n=5 and 6 gives ρ=17·4 and 5=2·3 with correlation coefficient of 0·90. The σ* values for n=4 and 7 are estimated to be - 0·23 and - 0·11, respectively. The positive ρxz values of ca 0·3 are consistent with previous results for the reactions at primary reaction centers.

Bimolecular Nucleophilic Substitution (SN2) Reactions of Neopentyl Arenesulfonates with Anilines and Benzylamines in Methanol

Bimolecular nucleophilic substitution (SN2) reactions of neopentyl arenesulfonates with anilines and benzylamines in methanol at 55.0 deg C are reported.The tightness of the transition state (TS) is similar to that for other typical SN2 processes at a primary alkyl carbon centre based on the magnitude of the cross-interaction constant ρxz (0.30) between the substituents in the nucleophile (X) and leaving group (Z).The TS variation is in accord with that predicted by the potential energy surface diagram, which in turn is consistent with the positive sign of ρxz; a later TS is obtained with a weaker nucleophile and nucleofuge.Taft's polar substituent constant, ?*, for the trimethylsilyl group is estimated to be -0.48 by using a factor of 1.875 for the fall-off of ?* from the tert-butyl to the neopentyl group and extrapolating from the experimental Taft plot.

TRIETHYL PHOSPHITE IN ORGANIC SYNTHESIS. A FACILE, ONE-POT CONVERSION OF ALCOHOLS INTO AMINES

General protocols for converting primary, secondary, and tertiary alcohols into the corresponding primary amines are presented.