16814-17-8

Upstream product

• 104-82-5 4-Methylbenzyl chloride 
• 104-81-4 4-Methylbenzyl bromide 
• 104-87-0 4-methyl-benzaldehyde 
• 146085-60-1 N-(p-methylbenzyl)-O-benzylhydroxylamine hydrochloride 
• 140451-62-3 O-benzyl oxime of 4-methylbenzaldehyde 
• 3235-02-7 p-methylbenzaldehyde oxime 
• 146085-66-7 N-(p-methylbenzyl)-O-benzyl-N-nitrosohydroxylamine 

Downstream Products

• 396677-86-4 N-nitroso-N-(4-methylbenzyl)hydroxylamine 
• 127213-32-5 4-methylbenzylazoxyoxysulfonyl(4-methoxy)benzene 
• 127213-34-7 4-methylbenzylazoxyoxysulfonyl(4-cyano)benzene 
• 1361055-79-9 (S)-2-(4-methylbenzyl)-3,5-diphenyl-2,3-dihydroisoxazole-4-carbaldehyde 
• 1391090-17-7 N-cyclopentylidene-1-(p-tolyl)methanamine oxide 
• 1391090-03-1 benzyl (2-(2,2,2-trifluoro-N-(4-methylbenzyl)acetamido)cyclopent-2-en-1-yl)carbamate 
• 33863-77-3 N-(4-methylbenzyl)-4-methylaniline 
• 55606-34-3 α-Phenyl-N-p-methylbenzylnitron 

Relevant academic research and scientific papers

Metal- and Base-Free Room-Temperature Amination of Organoboronic Acids with N-Alkyl Hydroxylamines

We have found that readily available N-alkyl hydroxylamines are effective reagents for the amination of organoboronic acids in the presence of trichloroacetonitrile. This amination reaction proceeds rapidly at room temperature and in the absence of added metal or base, it tolerates a remarkable range of functional groups, and it can be used in the late-stage assembly of two complex units.

Cycloaddition of nitrones with arynes generated from benzobisoxadisilole or 2,3-naphthoxadisilole

1,3-Dipolar cycloaddition of nitrones with arynes generated in situ from benzobisoxadisilole or 2,3-naphthoxadisilole afforded the oxadisilole fused benzo[d]isoxazoline or the naphtho[2,3-d]isoxazoline derivatives at room temperature in good yields.

Phase-transfer catalysis for the synthesis of hydroxylamines from oximes using benzyltriethylammonium borohydride in methanol and under solid-phase conditions

Effective phase-transfer catalysis methodologies for the reduction of oximes to hydroxylamines by a selective and versatile reducing agent, benzyltriethylammonium borohydride (BTEABH), in methanol and under solid-phase conditions are presented.

Solvolysis of substituted benzyl azoxyarenesulfonates: Characterisation of the transition state and the selectivity of benzylic intermediates in 50% aqueous 2,2,2-trifluoroethanol

Thirteen substituted benzyl azoxyarenesulfonates have been prepared and rate constants for solvolysis of twelve have been measured in 50% (v/v) aqueous 2,2,2-trifluoroethanol over a range of temperatures from which activation parameters and rate constants at 25°C have been determined. A six-point Hammett correlation for substituents in the benzylic electrofuge, with azoxytoluene-p-sulfonate as the common nucleofuge, gives ρ(σ+) = -3.27. With 4-methylbenzyl as a common electrofuge, four substituents in the azoxybenzenesulfonate nucleofuge give ρ(σ) = 1.07. Comparison with model reactions indicates a synchronous concerted rate-limiting fragmentation for these substrates. With the less reactive 3-chlorobenzyl as electrofuge, ρ for substituents in the nucleofuge is only ca. 0.7 which indicates a lower degree of charge development in the arenesulfonate in the transition state for these reactions. Product analyses have been carried out for compounds of high, intermediate, and low reactivity. These indicate a reactivity-selectivity relationship for capture of the substituted benzylic electrophiles by water and 2,2,2-trifluoroethanol. Substituted benzaldehydes are formed from the less reactive substrates, indicating trapping of the first-formed benzylic carbenium ion by nitrous oxide and subsequent elimination of nitrogen and a proton; but yields are low and decrease as the substituted benzyl cation becomes increasingly stable.

New NO donors with antithrombotic and vasodilating activities, Part 29. N-(1-cyanocyclohexyl)-C-phenylnitrones and glyoxaldinitrones.

Six N-(1-cyanocyclohexyl)-C-phenylnitrones 4a-f (4b-f for the first time) and 22 glyoxaldinitrones 7a-v were prepared and tested for antithrombotic (p.o. administration to rats, 60 mg/kg) effects. Both classes of compounds exhibit considerable antithrombo

N-NITROSOHYDROXYLAMINES I. ACETOLYSIS AND ACID-CATALYZED HYDROLYSIS OF N,O-DIBENZYL-N-NITROSOHYDROXYLAMINES. REACTION WITH POTASSIUM t-BUTOXIDE

The major products of the hydrolysis of N,O-dibenzyl-N-nitrosohydroxylamines (3) are the denitrosated parent hydroxylamines (6); under more forcing conditions, products of the further hydrolysis of 6 are obtained.Acetolysis in acetic acid gives the benzyl acetates derived from both N- and O-substituents.With potassium tert-butoxide, the major path is abstraction of an O-benzyl hydrogen followed by fragmentation to the aldehyde and the benzyldiazotate ion.Possible mechanisms for the formation of the products are discussed.

ALKYLATION OF AMINOHYDROXY ANION, DISSOCIATED SPECIES OF HYDROXYLAMINE

Aminohydroxy anion (3), dissociated species of hydroxylamine, was demontrated to be nucleophilic on oxygen atom from INDO calculation, and to give directly O-alkylhydroxylamines.