49563-87-3

Usage

Common Use

Catalyst in organic synthesis reactions

Structure

Bicyclic amine with two nitrogen atoms

Effectiveness

Effective base for a variety of chemical reactions

Stability

More stable in dihydrochloride form

Ease of Handling

Easier to handle in laboratory settings

Industries

Widely utilized in pharmaceutical and fine chemical industries

Synthesis

Used for the synthesis of various organic compounds

Additional Uses

Catalyst in the production of polymers, dyes, and other industrial chemicals

Molecular Structure

Unique molecular structure and reactivity

Importance

Important tool for chemical synthesis and process development

Upstream product

• 280-57-9 1,4-diaza-bicyclo[2.2.2]octane 
• 13389-70-3 bis(4-methylphenyl)methyl chloride 
• 7525-23-7 4,4'-dimethoxydiphenylmethyl chloride 
• 6731-11-9 4-methoxybenzhydryl chloride 
• 7525-21-5 4-methoxy-4'-methylbenzhydryl chloride 
• 147000-89-3 N-tert-butyloxycarbonylsulfamoyl chloride 

Relevant academic research and scientific papers

N-(tert -butoxycarbonyl)- N -[(triethylenediammonium)sulfonyl]azanide: A convenient sulfamoylation reagent for alcohols

A convenient and efficient procedure is described for the sulfamoylation of alcohols using N-(tert-butoxycarbonyl)-N-[(triethylenediammonium)sulfonyl] azanide (1). The ambient temperature stable reagent 1 reacts with phenols as well as primary and secondary alcohols to give high to modest yields. The relative reaction rate of substrates was determined (primary > phenol > secondary ? tertiary). The reagent's utility as a selective sulfamoylation reagent with polyols is also demonstrated.

Suppression of common-ion return by amines: A method to measure rates of fast SN1 reactions

(Chemical Equation Presented) Rate constants for solvolyses of benzhydryl chlorides, which take place on the 10 ms to minute time scale, have been determined in aqueous acetone and acetonitrile by conductometry, using conventional conductometers as well as stopped-flow techniques. Secondary and tertiary amines were used to suppress ion recombination (common-ion return) thus giving access to the ionization rate constants k1. The observed common-ion rate depressions can be rationalized by the correlation equation for electrophile-nucleophile combinations, log k(20 °C) = s(E + N), where electrophiles (here: carbocations) are characterized by the parameter Eand nucleophiles (here: chloride anions and solvents) are characterized by N and s. 2009 American Chemical Society.

Interactions between protonated Amine, aza crown ether, and cryptand with dibenzocrown ether studied by a new spectrophotometric technique

The stability constants for the complexation of a diprotonated diamine, a diaza crown ether, and a cryptand with dibenzo-18-crown-6 and dibenzo-24-crown-8, have been studied in aqueous solution using a new spectrophotometric technique. Because of the complex formation, the solubility of the dibenzocrown ethers increases. Complex formation is possible between diamines and dibenzocrown ethers with both 1:1 and 2:1 stoichiometry. However, experimental data are insufficient to decide on the actual stoichiometry of the complexes formed. By computing the stability constants and comparing them with the corresponding results for monoamines, it is possible to decide on the actual stoichiometry of the complexes. Under the experimental conditions only 1:1 complexes with diamines are formed.