69163-89-9

Basic information

• Product Name: cycloheptylammonium chloride
• Synonyms: cycloheptylammonium chloride
• CAS NO: 69163-89-9
• Molecular Formula: C₇H₁₅N*ClH
• Molecular Weight: 149.66164
• EINECS: 273-897-1
• Mol File: 69163-89-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 163.4°C at 760 mmHg
• Flash Point: 42.2°C
• Appearance: /
• Vapor Pressure: 2.06mmHg at 25°C
• CAS DataBase Reference: cycloheptylammonium chloride(CAS DataBase Reference)
• NIST Chemistry Reference: cycloheptylammonium chloride(69163-89-9)
• EPA Substance Registry System: cycloheptylammonium chloride(69163-89-9)

Safety Data

• Hazardous Substances Data: 69163-89-9(Hazardous Substances Data)

Usage

General Description

Cycloheptylammonium chloride is an organic compound that consists of a cycloheptyl ring attached to an ammonium group with a chloride anion. It is commonly used as a phase transfer catalyst in organic synthesis, particularly in reactions where the reactants are immiscible in the solvent. cycloheptylammonium chloride has been studied for its potential use in the synthesis of biologically active compounds and as a chiral auxiliary in asymmetric synthesis. Additionally, it is a versatile compound that can be further functionalized to introduce different chemical groups, making it a valuable building block for the production of various organic molecules. Cycloheptylammonium chloride is a white solid with a characteristic odor and is soluble in water and several organic solvents.

InChI:InChI=1/C7H15N.ClH/c8-7-5-3-1-2-4-6-7;/h7H,1-6,8H2;1H/p-1

Upstream product

• 1459-39-8 cycloheptanecarboxamide 
• 135940-92-0 (αS)-(-)-N-(1-Phenylethyl)cycloheptanamin-Hydrochlorid 
• 135940-93-1 (αR)-(+)-N-(1-Phenylethyl)cycloheptanamin-Hydrochlorid 
• 135940-69-1 Cycloheptylidene-((S)-1-phenyl-ethyl)-amine 
• 135940-70-4 Cycloheptylidene-((R)-1-phenyl-ethyl)-amine 
• 502-42-1 cycloheptanone 
• 5452-35-7 cycloheptanamine 

Relevant articles and documents

Cycloheptylamine derivatives as anti-diabetic agents

Cycloalkylamine derivatives may be used for preventing or treating diseases in humans, animals, and have demonstrated efficacy specifically in treating type 2 diabetes. In an embodiment, the cycloalkylamine derivatives can include a compound selected from the group consisting of cycloheptanamine salts, cyclohexanamine salts, cyclopentanamine salts 1-cycloheptyl-[4,4′-bipyridin]-1-ium, N1,N2-dicycloheptyloxalamide, 1-[3′,5′-bis(trifluoromethyl)phenyl]-3-cycloheptylurea, 1,1′-(4-methyl-1,3-phenylene)bis(3-cycloheptylurea), 1-(2′-aminopyrimidin-4′-yl)-3-cycloheptylurea, 4-amino-N-(cycloheptylcarbamoyl)benzenesulfonamide, 4-(3′-cycloheptylureido)-N-(5″-methylisoxazol-3″-yl)benzenesulfonamide, N-(cycloheptylcarbamoyl)-4-methylbenzenesulfonamide, 1-cycloheptylguanidine hydrochloride, (E)-amino[(amino(cycloheptylamino)methylene)amino]methaniminium chloride, or a pharmaceutically acceptable salt thereof.

A catalytic version of hypervalent aryl-λ3-iodane-induced Hofmann rearrangement of primary carboxamides: Iodobenzene as an organocatalyst and m-chloroperbenzoic acid as a terminal oxidant

The first catalytic version of hypervalent aryl-λ3- iodane-induced Hofmann rearrangement of primary carboxamides, which probably involves in situ generation of a tetracoordinated bis(aqua)(hydroxy)phenyl- λ3-iodane complex as an active oxidant from a catalytic amount of iodobenzene by the reaction with m-chloroperbenzoic acid in the presence of HBF4 in dichloromethane-water under mild conditions, was developed.

Conversion of Aliphatic Amides into Amines with benzene. Scope of the Reaction

The reagent benzene, PIFA, brings about the facile oxidative rearrangement of aliphatic amides to amines in mildly acidic (pH 1-3) mixed aqueous-organic solvents.Aromatic amines are further oxidized by the reagent and therefore cannot be prepared by this method.The rearrangement, which is in effect an "Hofmann rearrangement", occurs with complete retention of configuration in the migrating group, and the rate of the reaction follows approximately the migratory aptitudes of the migrating groups determined for other similar reactions.Isocyanates are intermediates in the rearrangement but are rapidly hydrolyzed to the product amines under the mildly acidic conditions.The acidic conditions protect the product amines from reacting with the isocyanate intermediates and forming ureas.The reaction is accelerated by addition of pyridine to a pH of approximately 3.The scope of the reaction is discussed.