2498-47-7

Basic information

• Product Name: cyclohexylguanidine monohydrochloride
• Synonyms: cyclohexylguanidine monohydrochloride;N-CYCLOHEXYLGUANIDINEHYDROCHLORIDE;1-Cyclohexylguanidine hydrochloride;Guanidine, N-cyclohexyl-, hydrochloride (1:1)
• CAS NO: 2498-47-7
• Molecular Formula: C₇H₁₅N₃*ClH
• Molecular Weight: 177.67504
• EINECS: 219-691-7
• Product Categories: Ring Systems
• Mol File: 2498-47-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: 224-226 °C
• Appearance: /
• CAS DataBase Reference: cyclohexylguanidine monohydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: cyclohexylguanidine monohydrochloride(2498-47-7)
• EPA Substance Registry System: cyclohexylguanidine monohydrochloride(2498-47-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 2498-47-7(Hazardous Substances Data)

Usage

General Description

Cyclohexylguanidine monohydrochloride is a chemical compound that consists of a cyclohexylguanidine molecule attached to a hydrochloride salt. It is commonly used as a reagent in organic synthesis, particularly in the preparation of pharmaceuticals and agrochemicals. Cyclohexylguanidine monohydrochloride has been found to exhibit antimicrobial and antifungal properties, making it valuable in the development of new drugs and antimicrobial agents. It is also used as a precursor in the synthesis of other organic compounds, such as dyes and rubber additives. The compound is highly soluble in water and stable under normal storage conditions, making it a versatile and reliable chemical for various applications in the chemical and pharmaceutical industries.

InChI:InChI=1/C7H15N3.ClH/c8-7(9)10-6-4-2-1-3-5-6;/h6H,1-5H2,(H4,8,9,10);1H

Upstream product

• 420-04-2 CYANAMID 
• 108-91-8 cyclohexylamine 
• 158478-70-7 N,N′-bis(tert-butoxycarbonyl)-N′′-cyclohexylguanidine 
• 4023-02-3 1H-pyrazole-1-carboximidamide hydrochloride 

Downstream Products

• 100524-64-9 N-(cyclohexylamino-methyl-[1,3,5]triazin-2-yl)-acetamide 
• 99191-12-5 N²-cyclohexyl-6-methyl-[1,3,5]triazine-2,4-diyldiamine 
• 956095-91-3 N-cyclohexylquinazolin-2-amine 
• 100185-38-4 2-Amino-1-cyclohexyl-5,6-dihydro-4(1H)-pyrimidinon 
• 14948-83-5 N-cyclohexylquanidine 

Relevant articles and documents

Nucleophilic Substitution at the Guanidine Carbon Center via Guanidine Cyclic Diimide Activation

Despite the electron-deficient nature of the guanidine carbon centers, nucleophilic reactions at these sites have been underdeveloped because of the resonance stabilization of the guanidine group. We propose a guanidine C-N bond substitution strategy entailing the formation of guanidine cyclic diimide (GCDI) structures, which effectively destabilize the resonance structure of the guanidine group. In the presence of acid additives, the guanidine carbon center of GCDIs undergoes nucleophilic substitution reactions with various amines and alcohols.

Guanidine cyclic diimides and their polymers

We report the formation and degradation of a unique guanidine cyclic diimide (GCDI) structure and GCDI-based polymers. The GCDI structure is readily formed under mild conditions. The X-ray crystal structure showed that the delocalized π-orbitals in the guanidine plane are significantly disrupted in the GCDI structure. Unlike amine-based imides, the GCDI structure readily degrades into the initial guanidine in protic solvents at ambient temperatures. Furthermore, poly(GCDI)s, a new category of polymers with the GCDI backbones, can be synthesized from guanidines and dianhydrides. Similar to the monomeric GCDIs, poly(GCDI)s are degraded in protic solvents unlike polyimides with high chemical stability.

New cellulose-supported reagent: A sustainable approach to guanidines

(Chemical Equation Presented) A new cellulose-supported reagent for the synthesis of guanidine in aqueous medium is reported starting from commercially available functionalized cellulose beads. Primary and secondary amines, anilines, and amino acids were transformed to the corresponding guanidines in high yields and under very mild conditions.