73776-46-2

Basic information

• Product Name: (cyclohexylmethylene)malononitrile
• Synonyms: (cyclohexylmethylene)malononitrile
• CAS NO: 73776-46-2
• Molecular Formula: C₁₀H₁₂N₂
• Molecular Weight: 160.22
• Mol File: 73776-46-2.mol
• Article Data: 37

Chemical Properties

• Melting Point: 101-102 °C
• Boiling Point: 294.4±13.0 °C(Predicted)
• Appearance: /
• Density: 1.101±0.06 g/cm3(Predicted)
• CAS DataBase Reference: (cyclohexylmethylene)malononitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (cyclohexylmethylene)malononitrile(73776-46-2)
• EPA Substance Registry System: (cyclohexylmethylene)malononitrile(73776-46-2)

Safety Data

• Hazardous Substances Data: 73776-46-2(Hazardous Substances Data)

Usage

Description

(Cyclohexylmethylene)malononitrile, commonly known as CS gas, is a chemical compound that serves as a riot control agent. It is a white crystalline powder with a pungent odor and is used by law enforcement and military forces for crowd control and riot suppression.

Uses

Used in Law Enforcement and Military:
(Cyclohexylmethylene)malononitrile is used as a riot control agent for crowd control and riot suppression. Its application is due to its ability to cause irritation to the respiratory system, eyes, and skin when inhaled or exposed to the skin, leading to symptoms such as coughing, burning sensation, and temporary blindness. This helps in dispersing crowds and maintaining order during civil unrest or conflicts.
Used in Crowd Control:
(Cyclohexylmethylene)malononitrile is used as a deterrent in crowd control situations. The reason for its use is that it causes discomfort and temporary incapacitation when inhaled or exposed to the skin, which can discourage individuals from continuing their disruptive behavior and facilitate the restoration of order.

Upstream product

• 100-49-2 cyclohexylmethyl alcohol 
• 109-77-3 malononitrile 
• 2043-61-0 cyclohexanecarbaldehyde 

Downstream Products

• 36635-82-2 (1-Bromcyclohexyl)-methylidenmalonitril 
• 59699-28-4 2-(cyclohexylmethyl) malononitrile 
• 112654-19-0 2,2-dicyano-1-cyclohexyl-1-phenyl-4-pentene 

Relevant articles and documents

Kinetically Controllable Pd-Catalyzed Decarboxylation Enabled [5 + 2] and [3 + 2] Cycloaddition toward Carbocycles Featuring Quaternary Carbons

A decarboxylative protocol has been developed toward a range of carbocycles. The key success is based on the use of a batch of newly designed cyclic carbonates as substrates that can provide carbon-carbon zwitterion intermediate under palladium catalysis.

Nickel?alkyne?functionalized metal?organic frameworks: An efficient and reusable catalyst

Electron-donating groups in the robust MOF motif are able to provide an excellent catalytic platform, therefore obtaining site-isolated metal sites. In this study, the terminal alkyne is firstly introduced into UiO-66-type metal-organic frameworks (UiO-66-alkyne). Herein, to further study the application potential of this material, a covalently bonded nickel catalyst based on the alkynyl-tagged UiO-66-alkyne has been prepared and afforded us unprecedented highly dispersed and highly efficient catalytic active species. Meanwhile, this nickel-contained catalyst method for joining metals provided an alternative pathway regarding catalyst designing. With UiO-66-alkyne-Ni, the heterogeneous transformation of homogeneous catalysts is realized. Using benzaldehyde and malononitrile as starting materials, we were able to catalyze the Knoevenagel condensation within 45 min under room temperature with yield (> 99 %). Moreover, the recovery rate of the UiO-66-alkyne-Ni also outperformed previous MOFs in both small-scale and gram-level reactions, which shows UiO-66-alkyne-Ni is a potential contributor to the subsequent industrialization.

Hydroquinone and benzoquinone-catalyzed aqueous Knoevenagel condensation

A Knoevenagel condensation of various aldehydes with malononitrile effectively proceeded in the presence of hydroquinone/benzoquinone mixed catalysts at room temperature in H2O. Furthermore, γ-deuterium-labeled α,β-unsaturated nitrile derivatives were als