2-CYCLOHEXYLIDENMALONONITRILE

2-CYCLOHEXYLIDENMALONONITRILE Property

storage temp. 

2-8°C

Appearance

Colorless to light yellow Liquid

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H311Toxic in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H331Toxic if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P311Call a POISON CENTER or doctor/physician.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P322Specific measures (see …on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P361Remove/Take off immediately all contaminated clothing.

P362Take off contaminated clothing and wash before reuse.

P363Wash contaminated clothing before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

2-CYCLOHEXYLIDENMALONONITRILE Chemical Properties,Usage,Production

Synthesis Reference(s)

Journal of the American Chemical Society, 111, p. 5955, 1989 DOI: 10.1021/ja00197a074

Synthesis

The general procedure for the synthesis of 2-cyclohexylidenehexylidenemalononitrile from cyclohexanone and malononitrile is as follows: 1 mmol of cyclohexanone (carbonyl compound) and 1 mmol of malononitrile (activated methanol) were dissolved in 5 ml of solvent (dimethylformamide (DMF) or acetonitrile (MeCN)) under stirring conditions. 0.0035 g of 'HDT-F' catalyst (prepared as described in Example 1) was added. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the catalyst was removed by filtration, the filtrate was washed with water, and the product was dried with sodium sulfate and concentrated under reduced pressure. The yield was based on the amount of cyclohexanone consumed during the reaction and was determined by analyzing the final product by nuclear magnetic resonance (NMR) spectroscopy.

References

[1] Patent: US2005/250963, 2005, A1. Location in patent: Page/Page column 5
[2] Green Chemistry, 2010, vol. 12, # 3, p. 514 - 517
[3] Synlett, 2000, # 7, p. 1016 - 1018
[4] Collection of Czechoslovak Chemical Communications, 2005, vol. 70, # 10, p. 1727 - 1736
[5] European Journal of Organic Chemistry, 2008, # 28, p. 4763 - 4768