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Dimethyldicyane
[CAS# 6864-37-5]

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Complete supplier list of Dimethyldicyane
Identification
Classification Chemical reagent >> Organic reagent >> Polyamine
Name Dimethyldicyane
Synonyms 2,2'-Dimethyl-4,4'-methylenebis(cyclohexylamine); 3,3'-Dimethyl-4,4'-diaminodicyclohexylmethane; DMDC
Molecular Structure CAS # 6864-37-5, Dimethyldicyane, 2,2'-Dimethyl-4,4'-methylenebis(cyclohexylamine), 3,3'-Dimethyl-4,4'-diaminodicyclohexylmethane, DMDC
Molecular Formula C15H30N2
Molecular Weight 238.41
CAS Registry Number 6864-37-5
EC Number 229-962-1
SMILES CC1CC(CCC1N)CC2CCC(C(C2)C)N
Properties
Density 0.94 g/mL (25 ºC)
Boiling point 93-100 ºC
Refractive index n20/D 1.499
Safety Data
Hazard Symbols symbol symbol symbol symbol symbol   GHS05;GHS06;GHS07;GHS08;GHS09 Danger    Details
Hazard Statements H302-H311-H314-H318-H330-H331-H373-H411    Details
Precautionary Statements P260-P261-P262-P264-P264+P265-P270-P271-P273-P280-P284-P301+P317-P301+P330+P331-P302+P352-P302+P361+P354-P304+P340-P305+P354+P338-P316-P317-P319-P320-P321-P330-P361+P364-P363-P391-P403+P233-P405-P501    Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Acute toxicityAcute Tox.3H311
Acute toxicityAcute Tox.4H302
Chronic hazardous to the aquatic environmentAquatic Chronic2H411
Skin corrosionSkin Corr.1AH314
Acute toxicityAcute Tox.2H330
Acute toxicityAcute Tox.3H331
Serious eye damageEye Dam.1H318
Specific target organ toxicity - repeated exposureSTOT RE2H373
Skin corrosionSkin Corr.1H314
SDS Available
up Discovory and Applicatios
Dimethyldicyane, also known as malononitrile or propanedinitrile, is an organic compound with the chemical formula C₃H₂N₂. It is a simple nitrile that features two cyano groups attached to a central carbon atom, making it a highly reactive molecule. The compound has been of interest in various fields of chemistry due to its versatility as a building block in organic synthesis, particularly in the production of pharmaceuticals, dyes, and other fine chemicals.

The discovery of dimethyldicyane dates back to the 19th century when chemists were exploring the reactivity of nitrile compounds. Its synthesis typically involves the dehydration of malonic acid or its derivatives, a process that removes water molecules to form the nitrile groups. This reaction highlights the inherent reactivity of dimethyldicyane, particularly its ability to act as a precursor in the formation of more complex organic molecules.

One of the most notable applications of dimethyldicyane is in the synthesis of heterocyclic compounds. Due to the presence of two electron-withdrawing cyano groups, dimethyldicyane is highly electrophilic and readily undergoes nucleophilic addition reactions. This property makes it an ideal starting material for the synthesis of various heterocycles, such as pyridines, pyrimidines, and other nitrogen-containing rings. These heterocyclic compounds are crucial intermediates in the production of pharmaceuticals, including antiviral and anticancer agents, as well as in the synthesis of agrochemicals.

In addition to its role in heterocyclic synthesis, dimethyldicyane is also employed in the production of dyes and pigments. Its ability to form stable, colored complexes with metals makes it valuable in the creation of colorants for textiles, plastics, and inks. Furthermore, the reactivity of dimethyldicyane enables its use in the development of photosensitive materials, such as those used in photography and printing processes.

Dimethyldicyane has also found applications in the field of polymer chemistry. It is used as a monomer or comonomer in the production of specialty polymers, where it can impart unique properties such as increased rigidity or chemical resistance. These polymers are often used in high-performance materials, including coatings, adhesives, and engineering plastics.

While dimethyldicyane is a valuable compound in various industrial applications, it must be handled with care due to its reactivity and potential health hazards. The compound is toxic if ingested or inhaled and can cause irritation to the skin and eyes. Appropriate safety measures, such as the use of protective equipment and proper ventilation, are necessary when working with dimethyldicyane.

In conclusion, dimethyldicyane is a versatile chemical with a wide range of applications in organic synthesis, polymer chemistry, and the production of dyes and pigments. Its reactivity and ability to form complex organic structures make it an important building block in the development of pharmaceuticals and other fine chemicals. As research continues, the utility of dimethyldicyane in various chemical processes is likely to expand, further solidifying its role in the field of synthetic chemistry.
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