Home Categories Organic Chemistry N-Nitrosodimethylamine
A4486456

N-Nitrosodimethylamine , 99% , 62-75-9

CAS NO.:62-75-9

Empirical Formula: C2H6N2O

Molecular Weight: 74.08

MDL number: MFCD00002053

EINECS: 200-549-8

Update time: 2022-07-08

PRODUCT Properties

Melting point: <25 °C
Boiling point: 153 °C774 mm Hg(lit.)
Density  1.01 g/mL(lit.)
vapor pressure  5 mm Hg ( 20 °C)
refractive index  n20/D 1.437(lit.)
Flash point: 142 °F
storage temp.  2-8°C
solubility  Soluble in solvents (U.S. EPA, 1985), including ethanol and ether (Weast, 1986)
pka -3.63±0.70(Predicted)
form  Yellow liquid
color  Colourless to Light Yellow
Water Solubility  Miscible (Mirvish et al., 1976)
Merck  13,6671
Henry's Law Constant 0.143 at 25 °C (estimated using a solubility of 1,000 g/L)
Dielectric constant 54.0(20℃)
Stability: Stability Stable, but light-sensitive. Combustible. Incompatible with strong oxidizing agents, strong bases, strong reducing agents.

Description and Uses

Nitrosamines are chemicals that possess the general structure R1N(R2)-N=O. These chemicals have been used in the manufacture of rocket fuel, cosmetics, pesticides, and polymers. Research studies dating back to the 1950s have demonstrated that most nitrosamines (>90%) possess some degree of toxicity.
Of particular interest is the nitrosamine N-nitrosodimethylamine (DMN). This semi-volatile organic compound is highly toxic and is a suspected human carcinogen. At higher doses, it has been shown to be a hepatotoxin that causes liver fibrosis and cancer in several animal species. Its toxic effects were first reported by British scientists John Barnes and Peter Magee in 1956 during their screening of chemicals that were being used as solvents in the dry cleaning industry. Since then, levels of DMN have been detected in food, drinking water, soil, and air.
The consumption of contaminated food and water accounts for the majority of the exposure to DMN. Most nonoccupational exposure to DMN is a result of chemical reactions between precursors that form DMN, rather than the industrial utilization of the chemical itself. For example, after DMN was discovered in beer in Europe in the 1970s, it was shown that the direct firedrying of the malt barley used was the DMN source. Modifications to the drying procedure were able to substantially reduce the levels of DMN found in beer today. Additionally, the formation of DMN was attributed to an outbreak of liver cancers and disorders in livestock that were fed herring meal in Norway in the 1970s. Subsequent studies showed that reaction of dimethylamine (naturally occurring in fish) with nitrosating reagents derived from sodium nitrite (a widely used preservative) formed the NMD responsible for the liver toxicities. These studies caused widespread concern over the use of sodium nitrite in many foods consumed by humans. To ameliorate the formation of DMN in food caused by sodium nitrite, manufactures now add antioxidants such as ascorbic acid (vitamin C), erythorbic acid (an isomer of ascorbic acid), and a-tocopherol (vitamin E).
DMN has been found in groundwater in many states. Major sources of DMN in groundwater include rocket fuel production, and water treatment via chlorination or chloroamination of wastewater. The removal of DMN from drinking water usually involves ultraviolet treatment or reverse osmosis.

No longer used industrially or commercially in the US; may occur as a by-product from the manufacture of pesticides, rubber tires, alkylamines, and dyes

Safety

Symbol(GHS) 
GHS06,GHS08,GHS09
Signal word  Danger
Hazard statements  H301-H330-H350-H372-H411
Precautionary statements  P264-P270-P301+P310-P321-P330-P405-P501-P260-P271-P284-P304+P340-P310-P320-P403+P233-P405-P501-P260-P264-P270-P314-P501
Hazard Codes  T+,N,T,F
Risk Statements  45-25-26-48/25-51/53-39/23/24/25-23/24/25-11
Safety Statements  53-45-61-36/37-16
RIDADR  UN 3382 6.1/PG 1
WGK Germany  3
RTECS  IQ0525000
HazardClass  6.1(b)
PackingGroup  III
Toxicity LD50 i.p. in rats: 34 mg/kg (Heath)

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