621-64-7 Usage
Description
N-Nitrosodi-n-propylamine (NDPA) is an organic compound with the chemical formula C6H14N2O. It is a member of the N-nitrosoamines family, which are known for their carcinogenic properties. NDPA is a colorless liquid with a slight, fishy odor and is soluble in water and organic solvents.
Uses
Used in Laboratory Research:
N-Nitrosodi-n-propylamine is used in small quantities as a research chemical in laboratory settings. It aids in the study of chemical reactions and processes involving N-nitroso compounds.
Used as an Impurity in Herbicides:
NDPA is found as an impurity in herbicides such as treflan, isopropalin, and trifluralin. Its presence, although unintended, may contribute to the overall effectiveness of these herbicides.
Used as a Contaminant in Wastewater:
N-Nitrosodi-n-propylamine can be found as a contaminant in wastewater from chemical factories. It may also be present in wastewater generated during the production of cheese and brandy and other liquors.
Used in Rubber Processing:
N-Nitrosamines, including NDPA, are frequently produced during rubber processing. They may become airborne in the workplace, posing potential health risks to workers.
Reactivity Profile
N-NITROSODI-N-PROPYLAMINE is a nitrated amine derivative. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.
Health Hazard
ACUTE/CHRONIC HAZARDS: Toxic.
Fire Hazard
Some may burn but none ignite readily. Containers may explode when heated. Some may be transported hot.
Safety Profile
Confirmed carcinogen
with experimental carcinogenic,
neoplastigenic, tumorigenic data. Moderately
toxic by ingestion and subcutaneous routes.
An experimental teratogen. Human
mutation data reported. When heated to
decomposition it emits toxic fumes of NOx.
See also NITROSAMINES.
Potential Exposure
N-nitrosodi-N-propylamine is used in
the manufacture of plastics, resins, rubber, and synthetic
textiles. There is no evidence that N-nitrosodi-N-propylamine
exists naturally in soil, air, food, or water. Small
quantities of N-nitrosodi-N-propylamine are inadvertently
produced during some manufacturing processes; as an
impurity in some commercially available dinitroaniline
based weed killers, and during the manufacture of some
rubber products. However, according to Sax, some similar
N-nitroso compounds are formed in the environment and
absorbed from precursors in food, water, or air; from
tobacco; and from naturally occurring compounds.
Carcinogenicity
N-Nitrosodi-n-propylamine is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals.
Environmental fate
Chemical/Physical. N-Nitroso-n-propylamine will not hydrolyze because it does not contain a
hydrolyzable functional group (Kollig, 1993).
At influent concentrations of 1.0, 0.1, 0.01, and 0.001 mg/L, the GAC adsorption capacities were
24, 13, 7.4, and 4.0 mg/g, respectively (Dobbs and Cohen, 1980).
Incompatibilities
Incompatible with oxidizers (chlorates,
nitrates, peroxides, permanganates, perchlorates, chlorine,
bromine, fluorine, etc.); contact may cause fires or explosions.
Keep away from alkaline materials, strong bases,
strong acids, oxoacids, epoxides. Sensitive to UV light.
Waste Disposal
N-Nitrosodi-N-propylamine
may be destroyed by high temperature incineration in an
incinerator equipped with an nitrogen oxide scrubber.
Chemical treatment methods may also be used to destroy
N-nitrosodi-N-propylamine. These methods involve
(a) denitrosation by reaction with 3% hydrobromic acid in
glacial acetic acid; (b) oxidation by reaction with potassium
permanganate-sulfuric acid; or (c) extraction of the nitrosamine
from the waste using dichloromethane and subsequent
reaction with triethyloxonium tetrafluoroborate (TOEF).
Consult with environmental regulatory agencies for guidance
on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform
with EPA regulations governing storage, transportation,
treatment, and waste disposal.
Check Digit Verification of cas no
The CAS Registry Mumber 621-64-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,2 and 1 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 621-64:
(5*6)+(4*2)+(3*1)+(2*6)+(1*4)=57
57 % 10 = 7
So 621-64-7 is a valid CAS Registry Number.
InChI:InChI=1/C3H8N2O/c1-2-3-4-5-6/h2-3H2,1H3,(H,4,6)
621-64-7Relevant articles and documents
Ray,Rakshit
, p. 141 (1912)
Synthesis of N,N-dialkylnitramines from secondary ammonium nitrates in liquid or supercritical carbon dioxide
Kuchurov,Fomenkov,Zlotin
experimental part, p. 2058 - 2062 (2011/01/08)
An efficient explosion-proof method was developed for the preparation of N,N-dialkylnitramines by treatment of dialkylammonium nitrates with a mixture of nitric acid and acetic anhydride in the presence of ZnCl2 in liduid or supercritical carbon dioxide.
Reactivity of Nucleophilic Nitrogen Compounds towards the Nitroso Group
Garcia-Rio, Luis,Iglesias, Emilia,Leis, J. Ramon,Pena, M. Elena,Rios, Ana
, p. 29 - 37 (2007/10/02)
We discuss the reactivity of 43 nucleophilic nitrogen compounds towards the nitroso group of N-methyl-N-nitrosotoluene-p-sulfonamide (MNTS), and in some cases with alkyl nitrites.The series of nucleophiles considered is structurally very varied, includes members exhibiting the alpha effect, and covers 8 pKa units and a range of reactivities of almost five orders of magnitude.The values of solvent isotope effects and activation parameters have been measured and throw light on the structure of the transition states involved.Reactivities do not correlate well with thebasicity of the nucleophile, largely owing to the behaviour of primary amines, ammonia and nucleophiles with an alpha effect.Application of the curve crossing model suggests a relationship with vertical ionization potentials.The relationship with Ritchie's N+ scale is discussed, and interesting correlations with the reactivities of the same nucleophiles in various other chemical processes are noted.