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N17351

Sigma-Aldrich

Nitroguanidine

Synonym(s):

NSC 41036

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About This Item

Linear Formula:
NO2NHC(=NH)NH2
CAS Number:
Molecular Weight:
104.07
Beilstein/REAXYS Number:
1756640
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

contains

20-25% water

Quality Level

mp

239 °C (dec.) (lit.)

SMILES string

NC(=N)N[N+]([O-])=O

InChI

1S/CH4N4O2/c2-1(3)4-5(6)7/h(H4,2,3,4)

InChI key

IDCPFAYURAQKDZ-UHFFFAOYSA-N

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Application

Reactant involved in the synthesis of:
  • 1,5-Disubstituted-1,3,5-hexahydrotriazine-2-(N-nitro)imines with insecticidal activity
  • Hexahydrotriazine-N-nitroimine analogs with insecticidal activity via Mannich reactions

Reactant involved in:
  • The study of the effects of vessel materials on exothermic decomposition energy
  • Nitration of arenes
  • Nitration of (nitrimino)tetrahyrdooxadiazine and (nitrimino)hexahydrotriazine

pictograms

Flame

signalword

Warning

hcodes

Hazard Classifications

Desen. Expl. 4

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Toxicity and uptake of nitroguanidine in plants.
J J Heitholt et al.
Bulletin of environmental contamination and toxicology, 44(5), 751-758 (1990-05-01)
Rajib Karmakar et al.
Journal of agricultural and food chemistry, 57(14), 6369-6374 (2009-06-19)
The metabolism of thiamethoxam [(EZ)-3-(2-chloro-1,3-thiazol-5-yl-methyl)-5-methyl-1,3,5-oxadiazinan-4-ylidene (nitro) amine] was investigated in whole plant, callus, and heterotrophic cell suspension culture of aseptically and field grown tomato (Lycopersicon esculentum Mill.) plants. The structure of the metabolites was elucidated by chromatographic (HPLC) and spectroscopic
[Research and determination of occupational exposure limits of nitroguanidine in air of working places].
Wen-xia Du et al.
Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases, 28(5), 380-382 (2010-09-22)
Ryan A Dick et al.
Chemical research in toxicology, 19(1), 38-43 (2006-01-18)
The nitroguanidine or nitromethylene moiety of the newest major class of insecticides, the neonicotinoids, is important for potency at insect nicotinic receptors and selectivity relative to mammalian receptors. Aldehyde oxidase (AOX) was recently identified as the imidacloprid nitroreductase of mammalian
Nancy N Perreault et al.
Environmental science & technology, 46(11), 6035-6040 (2012-05-09)
Nitroguanidine (NQ) is an energetic material that is used as a key ingredient of triple-base propellants and is currently being considered as a TNT replacement in explosive formulations. NQ was efficiently degraded in aerobic microcosms when a carbon source was

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