374822
4-Bromopyrazole
99%
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About This Item
Empirical Formula (Hill Notation):
C3H3BrN2
CAS Number:
Molecular Weight:
146.97
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Product Name
4-Bromopyrazole, 99%
form
solid
InChI
1S/C3H3BrN2/c4-3-1-5-6-2-3/h1-2H,(H,5,6)
SMILES string
Brc1cn[nH]c1
InChI key
WVGCPEDBFHEHEZ-UHFFFAOYSA-N
assay
99%
bp
250-260 °C (lit.)
mp
93-96 °C (lit.)
functional group
bromo
Quality Level
Related Categories
Application
4-Bromopyrazole may be used in the preparation of 4-bromo-1-(2-chloroethyl)-1H-pyrazole. It may be used as starting material in the synthesis of 1,4′-bipyrazoles.
4-Bromopyrazole may be used in the preparation of solid hexacoordinate complexes by reaction with dimethyl- and divinyl-tindichloride.
General description
4-Bromopyrazole is a heteroaryl halide and its cyanation in the presence of palladium catalysts has been reported.
4-Bromopyrazole is a pyrazole derivative. It is reported to react with titanium tetrachloride to afford binary adducts. Mutagenicity of 4-bromopyrazole has been tested using the L-arabinose forward mutation assay of Salmonella typhimurium. It is reported to inhibit the oxidative phosphorylation, the ATP-32P exchange reaction, and energy dependent and independent calcium uptake.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Inhibition of the oxidation of the urinary bladder carcinogen N-butyl-N-(4-hydroxybutyl)nitrosamine by pyrazole and 4-substituted pyrazoles.
C C Irving et al.
Biochemical pharmacology, 37(8), 1642-1644 (1988-04-15)
E Alejandre-Durán et al.
Environmental mutagenesis, 8(4), 611-619 (1986-01-01)
The mutagenicity of pyrazole and seven pyrazole derivatives (4-nitropyrazole, 4-bromopyrazole, 1-methyl-4-nitropyrazole, 3,5-dimethyl-4-nitropyrazole, 1-methyl-4-bromopyrazole, 4,4'-dinitro-1, 1'-methylene-dipyrazole and 4,4'-dibromo-1,1'-methylene-dipyrazole) has been investigated with the L-arabinose forward mutation assay of Salmonella typhimurium. Two nitroimidazoles (1-methyl-5-nitroimidazole and metronidazole) were included as reference drugs. The
Effects of pyrazole, 4-bromopyrazole and 4-methylpyrazole on mitochondrial function.
A I Cederbaum et al.
Biochemical pharmacology, 23(2), 203-213 (1974-01-15)
Todd D Senecal et al.
Angewandte Chemie (International ed. in English), 52(38), 10035-10039 (2013-08-13)
Playing it safe: The nontoxic cyanide source K4 [Fe(CN)6]·3H2O can be used for the cyanation of (hetero)aryl halides. The application of palladacycle catalysts prevents poisoning during catalyst formation, thereby allowing for low catalyst loadings, fast reaction times, and wide heterocyclic
Ilia A. Guzei et al.
Inorganic chemistry, 36(20), 4415-4420 (2001-10-24)
Treatment of titanium tetrachloride with 3,5-di-tert-butylpyrazole affords the complexes [3,5-(C(CH(3))(3))(2)C(3)H(3)N(2)](2)[TiCl(6)] and (3,5-(C(CH(3))(3))(2)C(3)HN(2))(2)TiCl(2) in 37 and 42% yields, respectively. An analogous reaction with 3,5-dimethylpyrazole, 3-methylpyrazole, 4-bromopyrazole, and 4-iodopyrazole leads to the formation of corresponding TiCl(4)L(2) binary adducts in 30-86% yields. Crystal
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