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4-Bromo-3-methylpyrazole

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Name

4-Bromo-3-methylpyrazole

EINECS 237-456-7
CAS No. 13808-64-5 Density 1.723 g/cm3
PSA 28.68000 LogP 1.48060
Solubility N/A Melting Point 77-79 °C
Formula C4H5BrN2 Boiling Point 259.9 °C at 760 mmHg
Molecular Weight 161.001 Flash Point 111 °C
Transport Information N/A Appearance off-white powder
Safety 37/39-26 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 13808-64-5 (4-Bromo-3-methylpyrazole) Hazard Symbols IrritantXi
Synonyms

Pyrazole,4-bromo-3-methyl- (8CI);4-Bromo-3-methyl-1H-pyrazole;NSC 50563;

Article Data 4

4-Bromo-3-methylpyrazole Synthetic route

130874-31-6

4-bromo-3-methyl-1-phenylsulphonylpyrazole

13808-64-5

4-bromo-3-methyl-1H-pyrazole

Conditions
ConditionsYield
With potassium hydroxide In methanol for 1h; Heating;83%
With potassium hydroxide In methanol for 1h; Heating; other 4-bromo-1-phenylsulphonylpyrazoles;83%
1453-58-3

3-Methylpyrazole

13808-64-5

4-bromo-3-methyl-1H-pyrazole

Conditions
ConditionsYield
Stage #1: 3-Methylpyrazole With N-Bromosuccinimide In N,N-dimethyl-formamide at 60℃; Continuous flow reactor;
Stage #2: With water; acetic acid In N,N-dimethyl-formamide
49%
3(resp. 5)-methyl-pyrazole

3(resp. 5)-methyl-pyrazole

13808-64-5

4-bromo-3-methyl-1H-pyrazole

Conditions
ConditionsYield
With water; bromine
13808-64-5

4-bromo-3-methyl-1H-pyrazole

24424-99-5

di-tert-butyl dicarbonate

1021919-24-3

tert-butyl 4-bromo-3-methyl-1H-pyrazole-1-carboxylate

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane at 20℃;100%
With sodium carbonate In dichloromethane; water for 2.5h;
With sodium carbonate In dichloromethane at 20℃; for 16h;
With dmap; triethylamine In acetonitrile at 20℃;0.32 g
58-08-2

3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione

13808-64-5

4-bromo-3-methyl-1H-pyrazole

4,5,8-tris(4-bromo-3-methyl-1H-pyrazol-1-yl)-1,3,7-trimethyl-3,4,5,7-tetrahydro-1H-purine-2,6-dione

Conditions
ConditionsYield
With tetrabutylammonium tetrafluoroborate In acetonitrile at 45℃; for 10h; Inert atmosphere; Electrochemical reaction; Green chemistry; diastereoselective reaction;99%
21205-91-4

9-borabicyclo[3.3.1]nonane dimer

13808-64-5

4-bromo-3-methyl-1H-pyrazole

potassium hydride

potassium[bis(3-Me-4-Br-pyrazolyl)borate(C8H14)]

Conditions
ConditionsYield
In toluene for 3h; Inert atmosphere; Schlenk technique; Reflux;96%
134419-59-3

4-oxanyl methanesulfonate

13808-64-5

4-bromo-3-methyl-1H-pyrazole

4-bromo-3-methyl-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 100℃; for 10h;88%
13154-24-0

triisopropylsilyl chloride

13808-64-5

4-bromo-3-methyl-1H-pyrazole

4-bromo-3-methyl-1-(triisopropylsilyl)-1H-pyrazole

Conditions
ConditionsYield
With triethylamine In dichloromethane for 72h; Reflux;86.1%
13808-64-5

4-bromo-3-methyl-1H-pyrazole

124-38-9

carbon dioxide

74-88-4

methyl iodide

1207853-38-0

methyl 4-bromo-3-methyl-1H-pyrazole-1-carboxylate

Conditions
ConditionsYield
Stage #1: 4-bromo-3-methyl-1H-pyrazole; carbon dioxide With cesium hydroxide; (hydroxido){N,N'-bis(2,6-diisopropylphenyl)imidazol-2-ylidene}copper(I) In tetrahydrofuran at 40℃; under 1125.11 Torr; for 0.204167h; Inert atmosphere;
Stage #2: methyl iodide In tetrahydrofuran Inert atmosphere; regioselective reaction;
85%
13808-64-5

4-bromo-3-methyl-1H-pyrazole

98-80-6

phenylboronic acid

13788-84-6

3-Methyl-4-phenyl-1H-pyrazole

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate; catacxium A In 1,4-dioxane; water at 100℃; for 12h; Inert atmosphere;84%

4-Bromo-3-methylpyrazole Chemical Properties

The Molecular Structure of 4-Bromo-3-methylpyrazole (CAS NO.13808-64-5):

Empirical Formula: C4H5BrN2
Molecular Weight: 160.9999 
IUPAC Name: 4-bromo-5-methyl-1H-pyrazole
Appearance: white to cream-colored powder
Product Categories: Pyrazines;pharmacetical;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyrazoles;PyrazolesHeterocyclic Building Blocks
Nominal Mass: 160 Da
Average Mass: 160.9999 Da
Monoisotopic Mass: 159.963603 Da 
Index of Refraction: 1.584
Molar Refractivity: 31.29 cm3
Molar Volume: 93.4 cm3
Surface Tension: 50.5 dyne/cm
Density: 1.723 g/cm3
Flash Point: 111 °C
Enthalpy of Vaporization: 47.75 kJ/mol
Boiling Point: 259.9 °C at 760 mmHg
Vapour Pressure: 0.0204 mmHg at 25°C 
Melting Point: 76.5 °C 
log P (octanol-water): 1.500
Atmospheric OH Rate Constant: 2.79E-11 cm3/molecule-sec at 25°C 
InChI
InChI=1/C4H5BrN2/c1-3-4(5)2-6-7-3/h2H,1H3,(H,6,7)
Smiles
c1(c(n[nH]c1)C)Br

4-Bromo-3-methylpyrazole Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 37/39-26 
S37/39: Wear suitable gloves and eye/face protection
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice

4-Bromo-3-methylpyrazole Specification

 4-Bromo-3-methylpyrazole (CAS NO.13808-64-5) is also called as 4-Bromo-3-methyl-1H-pyrazole ; 3-Methyl-4-bromopyrazole ; 4-Bromo-3-methylpyrazole,97% ; 4-Bromo-3-methylpyrazole 97% ; 1H-pyrazole, 4-bromo-3-methyl- ; 3-Methyl-4-bromo-1h-pyrazole .

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