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4-Bromo-1H-imidazole

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Name

4-Bromo-1H-imidazole

EINECS N/A
CAS No. 2302-25-2 Density 1.904 g/cm3
PSA 28.68000 LogP 1.17220
Solubility Slightly soluble in water. Melting Point 131-135 °C(lit.)
Formula C3H3BrN2 Boiling Point 324.7 °C at 760 mmHg
Molecular Weight 146.974 Flash Point 150.2 °C
Transport Information UN 2811 6.1/PG 3 Appearance Colorless to beige crystalline flakes or powder
Safety 26-36/37/39-45 Risk Codes 25-36/37/38
Molecular Structure Molecular Structure of 2302-25-2 (4-Bromo-1H-imidazole) Hazard Symbols ToxicT
Synonyms

1H-Imidazole,4-bromo- (9CI);Imidazole, 4(or 5)-bromo- (6CI,7CI);Imidazole, 4-bromo- (8CI);4(or 5)-Bromoimidazole;4-Bromoimidazole;NSC 227280;NSC54254;

Article Data 18

4-Bromo-1H-imidazole Synthetic route

2034-22-2

2,4,5-tribromo-1H-imidazole

2302-25-2

4-bromo-1 H-imidazole

Conditions
ConditionsYield
With sodium sulfite In water at 110℃; for 6h;89%
With sodium sulfite In water at 110℃; for 6h;85%
With water; sodium sulfite
With sodium sulfite Heating;
64591-03-3

2,4-dibromo-1H-imidazole

2302-25-2

4-bromo-1 H-imidazole

Conditions
ConditionsYield
With sodium sulfite In water at 100℃; for 1h; Sealed tube; Microwave irradiation; Green chemistry;71%
With water; sodium sulfite
288-32-4

1H-imidazole

A

2302-30-9

4,5-dibromo-1H-imidazole

B

2034-22-2

2,4,5-tribromo-1H-imidazole

C

2302-25-2

4-bromo-1 H-imidazole

Conditions
ConditionsYield
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 48h; Yields of byproduct given;A n/a
B n/a
C 41%
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 48h;A 6%
B 3%
C 32%
288-32-4

1H-imidazole

77-48-5

1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione

A

2302-25-2

4-bromo-1 H-imidazole

B

77-71-4

5,5-dimethyl-imidazolidine-2,4-dione

Conditions
ConditionsYield
With sulfuric acid In water at 0℃; for 0.0833333h;A 21%
B 33%
288-32-4

1H-imidazole

A

2302-30-9

4,5-dibromo-1H-imidazole

B

2302-25-2

4-bromo-1 H-imidazole

Conditions
ConditionsYield
With potassium (aquo)(2‑chlorobenzoato)oxodiperoxo–tungstate(VI) dihydrate; potassium bromide In water; acetonitrile at 20℃;A 27%
B 16%
2302-30-9

4,5-dibromo-1H-imidazole

2302-25-2

4-bromo-1 H-imidazole

Conditions
ConditionsYield
With water; sodium sulfite
With sodium sulfite In water; isopropyl alcohol Reflux; Large scale;3.6 kg
39870-05-8

4-acetyl pyrimidine

C3H2BrN2(1-)*K(1+)

A

2302-25-2

4-bromo-1 H-imidazole

B

C6H5N2O(1-)*K(1+)

Conditions
ConditionsYield
In dimethyl sulfoxide at 24.9℃; Equilibrium constant;
861362-49-4

5-bromo-1(3)H-imidazole-4-carboxylic acid-(4-bromo-anilide)

30percent hydrobromic acid

30percent hydrobromic acid

2302-25-2

4-bromo-1 H-imidazole

Conditions
ConditionsYield
at 150℃;
5-bromo-imidazole-carboxylic acid-(4)-<4-bromo-anilide>

5-bromo-imidazole-carboxylic acid-(4)-<4-bromo-anilide>

2302-25-2

4-bromo-1 H-imidazole

Conditions
ConditionsYield
With hydrogen bromide at 150℃; im Rohr;
64591-03-3

2,4-dibromo-1H-imidazole

aqueous sodium sulfite solution

aqueous sodium sulfite solution

2302-25-2

4-bromo-1 H-imidazole

4-Bromo-1H-imidazole Specification

The 1H-Imidazole,4-bromo-, with the CAS registry number 2302-25-2, is also known as 4-Bromoimidazole. It belongs to the product categories of Blocks; Bromides; Imidazoles; Imidazol & Benzimidazole; Imidaxoles; Halogenated Heterocycles; Heterocyclic Building Blocks; ImidazolesBuilding Blocks. This chemical's molecular formula is C3H3BrN2 and molecular weight is 146.97. What's more, its systematic name is 5-bromo-1H-imidazole. It is stable at common pressure and temperature, and it should be sealed and stored in a cool and dry place. Moreover, it should be protected from oxides.

Physical properties of 1H-Imidazole,4-bromo- are: (1)ACD/LogP: 0.97; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.9; (4)ACD/LogD (pH 7.4): 0.97; (5)ACD/BCF (pH 5.5): 2.75; (6)ACD/BCF (pH 7.4): 3.21; (7)ACD/KOC (pH 5.5): 68.59; (8)ACD/KOC (pH 7.4): 80.12; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 17.82 Å2; (13)Index of Refraction: 1.601; (14)Molar Refractivity: 26.46 cm3; (15)Molar Volume: 77.1 cm3; (16)Polarizability: 10.49×10-24cm3; (17)Surface Tension: 56.4 dyne/cm; (18)Density: 1.904 g/cm3; (19)Flash Point: 150.2 °C; (20)Enthalpy of Vaporization: 54.42 kJ/mol; (21)Boiling Point: 324.7 °C at 760 mmHg; (22)Vapour Pressure: 0.000457 mmHg at 25°C.

Preparation: this chemical can be prepared by 5-bromo-1-methyl-1H-imidazole at the ambient temperature. This reaction will need solvent dimethylformamide with the reaction time of 6 hours. The yield is about 66%.

1H-Imidazole,4-bromo- can be used to produce 1H-imidazole at the temperature of 20 °C

Uses of of 1H-Imidazole,4-bromo-: it can be used to produce 5-bromo-1-methyl-1H-imidazole at the ambient temperature. It will need reagent N-bromosuccinimide and solvent dimethylformamide with the reaction time of 48 hours. The yeld is about 41%.

1H-Imidazole,4-bromo- can be prepared by 5-bromo-1-methyl-1H-imidazole at the ambient temperature

When you are using this chemical, please be cautious about it as the following:
This chemical is toxic if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, you must seek medical advice immediately (show label where possible).

You can still convert the following datas into molecular structure:
(1)InChI: InChI=1S/C3H3BrN2/c4-3-1-5-2-6-3/h1-2H,(H,5,6)
(2)InChIKey: FHZALEJIENDROK-UHFFFAOYSA-N
(3)Canonical SMILES: C1=C(NC=N1)Br

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 oral 250mg/kg (250mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: OTHER CHANGES
Toxicology and Applied Pharmacology. Vol. 89, Pg. 175, 1987.

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