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4-Bromo-2-nitrobenzaldehyde

Product Name
4-Bromo-2-nitrobenzaldehyde
CAS No.
5551-12-2
Chemical Name
4-Bromo-2-nitrobenzaldehyde
Synonyms
Nifedipine Impurity 20;4-BROMO-2-NITROBENZALDEHYDE;Benzaldehyde, 4-bromo-2-nitro-;4-BroMo-2-nitrobenzaldehyde, 95+%;4'-Amino-3',6'-difluoroacetophenone;4-Bromo-2-nitrobenzaldehyde, 97%min;2-Nitro-4-brom-benzaldehyd,2-nitro-4-bromobenzaldehyde,4-bromo-2-nitro-benzaldehyde,4-Brom-2-nitro-benzaldehyd
CBNumber
CB8137003
Molecular Formula
C7H4BrNO3
Formula Weight
230.02
MOL File
5551-12-2.mol
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4-Bromo-2-nitrobenzaldehyde Property

Melting point:
95.0 to 99.0 °C
Boiling point:
334.4±32.0 °C(Predicted)
Density 
1.781±0.06 g/cm3(Predicted)
storage temp. 
2-8°C, stored under nitrogen
solubility 
soluble in Methanol
form 
powder to crystal
color 
Light orange to Yellow to Green
λmax
260nm(CH3CN)(lit.)
InChI
InChI=1S/C7H4BrNO3/c8-6-2-1-5(4-10)7(3-6)9(11)12/h1-4H
InChIKey
GSXUXSXBEUJRAJ-UHFFFAOYSA-N
SMILES
C(=O)C1=CC=C(Br)C=C1[N+]([O-])=O
CAS DataBase Reference
5551-12-2(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn,N
Risk Statements 
22-36/37/38-43-50
Safety Statements 
26-36/37-61
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
3
HS Code 
2913000090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H335May cause respiratory irritation

H400Very toxic to aquatic life

Precautionary statements

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
756628
Product name
4-Bromo-2-nitrobenzaldehyde
Purity
97%
Packaging
1g
Price
$74.8
Updated
2023/06/20
TCI Chemical
Product number
B4146
Product name
4-Bromo-2-nitrobenzaldehyde
Purity
>96.0%(GC)
Packaging
1g
Price
$32
Updated
2025/07/31
TCI Chemical
Product number
B4146
Product name
4-Bromo-2-nitrobenzaldehyde
Purity
>96.0%(GC)
Packaging
5g
Price
$125
Updated
2025/07/31
TRC
Product number
B678845
Product name
4-Bromo-2-nitrobenzaldehyde
Packaging
1g
Price
$45
Updated
2021/12/16
AK Scientific
Product number
X2710
Product name
4-Bromo-2-nitrobenzaldehyde
Packaging
10g
Price
$46
Updated
2021/12/16
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4-Bromo-2-nitrobenzaldehyde Chemical Properties,Usage,Production

Uses

4-Bromo-2-nitrobenzaldehyde is used along with in the synthesis of Tyrian Purple as a teaching material, from o-Nitrotoluene via 4-Bromo-2-nitrotoluene and 4-Bromo-2-nitrobenzylidene diacetate;Also, it is used as a starting material in the synthesis of heterocyclyl as HDAC3 inhibitors.

Synthesis Reference(s)

The Journal of Organic Chemistry, 72, p. 5867, 2007 DOI: 10.1021/jo070477u

Synthesis

60956-26-5

5551-12-2

Step A: Concentrated sulfuric acid (324 mL) was added slowly and dropwise to a solution of 4-bromo-1-methyl-2-nitrobenzene (300 g, 1.38 mol) in acetic anhydride (2400 mL) at 0 °C. Subsequently, a solution of chromium trioxide (384 g, 3.84 mol) dissolved in acetic anhydride (2160 mL) was added, keeping the internal temperature of the reaction system below 10 °C during the process. The reaction mixture was stirred for 1 hour and then slowly poured into an ice-water mixture. The solid product was collected by filtration and washed with plenty of water until the washings were colorless. The resulting solid was suspended in 1800 mL of a 2% aqueous sodium carbonate solution, stirred thoroughly and then filtered again, washed with water and finally dried under reduced pressure. [000195] The diacetate product obtained above was suspended in a mixed solution comprising 1360 mL of concentrated hydrochloric acid, 1250 mL of water and 480 mL of ethanol and refluxed for 45 minutes. After the reaction was completed, it was cooled to room temperature, the solid product was collected by filtration and washed with water. The final 4-bromo-2-nitrobenzaldehyde (147 g, 45% overall yield in two steps) was obtained as a brown solid, which could be used in the subsequent reaction without further purification.

References

[1] Patent: WO2012/97177, 2012, A2. Location in patent: Page/Page column 57-58
[2] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 7, p. 2462 - 2467
[3] Organic Preparations and Procedures International, 2006, vol. 38, # 3, p. 325 - 331
[4] Synthetic Communications, 2001, vol. 31, # 23, p. 3721 - 3727
[5] Heterocycles, 1994, vol. 39, # 2, p. 767 - 778

4-Bromo-2-nitrobenzaldehyde Preparation Products And Raw materials

Raw materials

Preparation Products

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4-Bromo-2-nitrobenzaldehyde Suppliers

Americas 1 China 170 Europe 1 India 4 Japan 1 Ukraine 1 United Kingdom 10 United States 16 Global 204
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View Lastest Price from 4-Bromo-2-nitrobenzaldehyde manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
4-Bromo-2-nitrobenzaldehyde 5551-12-2
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-07
Career Henan Chemical Co
Product
4-Bromo-2-nitrobenzaldehyde 5551-12-2
Price
US $6.68/KG
Min. Order
1KG
Purity
97%-99%
Supply Ability
1kg-1000kg
Release date
2020-01-09

5551-12-2, 4-Bromo-2-nitrobenzaldehydeRelated Search:

2-Nitrobenzaldehyde 3-Nitrobenzaldehyde 4-Bromo-2-nitrophenol 4-Nitrobenzoic acid Sodium 3-nitrobenzenesulphonate 4-Nitrobenzaldehyde Nitrobenzene 1,3-Dinitrobenzene 3-Bromonitrobenzene Bromine 4-Bromo-2-nitrobenzoic acid tert-Butyl 4-bromo-2-nitrobenzoate 2-NITRO 5-BROMO-BENZALDEHYDE 3-BROMO-4-NITROBENZALDEHYDE 3-BROMO-5-NITROBENZALDEHYDE 4-BROMO-3-NITRO-BENZALDEHYDE 4-BROMO-5-FLUORO-2-NITROBENZOIC ACID 2-bromo-5-nitrobenzaldehyde

  • 4-BROMO-2-NITROBENZALDEHYDE
  • 4-BroMo-2-nitrobenzaldehyde, 95+%
  • Nifedipine Impurity 20
  • Benzaldehyde, 4-bromo-2-nitro-
  • 2-Nitro-4-brom-benzaldehyd,2-nitro-4-bromobenzaldehyde,4-bromo-2-nitro-benzaldehyde,4-Brom-2-nitro-benzaldehyd
  • 4'-Amino-3',6'-difluoroacetophenone
  • 4-Bromo-2-nitrobenzaldehyde, 97%min
  • 5551-12-2
  • 5551-12-3
  • 5551-12-1
  • 5551-12-1
  • C7H4NO3Br
  • Heterocyclic Compounds
  • Aromatic Aldehydes & Derivatives (substituted)