4-hydroxy-2-nitrobenzoic acid
- Product Name
- 4-hydroxy-2-nitrobenzoic acid
- CAS No.
- 74230-08-3
- Chemical Name
- 4-hydroxy-2-nitrobenzoic acid
- Synonyms
- 4-Hydroxy-2-nitrobenzoicaci;4-hydroxy-2-nitrobenzoic acid;BENZOIC ACID, 4-HYDROXY-2-NITRO-;4-Hydroxy-2-nitrobenzoic acid 95+%
- CBNumber
- CB7547353
- Molecular Formula
- C7H5NO5
- Formula Weight
- 183.12
- MOL File
- 74230-08-3.mol
4-hydroxy-2-nitrobenzoic acid Property
- Melting point:
- 230 ºC (DEC.)
- Boiling point:
- 414.0±40.0 °C(Predicted)
- Density
- 1.631
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- solid
- pka
- 2.55±0.25(Predicted)
- color
- Brown
Safety
- HS Code
- 2916399090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- B446825
- Product name
- 4-hydroxy-2-nitrobenzoicacid
- Packaging
- 100mg
- Price
- $265
- Updated
- 2021/12/16
- Product number
- 4654-1-6W
- Product name
- 4-Hydroxy-2-nitrobenzoic acid
- Purity
- 95%
- Packaging
- 250mg
- Price
- $360
- Updated
- 2021/12/16
- Product number
- CHM0383197
- Product name
- 4-HYDROXY-2-NITROBENZOIC ACID
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $497.93
- Updated
- 2021/12/16
- Product number
- 4654-1-6W
- Product name
- 4-Hydroxy-2-nitrobenzoic acid
- Purity
- 95%
- Packaging
- 1g
- Price
- $760
- Updated
- 2021/12/16
- Product number
- X8081
- Product name
- 4-Hydroxy-2-nitrobenozoicacid
- Packaging
- 100mg
- Price
- $150
- Updated
- 2021/12/16
4-hydroxy-2-nitrobenzoic acid Chemical Properties,Usage,Production
Uses
4-Hydroxy-2-nitrobenzoic acid (cas# 74230-08-3) is a useful research chemical. A metabolite of trinitrotoluene.
Synthesis
610-36-6
74230-08-3
Step 1: 4-Amino-2-nitrobenzoic acid (9.895 g, 54.326 mmol) was suspended in water (17 mL) under stirring conditions and concentrated sulfuric acid (12 mL) was slowly added to form a homogeneous solution. The reaction system was cooled in an ice bath and additional water (10 mL) was added to improve stirring. Crushed ice (50 mL) was then added and a solution of sodium nitrite (NaNO2, 4.124 g, 59.759 mmol) in water (9 mL) was added dropwise, keeping the reaction temperature below 5 °C. After the dropwise addition, stirring was continued for 1.25 h at 0 °C. The reaction mixture was quenched by addition of urea (6 g), stirred at 0 °C for 10 min and filtered. The filtrate was added dropwise to a mixture of concentrated sulfuric acid (39 mL) and water (27 mL) preheated to boiling. After completion of dropwise addition, the reaction mixture was refluxed for 3 hours and subsequently cooled to room temperature. The reaction mixture was extracted with ethyl acetate (6.50 mL), the organic phases were combined, washed with saturated saline, filtered and concentrated to a small volume. Purification was carried out by rapid chromatography on silica gel using ethyl acetate, 20% methanol/ethyl acetate, 10% methanol/chloroform and 60% ethyl acetate/hexane sequentially as eluents. The final 4-hydroxy-2-nitrobenzoic acid (5.331 g, 29.112 mmol, 54% yield) was obtained as an orange solid and decomposed.1H NMR (DMSO-d6) δ 7.05 (dd, 1H), 7.15 (s, 1H), 7.78 (d, 1H), 11.10 (s, 1H), 13.38 (s, 1H); mass spectrum [ES (-) )], m/z 182 (M-H)-.
References
[1] Patent: US2005/70584, 2005, A1. Location in patent: Page/Page column 24
[2] Journal of the Chemical Society, 1949, p. 1498,1502
[3] Sci. Technol. China, 1949, vol. 2, p. 31
[4] Chem.Abstr., 1950, p. 5331
[5] Phytochemistry, 1996, vol. 41, # 6, p. 1473 - 1475
4-hydroxy-2-nitrobenzoic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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