3-Nitro-4,5-dihydroxybenzaldehyde
- Product Name
- 3-Nitro-4,5-dihydroxybenzaldehyde
- CAS No.
- 116313-85-0
- Chemical Name
- 3-Nitro-4,5-dihydroxybenzaldehyde
- Synonyms
- 3,4-DIHYDROXY-5-NITROBENZALDEHYDE;3,4-Dihydroxy-5-Nitro Benzyaldehyde;Entacapone EP IMpurity C;3,4-Dihydroxy-5-Nitrobenzaldeh;4-Dihydroxy-5-nitrobenzaldehyde;3,4-Dihydro-5-nitrobenzaldehyde;3,4-dihydroxy-5-nitro-benzaldehyd;3,4-Dihydroxy-5-nitrobenzaldehdye;3-NITRO-4,5-DIHYDROXYBENZALDEHYDE;5-NITRO-3,4-DIHYDROXYBENZALDEHYDE
- CBNumber
- CB8206127
- Molecular Formula
- C7H5NO5
- Formula Weight
- 183.12
- MOL File
- 116313-85-0.mol
3-Nitro-4,5-dihydroxybenzaldehyde Property
- Melting point:
- 147 °C
- Boiling point:
- 310.9±42.0 °C(Predicted)
- Density
- 1.667±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- DMSO
- form
- Solid
- pka
- 4.78±0.38(Predicted)
- color
- Dark Yellow
- InChI
- InChI=1S/C7H5NO5/c9-3-4-1-5(8(12)13)7(11)6(10)2-4/h1-3,10-11H
- InChIKey
- BBFJODMCHICIAA-UHFFFAOYSA-N
- SMILES
- C(=O)C1=CC([N+]([O-])=O)=C(O)C(O)=C1
- CAS DataBase Reference
- 116313-85-0(CAS DataBase Reference)
Safety
- Hazard Codes
- T
- Risk Statements
- 25-36-43
- Safety Statements
- 26-36/37-45
- RTECS
- CU5665000
- HS Code
- 2912.49.2600
- Toxicity
- mouse,LDLo,oral,312mg/kg (312mg/kg),Helvetica Chimica Acta. Vol. 72, Pg. 952, 1989.
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- D3645
- Product name
- 3,4-Dihydroxy-5-nitrobenzaldehyde
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $159
- Updated
- 2025/07/31
- Product number
- D453650
- Product name
- 3,4-Dihydroxy-5-nitrobenzaldehyde
- Packaging
- 10g
- Price
- $95
- Updated
- 2021/12/16
- Product number
- J94166
- Product name
- 3,4-Dihydroxy-5-nitrobenzaldehyde
- Packaging
- 1g
- Price
- $10
- Updated
- 2021/12/16
- Product number
- J94166
- Product name
- 3,4-Dihydroxy-5-nitrobenzaldehyde
- Packaging
- 5g
- Price
- $15
- Updated
- 2021/12/16
- Product number
- G731
- Product name
- 3,4-Dihydroxy-5-nitrobenzaldehyde
- Packaging
- 25g
- Price
- $58
- Updated
- 2021/12/16
3-Nitro-4,5-dihydroxybenzaldehyde Chemical Properties,Usage,Production
Chemical Properties
Dark Yellow Solid
Uses
3,4-Dihydroxy-5-nitrobenzaldehyde (Entacapone EP Impurity C) is an Entacapone (E558500) impurity.
Uses
Entacapone (E558500) impurity.
Synthesis
6635-20-7
116313-85-0
The general procedure for the synthesis of 3,4-dihydroxy-5-nitrobenzaldehyde from 5-nitrovanillin was as follows: iodine (2.095 g), aluminum powder (0.368 g) and acetonitrile (40 mL) were added to a 100 mL aubergine flask, heated to reflux, and stirred for 2 hr until the violet-red color of the iodine disappeared completely. Subsequently, pyridine (1.597 g) and 5-nitrovanillin (0.986 g) were added and the reaction was continued for 18 hours. After completion of the reaction, the mixture was cooled to room temperature and then acidified by adding 2 mol/L dilute hydrochloric acid (10 mL) to the reaction solution. The reaction mixture was extracted with ethyl acetate (50 mL x 3), the organic phases were combined and dried with anhydrous sodium sulfate. The filtrate was concentrated to dryness by rotary evaporator to remove the solvent. Finally, the residue was purified by fast column chromatography (mobile phase of ethyl acetate to petroleum ether 1:3, v/v) to afford the target product 3,4-dihydroxy-5-nitrobenzaldehyde (yellow solid, 0.650 g, 71% yield).
References
[1] Journal of Medicinal Chemistry, 2018, vol. 61, # 5, p. 1969 - 1989
[2] Journal of Organic Chemistry, 2000, vol. 65, # 23, p. 8001 - 8010
[3] Journal of the American Chemical Society, 2000, vol. 122, # 44, p. 10781 - 10787
[4] Organic Letters, 2008, vol. 10, # 7, p. 1369 - 1372
[5] Patent: WO2016/199943, 2016, A1. Location in patent: Paragraph 0402
3-Nitro-4,5-dihydroxybenzaldehyde Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 3-Nitro-4,5-dihydroxybenzaldehyde manufacturers
- Product
- 3,4-DIHYDROXY-5-NITROBENZALDEHYDE 116313-85-0
- Price
- US $0.00/kg
- Min. Order
- 20kg
- Purity
- 99%
- Supply Ability
- 20 tons
- Release date
- 2024-10-15
- Product
- 3-Nitro-4,5-dihydroxybenzaldehyde 116313-85-0
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- Customized
- Release date
- 2018-12-22