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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
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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)
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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.
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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..…

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N-Bromosuccinimide Price

TCI Chemical
Product number
D3645
Product name
3,4-Dihydroxy-5-nitrobenzaldehyde
Purity
>98.0%(GC)
Packaging
25g
Price
$159
Updated
2025/07/31
TRC
Product number
D453650
Product name
3,4-Dihydroxy-5-nitrobenzaldehyde
Packaging
10g
Price
$95
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD22089
Product name
3,4-Dihydroxy-5-nitrobenzaldehyde
Packaging
250g
Price
$125
Updated
2021/12/16
AK Scientific
Product number
G731
Product name
3,4-Dihydroxy-5-nitrobenzaldehyde
Packaging
100g
Price
$134
Updated
2021/12/16
AK Scientific
Product number
J94166
Product name
3,4-Dihydroxy-5-nitrobenzaldehyde
Packaging
1g
Price
$10
Updated
2021/12/16
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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

Entacapone
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3-Nitro-4,5-dihydroxybenzaldehyde Suppliers

Americas 1 Canada 2 China 224 Europe 3 Germany 3 India 73 Japan 2 South Korea 1 Switzerland 1 Ukraine 2 United Kingdom 8 United States 27 Global 347
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
Advantage
66
Karl H. Boddin Chemiehandel GmbH
Tel
--
Fax
--
Country
Germany
ProdList
1036
Advantage
43
Service Chemical Inc.
Tel
--
Fax
--
Email
sales@chemos-group.com
Country
Germany
ProdList
6350
Advantage
71
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View Lastest Price from 3-Nitro-4,5-dihydroxybenzaldehyde manufacturers

Qingdao RENAS Polymer Material Co., Ltd.
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
Career Henan Chemical Co
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

116313-85-0, 3-Nitro-4,5-dihydroxybenzaldehydeRelated Search:

2,4-Dimethylbenzaldehyde Solvent Red 43 3-Nitrobenzaldehyde Protocatechualdehyde 3,4-Dimethylbenzaldehyde 4-Hydroxybenzaldehyde 3-Hydroxybenzaldehyde 4-Nitrobenzaldehyde 2,4-Dihydroxybenzaldehyde Entacapone EP IMpurity B Entacapone EP Impurity G 3,4-Dihydroxy-5-Nitrobenzoic Acid (E/Z)-3-O-Methyl Entacapone (alphaE)-alpha-[(3,4-Dihydroxy-5-nitrophenyl)methylene]-beta-oxo-1-piperidinepropanenitrile (2E)-2-Cyano-3-(3-ethoxy-4-hydroxy-5-nitrophenyl)-N,N-diethyl-2-propenamide 2-Propenamide, 2-cyano-3-(3,4-dihydroxyphenyl)-N,N-diethyl-, (2E)- TYRPHOSTIN AG 1290 Entacapone Impurity 13

  • 3,4-dihydroxy-5-nitro-benzaldehyd
  • 3,4-DIHYDROXY-5-NITROBENZALDEHYDE,SPECIFICATION: >98.5%(HPLC UV)
  • 3,4-DIHYDROXY-5-NITROBENZALDEHYDE
  • 3-NITRO-4,5-DIHYDROXYBENZALDEHYDE
  • 3,4-Dihydroxy-5-nitrobenzaldehdye
  • 3,4-Dihydroxy-5-Nitrobenzaldeh
  • Entacapone Impurity 3（Entacapone EP Impurity C）
  • 5-NITRO-3,4-DIHYDROXYBENZALDEHYDE
  • 4-Dihydroxy-5-nitrobenzaldehyde
  • Entacapone EP IMpurity C
  • 3,4-Dihydroxy-5-Nitro Benzyaldehyde
  • Entacapone Impurity 19(Entacapone EP Impurity C)
  • 3,4-Dihydroxy-5-nitrobenzaldehyde &gt
  • Benzaldehyde, 3,4-dihydroxy-5-nitro-
  • Entacapone Impurity 3（Entacapone EP Impurity A）
  • 3,4-Dihydroxy-5-nitro benzaldehydeQ: What is 3,4-Dihydroxy-5-nitro benzaldehyde Q: What is the CAS Number of 3,4-Dihydroxy-5-nitro benzaldehyde Q: What is the storage condition of 3,4-Dihydroxy-5-nitro benzaldehyde Q: What are the applications of 3,4-Dihydroxy-5-nitro benzaldehyde
  • TIANFU-CHEM 116313-85-0 3-Nitro-4,5-dihydroxybenzaldehyde
  • 3,4-Dihydroxy-5-Nitro Benzaldehyde pure, 98%
  • Entacapone EP Impurity C(Mixtures of tautomers)
  • 3,4-Dihydro-5-nitrobenzaldehyde
  • 3,4-dihydroxy 5-nitro benzaldehyde / Entacapone EP Impurity-C
  • 116313-85-0
  • 11613-85-0
  • Aromatics
  • Impurities
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • pharmaceutical intermediates
  • Benzaldehyde
  • Aromatic Aldehydes & Derivatives (substituted)