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116313-85-0

Basic Information
CAS No.: 116313-85-0
Name: 3-Nitro-4,5-dihydroxybenzaldehyde
Article Data: 27
Molecular Structure:
Molecular Structure of 116313-85-0 (3-Nitro-4,5-dihydroxybenzaldehyde)
Formula: C7H5NO5
Molecular Weight: 183.12
Synonyms: 3,4-Dihydroxy-5-nitrobenzaldehyde;Benzaldehyde, 3,4-dihydroxy-5-nitro-;BRN 3283877;
EINECS: 441-810-8
Density: 1.667 g/cm3
Melting Point: 147 °C
Boiling Point: 310.9 °C at 760 mmHg
Flash Point: 141.1 °C
Solubility: soluble in methanol
Appearance: yellow color crystalline powder.
Hazard Symbols: T
Risk Codes: 25-36-43
Safety: 26-36/37-45
PSA: 103.35000
LogP: 1.34170
Synthetic route
6635-20-7

isonitrovanillin

116313-85-0

3,4-dihydroxy-5-nitrobenzaldehyde

Conditions
ConditionsYield
With hydrogen bromide; acetic acid In water at 110℃; for 39h;100%
With pyridine; aluminium trichloride In chloroform for 24h; ether cleavage; Heating;98%
With hydrogen bromide; acetic acid In water for 8h; Heating;96%
121-33-5

vanillin

116313-85-0

3,4-dihydroxy-5-nitrobenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diethyl ether; mixture of gaseous nitrogen oxides
2: fuming hydrochloric acid / 140 °C
View Scheme
Multi-step reaction with 2 steps
1: nitric acid; acetic acid / 0 - 20 °C
2: hydrogen bromide / water / 4 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1.1: acetic acid; nitric acid / water / 4 h / 15 - 30 °C
2.1: tetrabutylammomium bromide; aluminum (III) chloride / dichloromethane / 0.5 h / 0 - 10 °C / Reflux
2.2: 25 h / 0 - 10 °C / Reflux
View Scheme
6635-20-7

isonitrovanillin

7440-44-0

pyrographite

116313-85-0

3,4-dihydroxy-5-nitrobenzaldehyde

Conditions
ConditionsYield
With acetic acid In conc. hydrobromic acid; water5.66 kg (80%)
621-59-0

isovanillin

116313-85-0

3,4-dihydroxy-5-nitrobenzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: nitric acid / acetic acid
2: aluminum (III) chloride; pyridine / chloroform / Reflux
View Scheme
80547-69-9

3-hydroxy-4-methoxy-5-nitrobenzaldehyde

116313-85-0

3,4-dihydroxy-5-nitrobenzaldehyde

Conditions
ConditionsYield
With pyridine; aluminum (III) chloride In chloroform Reflux;
17722-12-2

N-(3-chlorophenyl)-2-cyanoacetamide

116313-85-0

3,4-dihydroxy-5-nitrobenzaldehyde

1150310-12-5

C16H10ClN3O5

Conditions
ConditionsYield
With piperidine; acetic acid In toluene Knoevenagel condensation; Reflux;98%
5382-38-7

2-cyano-N-(4-methoxyphenyl)acetamide

116313-85-0

3,4-dihydroxy-5-nitrobenzaldehyde

1150310-11-4

C17H13N3O6

Conditions
ConditionsYield
With piperidine; acetic acid In toluene Knoevenagel condensation; Reflux;95%
116313-85-0

3,4-dihydroxy-5-nitrobenzaldehyde

84211-30-3

3,4-dihydroxy-5-nitrobenzoic acid

Conditions
ConditionsYield
With sodium chlorite; sodium dihydrogenphosphate dihydrate In water; dimethyl sulfoxide at 50℃; for 16.8333h;94%
With xanthin for 20h; pH=7.4; Enzymatic reaction;
116313-85-0

3,4-dihydroxy-5-nitrobenzaldehyde

100-39-0

benzyl bromide

312327-13-2

3-benzyloxy-4-hydroxy-5-nitro-benzaldehyde

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 140℃; for 48h; Alkylation;93%
With sodium hydride In N,N-dimethyl-formamide85%
Stage #1: 3,4-dihydroxy-5-nitrobenzaldehyde With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; Inert atmosphere;
Stage #2: benzyl bromide In N,N-dimethyl-formamide; mineral oil at 0℃; for 1h; Inert atmosphere;
Stage #3: With acetic acid In N,N-dimethyl-formamide; mineral oil at 20℃; Inert atmosphere;
81%
116313-85-0

3,4-dihydroxy-5-nitrobenzaldehyde

111233-69-3

2-cyano-N-[3-(2-cyanoacetylamino)propyl]acetamide

(E)-2-Cyano-N-{3-[(E)-2-cyano-3-(3,4-dihydroxy-5-nitro-phenyl)-acryloylamino]-propyl}-3-(3,4-dihydroxy-5-nitro-phenyl)-acrylamide

Conditions
ConditionsYield
With 3-amino propanoic acid In ethanol for 4.5h; Heating;92%
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    Product name: 3-Nitro-4,5-Dihydroxybenzaldehyde CAS No.:116313-85-0 Molecule Formula:C7H5NO5 Molecule Weight:183.12 Purity: 99.0% Package: 25kg/drum Description:White powder Manufacture Standards:Enterprise Standard

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Chemistry

Product Name: 3-Nitro-4,5-dihydroxybenzaldehyde (CAS NO.116313-85-0)

Molecular Formula: C7H5NO5
Molecular Weight: 183.12g/mol
Mol File: 116313-85-0.mol
Melting Point: 147 °C
Boiling point: 310.9 °C at 760 mmHg
Flash Point: 141.1 °C
Density: 1.667 g/cm3
Index of Refraction: 1.718 
Molar Refractivity: 43.31 cm
Molar Volume: 109.8 cm
Surface Tension: 89.6 dyne/cm
Enthalpy of Vaporization: 57.38 kJ/mol
Vapour Pressure: 0.000319 mmHg at 25°C
XLogP3-AA: 1.1
H-Bond Donor: 2
H-Bond Acceptor: 5
Structure Descriptors of 3-Nitro-4,5-dihydroxybenzaldehyde (CAS NO.116313-85-0):
  IUPAC Name: 3,4-dihydroxy-5-nitrobenzaldehyde
  Canonical SMILES: C1=C(C=C(C(=C1[N+](=O)[O-])O)O)C=O
  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
Product Categories: Aromatic Aldehydes & Derivatives (substituted); Benzaldehyde; pharmaceutical intermediates

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LDLo oral 312mg/kg (312mg/kg)   Helvetica Chimica Acta. Vol. 72, Pg. 952, 1989.

Safety Profile

Combustion Products: These products include toxic carbon oxides (CO,CO 2), nitrogen oxides (NOx).
SMALL FIRE: Use DRY chemical powder.
LARGE FIRE: Use water spray, fog or foam. DO NOT use water jet.
RTECS:  CU5665000

Specification

 3-Nitro-4,5-dihydroxybenzaldehyde , its CAS NO. is 116313-85-0, the synonyms are 3,4-Dihydroxy-5-nitrobenzaldehyde ;  Benzaldehyde, 3,4-dihydroxy-5-nitro- .