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2,5-Dihydroxybenzaldehyde

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2,5-Dihydroxybenzaldehyde Basic information

Product Name:
2,5-Dihydroxybenzaldehyde
Synonyms:
  • GENTISALDEHYDE
  • GENTISIC ALDEHYDE
  • GENTISINALDEHYDE
  • 5-HYDROXYSALICYLALDEHYDE
  • 2,5-DIHYDROXYBENZALDEHYDE
  • Benzaldehyde, 2,5-dihydroxy-
  • 2,5-Dihydroxybenzaldehyde, 98+%
  • 2,5-Dihydroxybenzaldchyde
CAS:
1194-98-5
MF:
C7H6O3
MW:
138.12
EINECS:
214-789-6
Product Categories:
  • 1
  • Aromatic Aldehydes & Derivatives (substituted)
  • Aldehydes
  • Phenyls & Phenyl-Het
  • Benzaldehyde
  • Aromatics
  • Phenyls & Phenyl-Het
  • 1194-98-5
Mol File:
1194-98-5.mol
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2,5-Dihydroxybenzaldehyde Chemical Properties

Melting point:
97-99 °C (lit.)
Boiling point:
213.5°C (rough estimate)
Density 
1.2667 (rough estimate)
refractive index 
1.4797 (estimate)
storage temp. 
Store below +30°C.
solubility 
13.8g/l soluble
pka
8.89±0.18(Predicted)
form 
Crystalline Powder
color 
Yellow to khaki-green
Water Solubility 
soluble
Sensitive 
Air Sensitive
BRN 
1363961
InChIKey
CLFRCXCBWIQVRN-UHFFFAOYSA-N
LogP
0.540
CAS DataBase Reference
1194-98-5(CAS DataBase Reference)
NIST Chemistry Reference
2,5-Dihydroxybenzaldehyde(1194-98-5)
EPA Substance Registry System
Benzaldehyde, 2,5-dihydroxy- (1194-98-5)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38-43
Safety Statements 
26-36/37/39-37/39-26,37/39-36
WGK Germany 
3
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29124990

MSDS

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2,5-Dihydroxybenzaldehyde Usage And Synthesis

Description

2,5-Dihydroxybenzaldehyde is a building block. It has been used in the synthesis of 2,4-dimethylbenzoylhydrazones with antileishmanial and antioxidant activity.

Chemical Properties

yellow to khaki-green crystalline powder

Uses

2,5-Dihydroxybenzaldehyde (cas# 1194-98-5) is a compound useful in organic synthesis.

Application

2,5-Dihydroxybenzaldehyde is a is a natural phenol found in the heartwoods of Pseudolarix amabilis, it is a tyrosine kinase inhibitor. 2,5-Dihydroxybenzaldehyde has antimicrobial activity and is mostly used in experimental studies for the preparation of Schiff base derivatives and bioanodes for glucose fuel cells.

Definition

ChEBI: 2,5-dihydroxybenzaldehyde is a dihydroxybenzaldehyde carrying hydroxy groups at positions 2 and 5. It has a role as a Penicillium metabolite, a mouse metabolite and a human metabolite.

Preparation

Add 80 mmol of dry paraformaldehyde to a mixture of 12 mmol of the phenol derivative and 2.5 mmol of MgO nanocrystalline (0.1 g). Expose the resulting mixture under microwave irradiation with a power of 650 W. Monitor the progress of the reaction by thin layer chromatography (TLC) developed by n-hexane : ethyl acetate (8 : 2). Add 100 mL of sulfuric acid (15% w/w) to the reaction mixture and heated at 50 °C for 15 min. Cool the reaction mixture to room temperature. Extract the product by dichloromethane (2 x 50 mL). Dry the organic layer over anhydrous magnesium sulphate. Evaporate the solution resulting from filtration to obtain the crude product. Purify the other product by column chromatography using n-hexane : ethyl acetate (95 : 5 to 70 : 30).

2,5-Dihydroxybenzaldehyde Preparation Products And Raw materials

Preparation Products

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