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HomeProduct name list2,5-Dihydroxybenzaldehyde

2,5-Dihydroxybenzaldehyde

Synonym(s):2,5-Dihydroxybenzaldehyde;Gentisaldehyde

  • CAS NO.:1194-98-5
  • Empirical Formula: C7H6O3
  • Molecular Weight: 138.12
  • MDL number: MFCD00003333
  • EINECS: 214-789-6
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-05 19:05:58
2,5-Dihydroxybenzaldehyde Structural

What is 2,5-Dihydroxybenzaldehyde?

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

The Uses of 2,5-Dihydroxybenzaldehyde

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

What are the applications of 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).
synthesis of 2,5-Dihydroxybenzaldehyde

Properties of 2,5-Dihydroxybenzaldehyde

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
form  Crystalline Powder
pka 8.89±0.18(Predicted)
color  Yellow to khaki-green
Water Solubility  soluble
Sensitive  Air Sensitive
BRN  1363961
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)

Safety information for 2,5-Dihydroxybenzaldehyde

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H317:Sensitisation, Skin
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 2,5-Dihydroxybenzaldehyde

InChIKey CLFRCXCBWIQVRN-UHFFFAOYSA-N

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