Basic information
- Standard SMILES
O=Cc1cc(O)ccc1O- InChIKey
CLFRCXCBWIQVRN-UHFFFAOYSA-N- Molecular formula
- C7H6O3
- Average molar mass
- 138.12 g/mol
- Monoisotopic mass
- 138.03169405
Overview
2,5-dihydroxybenzaldehyde is a dihydroxybenzaldehyde carrying hydroxy groups at positions 2 and 5. It has a role as a mouse metabolite, a Penicillium metabolite and a human metabolite.
Names & identifiers
- Preferred name
- 2,5-Dihydroxybenzaldehyde
- IUPAC
- 2,5-dihydroxybenzaldehyde
- English name
- 2,5-Dihydroxybenzaldehyde
- Molecular formula
- C7H6O3
- Molecular weight
- 138.12
Names & synonyms
Show more names
Database identifiers
- CAS
1194-98-5- PubChem CID
- 70949
- DTXSID
DTXSID1061601- ChEMBL
CHEMBL243186- ChEBI
CHEBI:28508- UNII
- 0Q83HDS90W
- EC Number
- 214-789-6
- Nikkaji
- J7.451I
Properties
Computed structural properties
- XLogP
- 1.2
- Topological polar surface area
- 57.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 1
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 124
Experimental & physicochemical properties
LogP
0.54
0.54
Physicochemical properties
- Melting point
- 97 · 97-99 °C (lit.)
- Boiling point
- 213.5 °C · 213.5°C (rough estimate)
- Density
- 1.2667 · 1.2667 (rough estimate)
- refractive index
- 1.4797 · 1.4797 (estimate)
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- 13.8 g/l · 13.8g/l soluble
- pka
- 8.89 · 8.89±0.18(Predicted)
- form
- Crystalline Powder
- color
- Yellow to khaki-green
- Water Solubility
- soluble
- Sensitive
- Air Sensitive
- BRN
- 1363961 · 1363961
- InChI
- 1S/C7H6O3/c8-4-5-3-6(9)1-2-7(5)10/h1-4,9-10H
- InChIKey
- CLFRCXCBWIQVRN-UHFFFAOYSA-N
- SMILES
- Oc1ccc(O)c(C=O)c1
- LogP
- 0.54 · 0.540
- CAS DataBase Reference
- 1194 · 1194-98-5(CAS DataBase Reference)
- FDA UNII
- 0 Q83HDS90W · 0Q83HDS90W
- NIST Chemistry Reference
- 2 · 2,5-Dihydroxybenzaldehyde(1194-98-5)
- EPA Substance Registry System
- 2 · Benzaldehyde, 2,5-dihydroxy- (1194-98-5)
- UNSPSC Code
- 12352114 · 12352114
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H317-H319-H335
- Precautionary statements
- 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38-43
- Safety Statements
- 26 · 26-36/37/39-37/39-26,37/39-36
- WGK Germany
- 3 · 3
- Hazard Note
- Irritant
- TSCA
- TSCA listed
- HS Code
- 29124990 · 29124990
- Storage Class
- 13 · 13 - Non Combustible Solids
- Hazard Classifications
- 2 Skin · Eye Irrit. 2Skin Irrit. 2Skin Sens. 1STOT SE 3
Safety & regulation
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P272, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 50 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Safety data
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29124990
- risk_code
- 36/37/38-43
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 26-36/37/39-37/39-26,37/39-36
- Storage Class
- 13 - Non Combustible Solids
- Hazard statements
- H315-H317-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2Skin Sens. 1STOT SE 3
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Uses & manufacturing
Applications
Description2,5-Dihydroxybenzaldehyde is a building block. It has been used in the synthesis of 2,4-dimethylbenzoylhydrazones with antileishmanial and antioxidant activity.
Uses2,5-Dihydroxybenzaldehyde (cas# 1194-98-5) is a compound useful in organic synthesis.
Preparation methods
PreparationAdd 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).
Upstream & downstream products
Downstream products
Suppliers50 total
Additional notes
DefinitionChEBI: 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.
Related reactions
Linked notes
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