2,5-Dihydroxybenzaldehyde

HCID 70949CAS 1194-98-5

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

2,5-Dihydroxybenzaldehyde1194-98-5GentisaldehydeBenzaldehyde, 2,5-dihydroxy-Gentisate aldehyde0Q83HDS90WCHEBI:28508NSC-72387DTXSID1061601RefChem:82873DTXCID9033503214-789-6
Show more names
NSC 72387CyanohydroquinoneGENTISIC ALDEHYDE2,5-Dihydroxybenzald
MFCD00003333FORMYLHYDROQUINONE5-hydroxysalicylaldehyde2,5-dihydroxy-benzaldehydeCHEMBL243186GentisinaldehydeUNII-0Q83HDS90WBenzaldehyde, 2,5-dihydroxy-; Gentisaldehyde (6CI,7CI,8CI); 2,5-Dihydroxybenzaldehyde; 5-Hydroxysalicylaldehyde; Formylhydroquinone; NSC 72387

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

Experimental & physicochemical properties

LogP · 2 items

0.54

0.54

Solubility1.38E+04 mg/L @ 25 °C (exp)
Melting Point100.00 to 103.00 °C. @ 760.00 mm Hg
Physical DescriptionSolid
Collision Cross Section119.54 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

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

Safety & regulation

GHS classification

GHS Classification · 4 items

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

Regulatory InformationBenzaldehyde, 2,5-dihydroxy-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

wgk
3
tsca
TSCA listed
hs_code
29124990
risk_code
36/37/38-43
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationBenzaldehyde, 2,5-dihydroxy-: INACTIVE

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 · 1 item

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).

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]
韶远科技(上海)有限公司021-50795510 4000665055 · [email protected]
科瑞迪化学400-821-5857 021-64326257 · [email protected]

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

28 records

Linked notes

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