CAS 2144-08-3 2,3,4-Trihydroxybenzaldehyde (HCID 75064)

Overview

2,3,4-Trihydroxybenzaldehyde has been reported in Pluchea sagittalis with data available.

Names & identifiers

Preferred name: 2,3,4-Trihydroxybenzaldehyde
IUPAC: 2,3,4-trihydroxybenzaldehyde
English name: 2,3,4-Trihydroxybenzaldehyde
Molecular formula: C7H6O4
Molecular weight: 154.12

Names & synonyms

2,3,4-Trihydroxybenzaldehyde2144-08-3Benzaldehyde, 2,3,4-trihydroxy-DTXSID9057684EINECS 218-404-2NSC 22595BRN 2328658DTXCID00314733-08-00-03357 (Beilstein Handbook Reference)218-404-2RefChem:81320234-Trihydroxybenzaldehyde

Show more names

Pyrogallolcarboxaldehyde2,3,4-Trihydroxybenazldehyde2,3,4-THBPYROGALLOLALDEHYDE2,3,4-TrihydroxybenzaL,3,4-Trihydroxybenzaldehyd2,3,4-Trihdroxybenzaldehyde3,4-Dihydroxysalicylaldehyde

CRPNQSVBEWWHIJ-UHFFFAOYSA-NInChI=1/C7H6O4/c8-3-4-1-2-5(9)7(11)6(4)10/h1-3,9-11Pyrogallol-4-carboxaldehydeMFCD00003325CHEMBL254077NSC-22595PyrogallolaldehydNSC22595

Database identifiers

CAS: 2144-08-3
PubChem CID: 75064
DTXSID: DTXSID9057684
ChEMBL: CHEMBL254077
UNII: 7UGV46Q4M2
EC Number: 218-404-2
Nikkaji: J236.394A

Properties

Computed structural properties

XLogP: 0.9
Topological polar surface area: 77.8 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 4
Rotatable bonds: 1
Heavy atoms: 11
Formal charge: 0
Complexity: 147

Experimental & physicochemical properties

Endocrine DisruptorsPotential endocrine disrupting compound

Physicochemical properties

Melting point: 159 · 159-161 °C (lit.)
Boiling point: 237.46 °C · 237.46°C (rough estimate)
Density: 1.3725 · 1.3725 (rough estimate)
refractive index: 1.64 · 1.6400 (estimate)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: DMSO, Methanol
pka: 7.41 · 7.41±0.23(Predicted)
form: Powder
color: Light brown to beige-brown
Water Solubility: 1.541 g/L · 1.541g/L at 25℃
Sensitive: Air Sensitive
BRN: 2328658 · 2328658
InChI: 1S/C7H6O4/c8-3-4-1-2-5(9)7(11)6(4)10/h1-3,9-11H
InChIKey: CRPNQSVBEWWHIJ-UHFFFAOYSA-N
SMILES: [H]C(=O)c1ccc(O)c(O)c1O
LogP: 1.25 · 1.25
CAS DataBase Reference: 2144 · 2144-08-3(CAS DataBase Reference)
FDA UNII: 7 UGV46Q4M2 · 7UGV46Q4M2
EPA Substance Registry System: 2 · Benzaldehyde, 2,3,4-trihydroxy- (2144-08-3)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-37/39-36
WGK Germany: 2 · 2
RTECS: 8439800 · CU8439800
TSCA: TSCA listed
HS Code: 29124990 · 29124990
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (62.7%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 126 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationStatus: Active Update: 26-09-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/20933

Hazard Classes and CategoriesAcute Tox. 4 (62.7%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 2
tsca: TSCA listed
rtecs: CU8439800
hs_code: 29124990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-37/39-36
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
REACH Registrations: Active
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationBenzaldehyde, 2,3,4-trihydroxy-: INACTIVE

Applications · 4 items

Description2,3, 4-trihydroxybenzaldehyde is an essential intermediate of the antiparkinson drug benserazide, which is a peripheral dopa decarboxylase inhibitor, usually benserazide: the L-dopa is prepared into a compound preparation at a ratio of 1:4, and has a remarkable effect of treating the Parkinson's disease.

Uses2,3,4-Trihydroxybenzaldehyde is a phenolic benzaldehyde with antibacterial activity.

Uses2,3,4-Trihydroxybenzaldehyde has been used in the preparation of 1,5-dimethyl-2-phenyl-4-[(1E)-(2,3,4-trihydroxybenzylidene)amino]-1H-pyrazol-3(2H)-one.

General DescriptionAntimicrobial activity of carbohydrazone derived from 2,3,4-trihydroxybenzaldehyde against bacteria and fungi has been investigated. 2,3,4-trihydroxybenzaldehyde forms Schiff bases via [1+1] condensation with anthranilic acid.