CAS 22080-96-2 2,6-Dimethoxy-4-hydroxybenzaldehyde (HCID 529894)

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Basic information

CAS: 22080-96-2
Standard SMILES: COc1cc(O)cc(OC)c1C=O
InChIKey: HZWPJAZIRZFCGX-UHFFFAOYSA-N
Molecular formula: C9H10O4
Average molar mass: 182.17 g/mol
Monoisotopic mass: 182.0579088

Overview

4-Hydroxy-2,6-dimethoxybenzaldehyde has been reported in Gymnadenia conopsea with data available.

Names & identifiers

Preferred name: 2,6-Dimethoxy-4-hydroxybenzaldehyde
IUPAC: 4-hydroxy-2,6-dimethoxybenzaldehyde
English name: 4-Hydroxy-2,6-dimethoxybenzaldehyde
Molecular formula: C9H10O4
Molecular weight: 182.17

Names & synonyms

2,6-Dimethoxy-4-hydroxybenzaldehydeRefChem:445616624-897-94-Hydroxy-2,6-dimethoxybenzaldehyde22080-96-24-hydroxy-2,6-dimethoxy-benzaldehydeMFCD01407645Benzaldehyde, 4-hydroxy-2,6-dimethoxy-4-FORMYL-3,5-DIMETHOXYPHENOLSCHEMBL2833543,5-DIMETHOXY-4-FORMYL-PHENOLAC-4471

Show more names

VHR DQ BO1 FO1TIMTEC-BB SBB0086404-Hydroxy-2,6-dimethoxybenzaldehyde>3,5-Dimethoxy-4-formyl-phenol≥ 98% (HPLC)

PS-3331SY0300462,6-Dimethoxy-4-hydroxybenzaldehyde, 95%Ethanal, 2-(4-hydroxy-2,6-dimethoxyphenyl)10.14272/HZWPJAZIRZFCGX-UHFFFAOYSA-N.1BCP18466AM83003A815905

Database identifiers

CAS: 22080-96-2
PubChem CID: 529894
DTXSID: DTXSID10336201
EC Number: 624-897-9
Nikkaji: J329.912K

Properties

Computed structural properties

XLogP: 0
Topological polar surface area: 55.8 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 4
Rotatable bonds: 3
Heavy atoms: 13
Formal charge: 0
Complexity: 157

Physicochemical properties

Melting point: 225 °C · 225 °C (dec.)(lit.)
Boiling point: 370.4 · 370.4±37.0 °C(Predicted)
Density: 1.234 · 1.234±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: soluble in Methanol
form: powder to crystal
pka: 7.04 · 7.04±0.23(Predicted)
color: Light yellow to Yellow to Orange
InChI: InChI=1S/C9H10O4/c1-12-8-3-6(11)4-9(13-2)7(8)5-10/h3-5,11H,1-2H3
InChIKey: HZWPJAZIRZFCGX-UHFFFAOYSA-N
SMILES: C(=O)C1=C(OC)C=C(O)C=C1OC
CAS DataBase Reference: 22080 · 22080-96-2(CAS DataBase Reference)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

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

Aggregated GHS information provided per 158 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29125000
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant/Keep Cold
safety_code: 26-36-37/39
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 2 items

Uses2,6-Dimethoxy-4-hydroxybenzaldehyde (4-hydroxy-2,6-dimethoxybenzaldehyde) may be used as a test compound to investigate the bactericidal activity of benzaldehydes against Campylobacter jejuni, Escherichia coli, Listeria monocytogenes and Salmonella enterica.

General Description2,6-Dimethoxy-4-hydroxybenzaldehyde (4-hydroxy-2,6-dimethoxybenzaldehyde) is a p-hydroxybenzaldehyde derivative. Its synthesis by Vielsmeyer-Haack reaction and confirmation of the product formation by 1H NMR has been reported. Its structure has been investigated. The sodium salt of 4-hydroxy-2,6-dimethoxybenzaldehyde may be used to derivatize Merrifield resin to form resin-bound aldehyde.