2-Hydroxy-5-methoxybenzaldehyde

HCID 95695
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Basic information

CAS
672-13-9
Standard SMILES
COc1ccc(O)c(C=O)c1
InChIKey
FZHSPPYCNDYIKD-UHFFFAOYSA-N
Molecular formula
C8H8O3
Average molar mass
152.15 g/mol
Monoisotopic mass
152.04734412

Overview

5-methoxysalicylaldehyde is a member of the class of benzaldehydes carrying hydroxy and methoxy substituents at positions 2 and 5 respectively. It is a member of benzaldehydes, a monomethoxybenzene and a member of phenols. It is functionally related to a salicylaldehyde.

Names & identifiers

Preferred name
2-Hydroxy-5-methoxybenzaldehyde
IUPAC
2-hydroxy-5-methoxybenzaldehyde
English name
2-Hydroxy-5-methoxybenzaldehyde
Molecular formula
C8H8O3
Molecular weight
152.15

Names & synonyms

2-Hydroxy-5-methoxybenzaldehyde672-13-95-Methoxysalicylaldehydem-Anisaldehyde, 6-hydroxy-Benzaldehyde, 2-hydroxy-5-methoxy-2-Formyl-4-methoxyphenolGYT2Q9UR3WNSC-30116CHEBI:137359DTXSID40217478RefChem:87441DTXCID40139969
Show more names
6-HY6-hydroxy-m-anisaldehyd6-HYDROXY-3-ANISALDEHYDE4-Hydroxy-3-formylanisoleHydroxy-5-Methoxybenzaldeh
211-589-06-Hydroxy-m-anisaldehydeSalicylaldehyde, 5-methoxy-2-hydroxy-5-methoxy-benzaldehydeMFCD000033325-Methoxy-2-hydroxybenzaldehydeBRN 1100532Entacapone Impurity 64

Database identifiers

CAS
672-13-9
PubChem CID
95695
DTXSID
DTXSID40217478
ChEMBL
CHEMBL3660371
ChEBI
CHEBI:137359
UNII
GYT2Q9UR3W
EC Number
211-589-0
Nikkaji
J1.722A

Properties

Computed structural properties

XLogP
1.8
Topological polar surface area
46.5 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
3
Rotatable bonds
2
Heavy atoms
11

Physicochemical properties

Melting point
4 °C · 4 °C (lit.)
Boiling point
103 °C/2.5 · 103 °C/2.5 mmHg (lit.)
Density
1.219 g/mL · 1.219 g/mL at 25 °C (lit.)
refractive index
20 · n20/D 1.578(lit.)
Flash point
230 °F · >230 °F
storage temp.
30 °C · Store below +30°C.

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 46 reports by companies from 5 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

F
10-23
PPE
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk
3
rtecs
BZ2800000
hs_code
29124900
risk_code
36/37/38

Chemistry & industry

Applications · 3 items

Uses2-Hydroxy-5-methoxybenzaldehyde is employed to study electroantennogram response of the vine weevil (Otiorhynchus sulcatus F) to a broad range of volatile plant compounds. It plays an important role in the preparation of tetradentate Schiff base compounds. Further, it is used in the preparation 6-methoxy-3-nitro-2H-chromene by using dibutylamine as a reagent.

Uses2-Hydroxy-5-methoxybenzaldehyde was used to synthesize radiolabeling precursor desmethyl-PBR06. It was used to study electroantennogram response of the vine weevil (Otiorhynchus sulcatus F.) to a broad range of volatile plant compounds. It was used in the synthesis of tetradentate Schiff base compounds.

General Description2-Hydroxy-5-methoxybenzaldehyde has acaricidal activity against Tyrophagus putrescentiae.

Upstream & downstream products

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
Additional notes · 1 item

DefinitionChEBI: 5-methoxysalicylaldehyde is a member of the class of benzaldehydes carrying hydroxy and methoxy substituents at positions 2 and 5 respectively. It is a member of benzaldehydes, a monomethoxybenzene and a member of phenols. It is functionally related to a salicylaldehyde.

Related reactions

108 records
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Compound notes

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