ChemicalBook > CAS DataBase List > 3-Methoxysalicylaldehyde

3-Methoxysalicylaldehyde

Product Name
3-Methoxysalicylaldehyde
CAS No.
148-53-8
Chemical Name
3-Methoxysalicylaldehyde
Synonyms
2-HYDROXY-3-METHOXYBENZALDEHYDE;O-VANILLIN;O-VANILLIN (2-HYDROXY-3-METHOXYBENZALDEHYDE);Benzaldehyde, 2-hydroxy-3-methoxy-;2-VANILLIN;Ortho vanillin;NC 005;NSC 2150;o-Vanilin;o-Vanilline
CBNumber
CB7690237
Molecular Formula
C8H8O3
Formula Weight
152.15
MOL File
148-53-8.mol
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3-Methoxysalicylaldehyde Property

Melting point:
40-42 °C (lit.)
Boiling point:
265-266 °C (lit.)
Density 
1.2143 (rough estimate)
refractive index 
1.4945 (estimate)
Flash point:
>230 °F
storage temp. 
Store below +30°C.
solubility 
Chloroform (Sparingly), Methanol (Slightly)
pka
pK1:7.912 (25°C)
form 
Low Melting Solid
color 
Pale yellow to brown
Water Solubility 
slightly soluble
Sensitive 
Air Sensitive
BRN 
471913
Stability:
Hygroscopic
LogP
1.370
CAS DataBase Reference
148-53-8(CAS DataBase Reference)
NIST Chemistry Reference
Benzaldehyde, 2-hydroxy-3-methoxy-(148-53-8)
EPA Substance Registry System
Benzaldehyde, 2-hydroxy-3-methoxy- (148-53-8)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/37/38
Safety Statements 
23-36-24/25-36/37/39-27-26
WGK Germany 
3
RTECS 
CU6530000
F 
10-23
TSCA 
Yes
HS Code 
29124900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
120804
Product name
o-Vanillin
Purity
99%
Packaging
10g
Price
$58.1
Updated
2025/07/31
Sigma-Aldrich
Product number
120804
Product name
o-Vanillin
Purity
99%
Packaging
100g
Price
$108
Updated
2025/07/31
TCI Chemical
Product number
H0262
Product name
o-Vanillin
Purity
>99.0%(GC)
Packaging
25g
Price
$42
Updated
2025/07/31
TCI Chemical
Product number
H0262
Product name
o-Vanillin
Purity
>99.0%(GC)
Packaging
100g
Price
$92
Updated
2025/07/31
Sigma-Aldrich
Product number
120804
Product name
o-Vanillin
Purity
99%
Packaging
500g
Price
$122
Updated
2025/07/31
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3-Methoxysalicylaldehyde Chemical Properties,Usage,Production

Chemical Properties

Pale yellow to brown low melting solid

Uses

o-Vanillin has been used to study the solvent-free reaction between o-vanillin and p-toluidine using NMR, DSC and XRD analysis. It was used in the synthesis of new ligand for Fe(III) and Al(lII). It is also used in the study of mutagenesis and as a synthetic precursor for pharmaceuticals.

Uses

o-Vanillin has been used to study the solvent-free reaction between o-vanillin and p-toluidine using NMR, DSC and XRD analysis. It was used in the synthesis of new ligand for Fe(III) and Al(lII).

Uses

A positional isomer of Vanillin. o-Vanillin is a more potent antioxidant than Vanillin.

Definition

ChEBI: A member of the class of benzaldehydes that is salicylaldehyde substituted by a methoxy group at position 3.

Hazard

ortho-Vanillin is harmful if ingested, irritating to eyes, skin and respiratory system, but has an unmistakable high LD50 of 1330 mg/kg in mice.

Biochem/physiol Actions

o-Vanillin induces DNA damage as detected by comet assay.

Synthesis

2591-86-8

217813-03-1

32040-06-5

148-53-8

GENERAL METHOD: A mixed solution of 3-methoxy-2-(trimethylsilyl)phenyl trifluoromethanesulfonate (53 μL, 0.20 mmol) with N-formylpiperidine (2.0 mmol) in acetonitrile (1.4 mL) was added to tetrabutylammonium fluoride (TBAF, 1.0 M acetonitrile solution, 0.60 mL, 0.60 mmol) under argon protection at room temperature. After the reaction mixture was stirred at the same temperature for 3 h, water (0.1 mL) was added. Subsequently, the reaction mixture was concentrated under reduced pressure. The residue was purified by fast silica gel column chromatography with the eluent ethyl acetate/hexane (1/20 to 1/8 containing 2% dichloromethane) to afford the target products 1-(3-methoxyphenyl)piperidine and o-vanillin.

References

[1] Tetrahedron, 2012, vol. 68, # 1, p. 179 - 189

3-Methoxysalicylaldehyde Preparation Products And Raw materials

Raw materials

Vanillin

Preparation Products

3,4-Dimethoxy-5-hydroxybenzaldehyde 2-ACETYL-7-METHOXYBENZOFURAN 2-HYDROXY-3-METHOXYPHENYLACETONITRILE 7-Methoxybenzofuran-2-carboxylic acid 3-METHOXYCATECHOL 8-METHOXYCOUMARIN 5-BROMO-2-HYDROXY-3-METHOXYBENZALDEHYDE ETHYL 7-METHOXYBENZOFURAN-2-CARBOXYLATE 2-ACETYL-7-HYDROXYBENZOFURAN 5-BROMO-2 3-DIMETHOXYBENZALDEHYDE 97 2-Hydroxy-3-methoxybenzyl alcohol
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View Lastest Price from 3-Methoxysalicylaldehyde manufacturers

HANGZHOU HAILAN CHEMICAL CO.,LTD.
Product
3-Methoxysalicylaldehyde 148-53-8
Price
US $0.00/kg
Min. Order
1kg
Purity
99%min
Supply Ability
20tons
Release date
2025-10-28
WUHAN FORTUNA CHEMICAL CO., LTD
Product
3-Methoxysalicylaldehyde 148-53-8
Price
US $0.00/KG
Min. Order
20KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-01-10
Hebei Chuanghai Biotechnology Co., Ltd
Product
3-Methoxysalicylaldehyde 148-53-8
Price
US $9.90/KG
Min. Order
1KG
Purity
99%
Supply Ability
5tons
Release date
2024-11-29

148-53-8, 3-MethoxysalicylaldehydeRelated Search:

Anisole 3,7-Dimethyl-7-hydroxyoctanal 3-Hydroxybenzaldehyde (Trifluoromethoxy)benzene Cuminaldehyde CHLOROPHOSPHONAZO III p-Anisaldehyde Ethyl vanillin Benzaldehyde Vanillin 3,5-Dimethoxybenzaldehyde 4-Hydroxybenzaldehyde o-Anisaldehyde 2,6-Dimethoxybenzaldehyde 4-Dimethylaminobenzaldehyde Veratraldehyde 3-Methoxybenzaldehyde Salicylaldehyde

  • TIMTEC-BB SBB000109
  • O-VANILLIN (2-HYDROXY-3-METHOXYBENZALDEHYDE)
  • 2-Hydroxy-3-methoxybenzaldehyde, 2-Hydroxy-m-anisaldehyde, 3-Methoxysalicylaldehyde
  • 2-HYDROXY-3-METHOXYBENZALDEHYDE / O-VANILLIN
  • Adjacent vanillin
  • 3-Methoxysalicyladehyde
  • NC 005
  • NSC 2150
  • 2-Hydroxy-3-Methoxybenzaldehyde-13C6,d3
  • 2-Hydroxy-M-anisaldehyde-13C6,d3
  • 3-Methoxy-2-hydroxy- benzaldehyde-13C6,d3
  • 3-Methoxysalicyladehyde-13C6,d3
  • 3-Methoxysalicylaldehyde-13C6,d3
  • 6-ForMyl-2-Methoxyphenol-13C6,d3
  • 6-ForMylguaiacol-13C6,d3
  • NSC 2150-13C6,d3
  • o-Vanillin-13C6,d3
  • 2-Hydroxy-3-methoxybenzaldehyde 3-Methoxysalicylaldehyde
  • 2-Formyl-6-methoxyphenol
  • o-Vanilin
  • o-Vanillin,99%
  • VANILLIN, 2-(RG)
  • o-Vanillin, 99% 100GR
  • o-Vanillin, 99% 500GR
  • O-VANILLIN
  • 2-hydroxy-3-methoxy-benzaldehyd
  • 2-hydroxy-m-anisaldehyd
  • 6-Formyl-2-methoxyphenol
  • 6-Formylguaiacol
  • m-Anisaldehyde, 2-hydroxy-
  • Ortho vanillin
  • Orthovanilline
  • o-Vanilline
  • Oxy-2 methoxy-3 benzaldehyde
  • oxy-2methoxy-3benzaldehyde
  • 2-VANILLIN
  • 2-HYDROXY-M-ANISALDEHYDE
  • 2-HYDROXY-3-ANISALDEHYDE
  • 2-HYDROXY-3-METHOXYBENZALDEHYDE
  • AKOS BBS-00003149
  • 3-METHOXY-2-HYDROXYBENZALDEHYDE
  • 3-METHOXYSALICYLALDEHYDE
  • LABOTEST-BB LT00052811
  • VANILLIN FCCIV
  • 3-Methoxysalicylaldehyde~o-Vanillin
  • O-VANILLIN 99%
  • Benzaldehyde, 2-hydroxy-3-methoxy-
  • 2-Hydroxy-3-methoxybenzaldehyde for synthesis
  • 2-[[3-[[2,3-dihydroxy-5-(hydroxymethyl)-4-[[3,4,5-trihydroxy-6-(hydroxymethyl)-2-oxanyl]oxy]cyclohexyl]amino]-4,5,6-trihydroxy-1-cyclohexenyl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
  • 2-Hydroxy-3-methoxybenzaldehyde, 99%, for synthesis
  • o-Vanillin&gt
  • 2-HYDROXY-3-METHOXYBENZALDEHYDE FOR SYNT
  • 3- methoxysalicylic aldehyde
  • Eugenol Impurity 27
  • Entacapone Impurity 63
  • Vanillin Impurity 1(2-Vanillin)
  • o-Vanillin (6CI)
  • 2-Hydroxy-3-methoxybenzaldehyde, 98%