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4-Methoxy-3-hydroxyacetophenone

CAS No.
6100-74-9
Chemical Name:
4-Methoxy-3-hydroxyacetophenone
Synonyms
1-(3-hydroxy-4-Methoxyphenyl)ethan-1-one;Acetoisovanillone;Ethanone, 1-(3-hydroxy-4-Methoxyphenyl)-;3-HYDROXY-4-METHOXYACETOPHENONE;Isoacetovanillone;NSC 30050;ACETOISOVANILLONE(SH);Diosmin EP Impurity A;Dioxamine EP Impurity A;5-Acetyl-2-methoxyphenol
CBNumber:
CB3435814
Molecular Formula:
C9H10O3
Molecular Weight:
166.17
MDL Number:
MFCD00182975
MOL File:
6100-74-9.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:52:03

4-Methoxy-3-hydroxyacetophenone Properties

Melting point 88-92 °C
Boiling point 329.9±27.0 °C(Predicted)
Density 1.158
storage temp. Inert atmosphere,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pka 9.15±0.10(Predicted)
color Off-White to Yellow
Stability Stable. Incompatible with strong oxidizing agents.
InChI InChI=1S/C9H10O3/c1-6(10)7-3-4-9(12-2)8(11)5-7/h3-5,11H,1-2H3
InChIKey YLTGFGDODHXMFB-UHFFFAOYSA-N
SMILES C(=O)(C1=CC=C(OC)C(O)=C1)C
LogP 1.373 (est)
FDA UNII 286G943O33
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P280-P305+P351+P338
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xn
Risk Statements  22
WGK Germany  3
HS Code  2914390090
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
NFPA 704
0
2 0

4-Methoxy-3-hydroxyacetophenone price More Price(53)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 679704 3′-Hydroxy-4′-methoxyacetophenone 97% 6100-74-9 1g $107 2026-04-30 Buy
Sigma-Aldrich 679704 3′-Hydroxy-4′-methoxyacetophenone 97% 6100-74-9 5g $206 2026-04-30 Buy
TCI Chemical H1946 1-(3-Hydroxy-4-methoxyphenyl)ethan-1-one min. 98.0 % 6100-74-9 1G $43 2026-04-30 Buy
TCI Chemical H1946 1-(3-Hydroxy-4-methoxyphenyl)ethan-1-one min. 98.0 % 6100-74-9 5G $129 2026-04-30 Buy
Cayman Chemical 36801 3-Hydroxy-4-methoxyacetophenone ≥95% 6100-74-9 1g $37 2026-04-30 Buy
Product number Packaging Price Buy
679704 1g $107 Buy
679704 5g $206 Buy
H1946 1G $43 Buy
H1946 5G $129 Buy
36801 1g $37 Buy

4-Methoxy-3-hydroxyacetophenone Chemical Properties, Uses, Production

Chemical Properties

solid

Uses

Isoacetovanillone is a volatile compound isolated from oak wood. Also a byproduct in the production of Acetovanillone.

Uses

Isoacetovanillone (Diosmin EP Impurity A) is a volatile compound isolated from oak wood. Also a byproduct in the production of Acetovanillone.

Definition

ChEBI: Isoacetovanillone is a member of phenols and a member of methoxybenzenes. It has a role as a metabolite.

Preparation

Preparation by saponification of 3-acetoxy-4-methoxy-acetophenone (90%) (59%).

Synthesis Reference(s)

Synthetic Communications, 18, p. 1379, 1988 DOI: 10.1080/00397918808078806

Synthesis

1-(4-Methoxy-3-propan-2-yloxyphenyl)ethanone

88114-44-7

4-METHOXY-3-HYDROXYACETOPHENONE

6100-74-9

General procedure for the synthesis of 4-methoxy-3-hydroxyacetophenone from 3'-hydroxy-4'-methoxyacetophenone (12): ketone 8 (250 mg, 1.20 mmol) was dissolved in anhydrous CH2Cl2 (3 mL), AlCl3 (208 mg, 1.56 mmol) was added, and the reaction was stirred for 24 h at 18 °C and under nitrogen protection. After completion of the reaction, the mixture was partitioned between water (10 mL) and CH2Cl2 (10 mL). The aqueous phase was extracted once with CH2Cl2 (10 mL), the organic phases were combined, dried with MgSO4, filtered and concentrated under reduced pressure. The light yellow oil obtained was purified by fast chromatography (eluent: ethyl acetate/hexane, 1:4 v/v) to give a white solid 4-methoxy-3-hydroxyacetophenone 124 (172 mg, 86% yield) with a melting point of 88.6-90.5 °C (literature value: 92-93 °C) and a TLC (silica gel plate, unfolding agent: ethyl acetate/hexane, 1:1 v/v) Rf value was 0.4. 1H NMR (300MHz, CDCl3) δ: 7.53-7.56 (m, 2H), 6.89 (d, J=7.5Hz, 1H), 5.73 (br s, 1H), 3.96 (s, 3H), 2.54 (s, 3H).

References

[1] Patent: WO2008/124878, 2008, A1. Location in patent: Page/Page column 38

1197-09-7
74-88-4
6100-74-9
498-02-2
1131-62-0
Synthesis of 4-Methoxy-3-hydroxyacetophenone from 3,4-Dihydroxyacetophenone and Iodomethane
Global Suppliers ( 190)
Supplier Tel Email Country ProdList Advantage
Shanghai He-H Chemical Technology Co., Ltd 18621911604 987025641@qq.com China 1233 58
Sci-Sun Technology CO.,Ltd 18252089365 Krain_kerun@163.com China 2877 58
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Beijing Ouhe Technology Co., Ltd 13552068683 13522913783 2355560935@qq.com China 11777 60
Jia Xing Isenchem Co.,Ltd 0573-85285100 18627885956 isenchem@163.com China 9389 66
Accela ChemBio Co.,Ltd. 021-50795510 4000665055 marketing@accelachem.com China 10972 64
Shanghai Hanhong Scientific Co.,Ltd. 021-54306202 13764082696 info@hanhongsci.com China 42917 64
Chemsky(shanghai)International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32273 50
BioBioPha Co., Ltd. 0871-65217109 y.liu@mail.biobiopha.com China 5641 65

View Latest Price from 4-Methoxy-3-hydroxyacetophenone manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-METHOXY-3-HYDROXYACETOPHENONE pictures 2026-05-28 4-METHOXY-3-HYDROXYACETOPHENONE
6100-74-9
$10.70 10KG 99% 10000kg Hebei Chuanghai Biotechnology Co,.LTD
3-Hydroxy-4-methoxyacetophenone pictures 2026-04-22 3-Hydroxy-4-methoxyacetophenone
6100-74-9
97.03% 10g TargetMol Chemicals Inc.
3-Hydroxy-4-methoxyacetophenone pictures 2026-04-22 3-Hydroxy-4-methoxyacetophenone
6100-74-9
97.03% 10g TargetMol Chemicals Inc.
1-(3-hydroxy-4-Methoxyphenyl)ethan-1-one 5-Acetyl-2-methoxyphenol Isoacetovanillone NSC 30050 ACETOISOVANILLONE(SH) 3-HYDROXY-4-METHOXYACETOPHENONE 4'-METHOXY-3'-HYDROXYACETOPHENONE 1-(3-hydroxy-4-methoxy-phenyl)ethanone Diosmin EP Impurity A Diosmin Impurity 1 (Diosmin EP Impurity A) 3'-Hydroxy-4'-methoxyacetophenone 97% Isoacetovanillone (1.0 mg/mL in Methanol) -METHOXY-3-HYDROXYACETOPHENONE 1-(3-hydroxy-4-methoxyphenyl)ethan-1-one (acetoisovanillone), 3'-Hydroxy-4'-methoxyacetophenone Dioxamine EP Impurity A Acetoisovanillone Ethanone, 1-(3-hydroxy-4-Methoxyphenyl)- 4-Methoxy-3-hydroxyacetophenone 6100-74-9 Building Blocks C9 Carbonyl Compounds Organic Building Blocks Ketones Aromatic Acetophenones & Derivatives (substituted)