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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
Last updated:2025-09-11 22:01:37

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)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P280-P305+P351+P338
Hazard Codes  Xn
Risk Statements  22
WGK Germany  3
HS Code  2914390090
NFPA 704
0
2 0

4-METHOXY-3-HYDROXYACETOPHENONE price More Price(29)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 679704 3′-Hydroxy-4′-methoxyacetophenone 97% 6100-74-9 1g $100 2025-07-31 Buy
Sigma-Aldrich 679704 3′-Hydroxy-4′-methoxyacetophenone 97% 6100-74-9 5g $193 2025-07-31 Buy
TRC I780000 Isoacetovanillone 6100-74-9 50g $545 2021-12-16 Buy
Medical Isotopes, Inc. 59229 Isoacetovanillone 6100-74-9 2.5g $610 2021-12-16 Buy
American Custom Chemicals Corporation CHM0079203 4-METHOXY-3-HYDROXYACETOPHENONE 95.00% 6100-74-9 1G $642.18 2021-12-16 Buy
Product number Packaging Price Buy
679704 1g $100 Buy
679704 5g $193 Buy
I780000 50g $545 Buy
59229 2.5g $610 Buy
CHM0079203 1G $642.18 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( 181)Suppliers
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Speranza Chemical Co., Ltd.
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Hubei xin bonus chemical co. LTD
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Shanghai Standard Technology Co., Ltd.
18502101150 ft-sales@nature-standard.com CHINA 1923 58
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63687 58

View Lastest Price from 4-METHOXY-3-HYDROXYACETOPHENONE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
3-Hydroxy-4-methoxyacetophenone pictures 2025-09-11 3-Hydroxy-4-methoxyacetophenone
6100-74-9
US $0.00 / removed 97.03% 10g TargetMol Chemicals Inc.
3-Hydroxy-4-methoxyacetophenone pictures 2025-09-11 3-Hydroxy-4-methoxyacetophenone
6100-74-9
US $0.00 / removed 97.03% 10g TargetMol Chemicals Inc.
4-METHOXY-3-HYDROXYACETOPHENONE pictures 2025-05-26 4-METHOXY-3-HYDROXYACETOPHENONE
6100-74-9
US $10.70 / KG 10KG 99% 10000kg Hebei Chuanghai Biotechnology Co,.LTD
Acetoisovanillone 1-(3-hydroxy-4-Methoxyphenyl)ethan-1-one Ethanone, 1-(3-hydroxy-4-Methoxyphenyl)- 5-Acetyl-2-methoxyphenol Isoacetovanillone NSC 30050 ACETOISOVANILLONE(SH) 3-HYDROXY-4-METHOXYACETOPHENONE 4'-METHOXY-3'-HYDROXYACETOPHENONE 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 6100-74-9 Building Blocks C9 Carbonyl Compounds Organic Building Blocks Ketones Aromatic Acetophenones & Derivatives (substituted)