ChemicalBook > CAS DataBase List > 4-METHOXY-3-HYDROXYACETOPHENONE

4-METHOXY-3-HYDROXYACETOPHENONE

Product Name: 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
Formula Weight: 166.17
MOL File: 6100-74-9.mol

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4-METHOXY-3-HYDROXYACETOPHENONE Property

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)

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Safety

Hazard Codes: Xn
Risk Statements: 22
WGK Germany: 3
HS Code: 2914390090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 679704
Product name: 3′-Hydroxy-4′-methoxyacetophenone
Purity: 97%
Packaging: 1g
Price: $100
Updated: 2025/07/31

Sigma-Aldrich

Product number: 679704
Product name: 3′-Hydroxy-4′-methoxyacetophenone
Purity: 97%
Packaging: 5g
Price: $193
Updated: 2025/07/31

TRC

Product number: I780000
Product name: Isoacetovanillone
Packaging: 50g
Price: $545
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: 59229
Product name: Isoacetovanillone
Packaging: 2.5g
Price: $610
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CHM0079203
Product name: 4-METHOXY-3-HYDROXYACETOPHENONE
Purity: 95.00%
Packaging: 1G
Price: $642.18
Updated: 2021/12/16

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4-METHOXY-3-HYDROXYACETOPHENONE Chemical Properties,Usage,Production

Chemical Properties

solid

Uses

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

Uses

Isoacetovanillone 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

88114-44-7

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

4-METHOXY-3-HYDROXYACETOPHENONE Preparation Products And Raw materials

Raw materials

Preparation Products

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

Hebei Chuanghai Biotechnology Co,.LTD

Product: 4-METHOXY-3-HYDROXYACETOPHENONE 6100-74-9
Price: US $10.70/KG
Min. Order: 10KG
Purity: 99%
Supply Ability: 10000kg
Release date: 2024-08-20

Shanghai Standard Technology Co., Ltd.

Product: 4-Methoxy-3-Hydroxyacetophenone 6100-74-9
Price: US $0.00/mg
Min. Order: 100mg
Purity: ≥98%(HPLC)
Supply Ability: 100 g
Release date: 2020-06-01

Career Henan Chemical Co

Product: 4-METHOXY-3-HYDROXYACETOPHENONE CC
Price: US $1.00/KG
Min. Order: 1 mg
Purity: 99%
Supply Ability: 100KG
Release date: 2018-12-25

6100-74-9, 4-METHOXY-3-HYDROXYACETOPHENONERelated Search:

3,4-Methylenedioxyacetophenone 3′,4′-(Methylenedioxy)propiophenone 5,6-Dimethoxy-1-indanone 3',5-DIHYDROXY-4',6,7-TRIMETHOXYFLAVONE 2,3,3',4'-TETRAMETHOXYBENZOPHENONE 3,7,3',4'-TETRAMETHYLGOSSYPETIN 2'-AMINO-4',5'-DIMETHOXYACETOPHENONE EUPATORIN-5-METHYL ETHER 2',3',4'-TRIMETHOXYACETOPHENONE 3',4',5'-TRIMETHOXYACETOPHENONE 3,4-Dimethoxyacetophenone 4',6,7-Trimethoxyisoflavone 6-Acetyl-1,4-benzodioxane 4'-METHOXY-2'-HYDROXYACETOPHENONE,4-METHOXY-2-HYDROXYACETOPHENONE,Methoxy-2-hydroxyAcetophenone 5-Methoxy-2-hydroxyacetophenone Acetovanillone 6,7-DIMETHOXY-2,2-DIMETHYL-4-CHLOROMANONE Santalin

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

Carbonyl Compounds

Organic Building Blocks

Ketones

Aromatic Acetophenones & Derivatives (substituted)