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
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)
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.
N-Bromosuccinimide Price
- Product number
- 679704
- Product name
- 3′-Hydroxy-4′-methoxyacetophenone
- Purity
- 97%
- Packaging
- 1g
- Price
- $100
- Updated
- 2025/07/31
- Product number
- 679704
- Product name
- 3′-Hydroxy-4′-methoxyacetophenone
- Purity
- 97%
- Packaging
- 5g
- Price
- $193
- Updated
- 2025/07/31
- Product number
- I780000
- Product name
- Isoacetovanillone
- Packaging
- 50g
- Price
- $545
- Updated
- 2021/12/16
- Product number
- 59229
- Product name
- Isoacetovanillone
- Packaging
- 2.5g
- Price
- $610
- Updated
- 2021/12/16
- Product number
- CHM0079203
- Product name
- 4-METHOXY-3-HYDROXYACETOPHENONE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $642.18
- Updated
- 2021/12/16
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
- 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
- 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
- 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