2'-HYDROXY-6'-METHOXYACETOPHENONE

Product Name: 2'-HYDROXY-6'-METHOXYACETOPHENONE
CAS No.: 703-23-1
Chemical Name: 2'-HYDROXY-6'-METHOXYACETOPHENONE
Synonyms: 1-(2-HYDROXY-6-METHOXYPHENYL)ETHAN-1-ONE;Ethanone, 1-(2-hydroxy-6-methoxyphenyl)-;2-Acetyl-3-methoxyphenol;2'-HYDROXY-6'-METHOXYACETOPHEN;2-HYDROXY-6-METHOXYACETOPHENONE;2'-HYDROXY-6'-METHOXYACETOPHENONE;6'-Hydroxy-2'-methoxyacetophenone;Acetophenone, 2'-hydroxy-6'-methoxy-;1-(2-HYDROXY-6-METHOXYPHENYL)ETHANONE;2'-Hydroxy-6'-methoxyacetophenone 98%
CBNumber: CB5764796
Molecular Formula: C9H10O3
Formula Weight: 166.17
MOL File: 703-23-1.mol

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2'-HYDROXY-6'-METHOXYACETOPHENONE Property

Melting point:: 58-60 °C(lit.)
Boiling point:: 141 °C16 mm Hg(lit.)
Density: 1.158
refractive index: 1.5500 (estimate)
Flash point:: 141°C/16mm
storage temp.: Sealed in dry,Room Temperature
pka: 9.79±0.10(Predicted)
form: solid
color: Light yellow to yellow
BRN: 1869049
LogP: 2.390 (est)
CAS DataBase Reference: 703-23-1(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-37/39
WGK Germany: 3
Hazard Note: Irritant
TSCA: N
HS Code: 29145090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P302+P352IF ON SKIN: wash with plenty of soap and water.

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: 303046
Product name: 2′-Hydroxy-6′-methoxyacetophenone
Purity: 97%
Packaging: 5g
Price: $98.4
Updated: 2022/05/15

TCI Chemical

Product number: H1529
Product name: 1-(2-Hydroxy-6-methoxyphenyl)ethanone
Purity: min. 98.0 %
Packaging: 1G
Price: $64
Updated: 2025/07/31

TCI Chemical

Product number: H1529
Product name: 1-(2-Hydroxy-6-methoxyphenyl)ethanone
Purity: min. 98.0 %
Packaging: 5G
Price: $192
Updated: 2025/07/31

AK Scientific

Product number: W7987
Product name: 1-(2-Hydroxy-6-methoxyphenyl)ethanone
Packaging: 1g
Price: $21
Updated: 2021/12/16

Frontier Specialty Chemicals

Product number: JK536296
Product name: 2'-Hydroxy-6'-methoxyacetophenone
Purity: 97%
Packaging: 1g
Price: $44
Updated: 2021/12/16

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2'-HYDROXY-6'-METHOXYACETOPHENONE Chemical Properties,Usage,Production

Chemical Properties

Yellow crystalline powder

Uses

2''-Hydroxy-6''-methoxyacetophenone is useful in the synthesis of an aminopyrazole compound which is used to treat cancer and inhibits Chk1. 2''-Hydroxy-6''-methoxyacetophenone is also used to prepare 5,?4''-?disubstituted flavones, predicted androgen receptor antagonists and naphthopyrazolyl carbothioamides which are anticancer agents.

Uses

2′-Hydroxy-6′-methoxyacetophenone was used as starting material in the synthesis of 5-methoxyflavaone. It was also used in synthesis of 5,6-dihydroxyflavone.

Preparation

Preparation by reaction of methyl iodide on 2,6-dihydroxyacetophenone with potassium carbonate in boiling acetone (56%).

Definition

ChEBI: 2'-Hydroxy-6'-methoxyacetophenone is an aromatic ketone.

General Description

An organometallic synthetic route to 2′-hydroxy-6′-methoxyacetophenone was reported.

Synthesis

127-19-5

217813-03-1

15799-79-8

703-23-1

1220955-97-4

Under argon protection, TBAF (157 mg, 0.60 mmol) was dissolved in DMA (1.2 mL), followed by addition of a solution of 3-methoxy-2-(trimethylsilyl)phenyl trifluoromethanesulfonate (53 μL, 0.20 mmol) in DMA (0.8 mL). The reaction mixture was stirred at room temperature for 3 hours. Upon completion of the reaction, the reaction was quenched by the addition of water (0.1 mL). The reaction mixture was concentrated under reduced pressure and the residue was purified by fast silica gel column chromatography (eluent: ethyl acetate/hexane = 1/20 to 1/8 containing 2% dichloromethane) to afford 2-hydroxy-6-methoxyacetophenone (10, 11.3 mg, 34%), 2-(N,N-dimethyl)amino-6-methoxyacetophenone (11, 3.8 mg, 10%) and 3-methoxy- N,N-dimethylaniline (12, 1.3 mg, 5%). 2-Hydroxy-6-methoxyacetophenone (10): colorless crystals, melting point 57-57.5 °C (ethyl acetate/hexane). IR (KBr) νmax 3110, 3009, 2947, 1623, 1594, 1459 cm?1.1 1H NMR (CDCl3) δ 13.23 (1H, s), 7.33 (1H, t, J = 8.0 Hz ), 6.56 (1H, dd, J = 8.0, 1.0 Hz), 6.39 (1H, dd, J = 8.0, 1.0 Hz), 3.90 (3H, s), 2.67 (3H, s).13C NMR (CDCl3) δ 205.1, 164.6, 161.5, 136.0, 111.3, 110.7, 101.1, 55.6, 33.7.MS (EI+) m/z 83 (100), 166 (M+, 3).HRMS (EI+) calculated value of C9H10O3 (M+) 166.0624, measured value 166.0646. 2-(N,N-dimethyl)amino-6-methoxyacetophenone (11): colorless oil. ir (CHCl3) νmax 2942, 1702, 1577, 1468 cm?1. 1H NMR (CDCl3) δ 7.23 (1H, br t, J = 8.0 Hz), 6.67 (1H, br d, J = 8.0 Hz), 6.56 ( 1H, br d, J = 8.0 Hz), 3.78 (3H, s), 2.72 (6H, s), 2.50 (3H, s).13C NMR (CDCl3) δ 205.2, 156.2, 151.8, 130.2, 125.3, 111.0, 104.7, 55.8, 44.8, 31.8.MS (EI+) m/z 83 (100), 193 (M+, 0.4). HRMS (EI+) calculated value C11H15NO2 (M+) 193.1097, measured value 193.1121. 3-Methoxy-N,N-dimethylaniline (12): colorless oily substance. ir (KBr) νmax 2955, 1610, 1493, 1465 cm?1. 1H NMR (CDCl3) δ 7.15 (1H, t, J = 8.0 Hz), 6.36 (1H, dd, J = 8.0, 2.5 Hz), 6.31-6.27 (2H, m), 3.80 (3H, s), 2.94 (6H, s).13C NMR (CDCl3) δ 160.6, 151.9, 129.7, 105.7, 101.3, 99.1, 55.1, 40.6.MS (EI+) m/z 83 (100), 151 (M+, 0.4).HRMS (EI+) calculated values C9H14NO (M++H+) 152.1070, measured value 152.1055.

References

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

2'-HYDROXY-6'-METHOXYACETOPHENONE Preparation Products And Raw materials

Raw materials

Preparation Products

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2'-HYDROXY-6'-METHOXYACETOPHENONE Suppliers

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View Lastest Price from 2'-HYDROXY-6'-METHOXYACETOPHENONE manufacturers

Career Henan Chemical Co

Product: 2'-HYDROXY-6'-METHOXYACETOPHENONE 703-23-1
Price: US $1.00/g
Min. Order: 1g
Purity: 99%
Supply Ability: 1000KGS
Release date: 2020-01-14

703-23-1, 2'-HYDROXY-6'-METHOXYACETOPHENONERelated Search:

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6'-Hydroxy-2'-methoxyacetophenone

Acetophenone, 2'-hydroxy-6'-methoxy-

2'-Hydroxy-6'-methoxyacetophenone 98%

2'-HYDROXY-6'-METHOXYACETOPHENONE

2-HYDROXY-6-METHOXYACETOPHENONE

1-(2-HYDROXY-6-METHOXYPHENYL)ETHAN-1-ONE

1-(2-HYDROXY-6-METHOXYPHENYL)ETHANONE

2'-HYDROXY-6'-METHOXYACETOPHEN

1-(2-Hydroxy-6-methoxyphenyl)ethan-1-one, 2-Acetyl-3-methoxyphenol

2-Acetyl-3-methoxyphenol

2'-Hydroxy-6'-methoxyacetophenone,97%

N,N,N',N'-tetrakis(prop-2-enyl)methanediamine

Ethanone, 1-(2-hydroxy-6-methoxyphenyl)-

2′-Hydroxy-6′-methoxyacetophenone, CAS 703-23-1

703-23-1

Organic Building Blocks

Ketones

KETONE

Building Blocks

Carbonyl Compounds

C9

Aromatic Acetophenones & Derivatives (substituted)

Benzene series

C9

Carbonyl Compounds

Ketones