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Cas Database |
| Name |
3'-Hydroxyacetophenone |
EINECS | 204-494-0 |
| CAS No. | 121-71-1 | Density | 1.10 g/cm3 |
| PSA | 37.30000 | LogP | 1.59480 |
| Solubility | Soluble in alcohol. Insoluble in water. | Melting Point |
90-95 °C(lit.) |
| Formula | C8H8O2 | Boiling Point | 277 °C at 760 mmHg |
| Molecular Weight | 136.15 | Flash Point | 115.8 °C |
| Transport Information | N/A | Appearance | white crystal powder |
| Safety | 26-37/39 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xn, Xi
|
| Synonyms |
Ethanone, 1-(3-hydroxyphenyl)-;m-Acetylphenol;Ethanone, 1- (3-hydroxyphenyl)-;1-(3-Hydroxyphenyl)ethan-1-one;3-Hydroxy acetophenone;Acetophenone, 3-hydroxy- (8CI);1-(3-hydroxyphenyl)ethanone;m-Hydroxyacetophenone;Acetophenone, 3-hydroxy-; |
Article Data | 113 |
3'-Hydroxyacetophenone Synthetic route
- 10401-11-3
3-hydroxy phenylacetylene
- 121-71-1
3-Hydroxyacetophenone
| Conditions | Yield |
|---|---|
| With gold(III) tribromide; water at 200℃; for 0.333333h; microwave irradiation; | 100% |
| With tropylium tetrafluoroborate; water; acetic acid at 130℃; for 1h; Catalytic behavior; Temperature; Microwave irradiation; Inert atmosphere; | 92% |
| With trifluorormethanesulfonic acid; water In 2,2,2-trifluoroethanol at 25℃; for 24h; Sealed tube; regioselective reaction; | 87% |
| With water at 60℃; for 20h; Sealed tube; | 63% |
| With methanesulfonic acid; iron(II) chloride tetrahydrate In 1,2-dichloro-ethane at 60℃; for 2h; Inert atmosphere; | 49% |
- 124414-07-9
1-(3-{[tert-butyl(dimethyl)silyl]oxy}phenyl)ethanone
- 121-71-1
3-Hydroxyacetophenone
| Conditions | Yield |
|---|---|
| With lithium acetate In water; N,N-dimethyl-formamide at 25℃; for 7h; Inert atmosphere; | 99% |
| With dichloro bis(acetonitrile) palladium(II) In water; acetone at 75℃; for 16h; | 88% |
| With KF-Al2O3 (acidic) In acetonitrile for 48h; Ambient temperature; | 82% |
| Conditions | Yield |
|---|---|
| With copper acetylacetonate; N1-(4-hydroxy-2,6-dimethylphenyl)-N2-(4-hydroxy-3,5-dimethylphenyl)oxalamide; water In water; dimethyl sulfoxide at 80℃; for 24h; Schlenk technique; Inert atmosphere; | 99% |
| With potassium hydroxide; tris-(dibenzylideneacetone)dipalladium(0); tert-butyl XPhos In 1,4-dioxane; water at 80℃; for 14h; | 96% |
| With bis(η3-allyl-μ-chloropalladium(II)); t-BuBrettPhos; p-methylbenzaldehyde oxime; caesium carbonate In N,N-dimethyl-formamide at 90℃; for 5h; Catalytic behavior; Solvent; Reagent/catalyst; Inert atmosphere; | 90% |
| With tris(6,6'-diamino-2,2'-bipyridine); 4,4-diphenyl-1,3,5,7,8-pentamethyl-2,6-diethyl-4-bora-3a,4a-diaza-s-indacene; Br2Ni*3H2O; water; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide; acetonitrile at 20℃; for 24h; Glovebox; Irradiation; Inert atmosphere; | 88% |
| With dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; boric acid; palladium diacetate; caesium carbonate In 1-methyl-pyrrolidin-2-one at 80℃; for 24h; Schlenk technique; Inert atmosphere; | 72% |
- 52600-91-6
1-(3-ethoxyphenyl)ethan-1-one
- 121-71-1
3-Hydroxyacetophenone
| Conditions | Yield |
|---|---|
| With 1-n-butyl-3-methylimidazolim bromide at 200 - 220℃; for 0.5h; Microwave irradiation; Inert atmosphere; | 99% |
| Conditions | Yield |
|---|---|
| With water; sodium acetate In ethanol for 5h; Reflux; | 98% |
| With potassium hydrogensulfate; silica gel In methanol at 20℃; for 1h; | 94% |
| With sodium hydroxide |
- 14452-30-3
3'-iodoacetophenone
- 121-71-1
3-Hydroxyacetophenone
| Conditions | Yield |
|---|---|
| With copper acetylacetonate; N1-(4-hydroxy-2,6-dimethylphenyl)-N2-(4-hydroxy-3,5-dimethylphenyl)oxalamide; potassium hydroxide In water; dimethyl sulfoxide at 60℃; for 24h; Schlenk technique; Inert atmosphere; | 98% |
| With water; ethylene glycol; potassium hydroxide; copper dichloride In dimethyl sulfoxide at 120℃; for 24h; Inert atmosphere; | 95% |
| With copper(I) oxide; water; potassium carbonate; Sucrose at 140℃; for 6h; Sealed tube; Inert atmosphere; | 90% |
- 138313-22-1
3-acetyl phenyltrifluoromethanesulfonate
- 121-71-1
3-Hydroxyacetophenone
| Conditions | Yield |
|---|---|
| With tetraethylammonium hydroxide In 1,4-dioxane at 20℃; for 1h; | 97% |
- 121-71-1
3-Hydroxyacetophenone
| Conditions | Yield |
|---|---|
| With potassium hydroxide In toluene; tert-butyl alcohol at 100℃; for 0.5h; Inert atmosphere; | 97% |
- 121-71-1
3-Hydroxyacetophenone
| Conditions | Yield |
|---|---|
| With water; caesium carbonate; hydrazine hydrate at 80℃; for 48h; | 95% |
| With oxygen; triethylamine In 2-methyltetrahydrofuran at 20℃; under 760.051 Torr; for 24h; Green chemistry; | 68% |
| With recombinant phenylacetone monooxygenase from Thermobifida fusca, M446G mutant; NADPH In dimethyl sulfoxide at 25℃; pH=9; Kinetics; Tris/HCl buffer; Enzymatic reaction; chemoselective reaction; | |
| Multi-step reaction with 2 steps 1: tetrahydrofuran / 40 °C / Reduced pressure 2: recombinant phenylacetone monooxygenase from Thermobifida fusca; NADPH / dimethyl sulfoxide / 25 °C / pH 9 / Tris/HCl buffer; Enzymatic reaction View Scheme | |
| With oxygen; N-ethyl-N,N-diisopropylamine; [5,6]fullerene-C70 In chloroform; toluene at 20℃; for 12h; Irradiation; |
| Conditions | Yield |
|---|---|
| In dichloromethane at 20℃; | 95% |
3'-Hydroxyacetophenone Chemical Properties
Molecular Structure of 3-Hydroxy acetophenone (CAS No.121-71-1):
Molecular Formula: C8H8O2
Molecular Weight: 136.15
IUPAC Name: 1-(3-Hydroxyphenyl)ethanone
CAS No: 121-71-1
EINECS: 204-494-0
Melting Point: 94-97 ºC
H bond acceptors: 2
H bond donors: 1
Freely Rotating Bonds: 2
Polar Surface Area: 26.3 Å2
Index of Refraction: 1.552
Molar Refractivity: 38.16 cm3
Molar Volume: 119.3 cm3
Surface Tension: 43.9 dyne/cm
Density: 1.14 g/cm3
Flash Point: 115.8 °C
Enthalpy of Vaporization: 53.62 kJ/mol
Boiling Point: 277 °C at 760 mmHg
Vapour Pressure: 0.00276 mmHg at 25°C
Canonical SMILES: CC(=O)C1=CC(=CC=C1)O
InChI: InChI=1S/C8H8O2/c1-6(9)7-3-2-4-8(10)5-7/h2-5,10H,1H3
InChIKey: LUJMEECXHPYQOF-UHFFFAOYSA-N
3'-Hydroxyacetophenone Uses
3-Hydroxy acetophenone (CAS No.121-71-1) is used for organic synthesis; as intermediate of Phenylephrine; synthesis of pharmaceutical intermediate .
3'-Hydroxyacetophenone Safety Profile
Safety Information of 3-Hydroxy acetophenone (CAS No.121-71-1):
Hazard Codes: 
Xn,
Xi
Risk Statements: 22-36/37/38
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-37/39-26-36
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
S37/39:Wear suitable gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
WGK Germany: 3
Hazard Note: Harmful/Irritant
3'-Hydroxyacetophenone Standards and Recommendations
Assay of 3-Hydroxy acetophenone: 99%
3'-Hydroxyacetophenone Specification
3-Hydroxy acetophenone (CAS No.121-71-1), it also can be called m-Hydroxyacetophenone ; 3-Acetylphenol ; 1-(3-Hydroxyphenyl)ethanon ; Ethanone, 1- (3-hydroxyphenyl)- ; m-Acetylphenol ; 1-(3-Hydroxyphenyl)Ethan-1-One . It is beige-brown crystalline powder.
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