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| CAS No.: | 99-93-4 |
|---|---|
| Name: | 4'-Hydroxyacetophenone |
| Article Data: | 519 |
| Molecular Structure: | |
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| Formula: | C8H8O2 |
| Molecular Weight: | 136.15 |
| Synonyms: | Methyl-p-hydroxyphenyl ketone;Phenol, p-acetyl-;USAF KF-15;Methyl p-hydroxyphenyl ketone;p-Oxyacetophenone;Acetophenone, p-hydroxy-;Ethanone, 1- (4-hydroxyphenyl)-;p-Hydroxyphenyl methyl ketone;Ethanone,1-(4-hydroxyphenyl)-;Piceol;Acetophenone, 4-hydroxy- (8CI);p-Hydroxacetophenone;4-Hydroxyacetophenone;4-Acetylphenol;1-(4-Hydroxyphenyl)ethanone;1-(4-Hydroxy-phenyl)-ethanone;4-Hydroksyacetofenol [Polish];p-Acetylphenol;D-Hydroxyacetophehone;Acetophenone, 4-hydroxy-;4'-Hydroxyacetophenone (p-Hydroxyacetophenone);4-Hydroxy acteophenone;p-hydroxyphenethyl alcohol;p-Hydroxy Acetophenone;Para Hydroxy Acetophenone (PHAP);4'-Hydroxyacetophenone (PHAP);4'-hydroxyacetophenone;1-(4-hydroxyphenyl)ethanone;;P-Hydroxyacetophenone; |
| EINECS: | 202-802-8 |
| Density: | 1.14 g/cm3 |
| Melting Point: | 132-135 °C(lit.) |
| Boiling Point: | 313 °C at 760 mmHg |
| Flash Point: | 121.2 °C |
| Solubility: | methanol: 0.1 g/mL, clear |
| Appearance: | almost white to beige crystalline powder |
| Hazard Symbols: |
 Xn, Xi
|
| Risk Codes: | 36/37/38-22 |
| Safety: | 26-36/37-37/39-24/25-22-36 |
| PSA: | 37.30000 |
| LogP: | 1.59480 |
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4-(tert-butyldimethylsilyloxy)acetophenone
- 99-93-4
4-Hydroxyacetophenone
| Conditions | Yield |
|---|---|
| With water; potassium carbonate In ethanol at 75℃; for 16h; | 100% |
| With water; 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 20℃; for 0.0166667h; chemoselective reaction; | 97% |
| With dichloro bis(acetonitrile) palladium(II) In water; acetone at 75℃; for 16h; | 96% |
| Conditions | Yield |
|---|---|
| With calcium hydride; diphenyldisulfane In 1-methyl-pyrrolidin-2-one at 220℃; for 0.5h; | 100% |
| With aniline; (ϖ-allyl)palladium triflate based catalyst at 30℃; for 1h; | 99% |
| With palladium diacetate; sodium hydride In N,N-dimethyl acetamide at 20℃; for 4h; Inert atmosphere; | 93% |
- 155853-28-4
2-methyl-2-(4-hydroxyphenyl)-1,3-dithiane
- 99-93-4
4-Hydroxyacetophenone
| Conditions | Yield |
|---|---|
| With dihydrogen peroxide; tantalum pentachloride; sodium iodide In water; ethyl acetate at 20℃; for 1h; | 100% |
| With dihydrogen peroxide; tantalum pentachloride; sodium iodide In water; ethyl acetate at 20℃; for 1h; | 100% |
| With iron(III)-acetylacetonate; dihydrogen peroxide; sodium iodide In water; ethyl acetate at 20℃; for 0.3h; | 90% |
| With Amberlite IR-120; palladium on activated charcoal In methanol for 8h; Heating; | 88% |
| With β‐cyclodextrin; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In acetone at 20℃; for 2.5h; | 85% |
- 13329-40-3
4-Iodoacetophenone
- 99-93-4
4-Hydroxyacetophenone
| Conditions | Yield |
|---|---|
| With sodium hydroxide; copper(l) iodide; L-proline In water at 20 - 300℃; microwave irradiation; | 100% |
| Stage #1: 4-Iodoacetophenone With copper(l) iodide; tetra(n-butyl)ammonium hydroxide In water at 60℃; for 24h; Inert atmosphere; Sealed tube; Stage #2: With hydrogenchloride In water; ethyl acetate at 20℃; for 2h; Inert atmosphere; chemoselective reaction; | 96% |
| With copper(l) iodide; potassium hydroxide In water at 100℃; Inert atmosphere; | 96% |
- 99-93-4
4-Hydroxyacetophenone
| Conditions | Yield |
|---|---|
| With 2,3-dicyano-5,6-dichloro-p-benzoquinone In aq. phosphate buffer; dichloromethane at 0 - 20℃; for 22.5h; pH=7; | 100% |
| With 2,3-dicyano-5,6-dichloro-p-benzoquinone In aq. phosphate buffer; dichloromethane at 0 - 20℃; for 22.5h; | 100% |
- 64101-66-2
4’-benzenesulfoxyacetophenone
- 99-93-4
4-Hydroxyacetophenone
| Conditions | Yield |
|---|---|
| With potassium hydroxide In toluene; tert-butyl alcohol at 100℃; for 0.5h; Inert atmosphere; | 100% |
- 22107-31-9
4-hydroxyacetophenone semicarbazone
- 99-93-4
4-Hydroxyacetophenone
| Conditions | Yield |
|---|---|
| With hydrogenchloride; Tonsil In ethyl acetate for 1.5h; Heating; | 99.5% |
| With copper dichloride In acetonitrile for 0.5h; Heating; | 98% |
| With ammonium persulfate; montmorrilonite K10 clay In solid for 1h; Irradiation; ultrasound irradiation; | 94% |
- 93453-79-3
1-(4-hydroxyphenyl)ethanol
- 99-93-4
4-Hydroxyacetophenone
| Conditions | Yield |
|---|---|
| With silica-supported Jones reagent In dichloromethane for 0.00269444h; | 99.3% |
| With bismuth (III) nitrate pentahydrate; cellulose supported copper(0); oxygen In acetonitrile at 60℃; for 0.5h; | 96% |
| With N-Bromosuccinimide; β‐cyclodextrin In methanol; water; acetone at 20℃; for 10h; | 95% |
| Conditions | Yield |
|---|---|
| With trifluorormethanesulfonic acid at 0 - 20℃; for 1h; Friedel-Crafts acylation; regiospecific reaction; | 99% |
| With iron(III) chloride; lithium chloride In 1,2-dichloro-benzene at 70℃; for 5h; Reagent/catalyst; Temperature; | 90% |
| Stage #1: phenol With aluminum (III) chloride In dichloromethane for 1h; Friedel Crafts acylation; Stage #2: acetyl chloride In dichloromethane for 14h; Friedel Crafts acylation; | 73.5% |
- 54696-05-8
4'-benzyloxy-acetophenone
- 99-93-4
4-Hydroxyacetophenone
| Conditions | Yield |
|---|---|
| With cyclohexa-1,4-diene; polymer-CH2NMe3Cl; palladium In ethanol at 55℃; for 1.5h; | 99% |
| With palladium diacetate; sodium hydride In N,N-dimethyl acetamide at 25℃; for 1h; Inert atmosphere; | 99% |
| With palladium diacetate; sodium hydride In N,N-dimethyl acetamide at 50℃; for 5h; Inert atmosphere; | 99% |
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Consensus Reports
Reported in EPA TSCA Inventory.
Specification
4'-Hydroxyacetophenone, its CAS NO. is 99-93-4, and the synonyms are 1-(4-Hydroxyphenyl)ethanone; 4-Acetylphenol; 4-Hydroksyacetofenol; Acetophenone, 4'-hydroxy-; Acetophenone, p-hydroxy-; Methyl p-hydroxyphenyl ketone; Phenol, p-acetyl-; Piceol; p-Acetylphenol; p-Hydroxyacetophenone; p-Hydroxyphenyl methyl ketone; p-Oxyacetophenone. It is a clear liquid or crystals; melting point 19 - 20 C; boiling point 202 C; very slightly soluble in water. It is used as a polymerization catalyst for the manufacture of olefins. It is used as an intermediate for pharmaceuticals, agrochemicals and other organic compounds.
Physical properties about 4'-Hydroxyacetophenone are: (1)ACD/LogP: 1.399; (2)ACD/LogD (pH 5.5): 1.40; (3)ACD/LogD (pH 7.4): 1.32; (4)ACD/BCF (pH 5.5): 6.80; (5)ACD/BCF (pH 7.4): 5.72; (6)ACD/KOC (pH 5.5): 137.14; (7)ACD/KOC (pH 7.4): 115.44; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.552; (12)Molar Refractivity: 38.162 cm3; (13)Molar Volume: 119.394 cm3; (14)Polarizability: 15.129 10-24cm3; (15)Surface Tension: 43.9830017089844 dyne/cm; (16)Density: 1.14 g/cm3; (17)Flash Point: 121.232 °C; (18)Enthalpy of Vaporization: 57.61 kJ/mol; (19)Boiling Point: 312.975 °C at 760 mmHg
When you are using this chemical, please be cautious about it as the following:|
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. Wear suitable protective clothing and gloves;
3. Wear suitable gloves and eye/face protection;
4. Avoid contact with skin and eyes;
5. Do not breathe dust;
6. Wear suitable protective clothing;
You can still convert the following datas into molecular structure:
(1)InChI=1S/C8H8O2/c1-6(9)7-2-4-8(10)5-3-7/h2-5,10H,1H3;
(2)InChIKey=TXFPEBPIARQUIG-UHFFFAOYSA-N;
(3)Smilesc1(C(C)=O)ccc(O)cc1;
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 200mg/kg (200mg/kg) | National Technical Information Service. Vol. AD277-689, | |
| mouse | LD50 | oral | 1500mg/kg (1500mg/kg) | Medicina Experimentalis. Vol. 11, Pg. 137, 1964. |