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ChemicalBook--->CAS DataBase List--->99-93-4

99-93-4

99-93-4 Structure

99-93-4 Structure
IdentificationMore
[Name]

4'-Hydroxyacetophenone
[CAS]

99-93-4
[Synonyms]

1-(4-HYDROXY-PHENYL)-ETHANONE
4-ACETOPHENOL
4-ACETYLPHENOL
4-BENZOYLPHENOL
4'-HYDROXYACETOPHENONE
4-HYDROXYACETOPHENONE
4-HYDROXYBENZOPHENONE
4-HYDROXYPHENYL METHYL KETONE
(4-HYDROXY-PHENYL)-PHENYL-METHANONE
ACETYLPHENOL
AKOS BBS-00003226
HYDROXYACETOPHENONE-4
HYDROXYBENZOPHENONE-4
P-ACETOPHENOL
P-BENZOYLPHENOL
P-HYDROXYACETOPHENONE
P-HYDROXYBENZOPHENONE
POB
1-(4-hydroxyphenyl)-ethanon
4’-hydroxy-acetophenon
[EINECS(EC#)]

202-802-8
[Molecular Formula]

C8H8O2
[MDL Number]

MFCD00002355
[Molecular Weight]

136.15
[MOL File]

99-93-4.mol
Chemical PropertiesBack Directory
[Appearance]

almost white to beige crystalline powder
[Melting point ]

132-135 °C(lit.)
[Boiling point ]

147-148 °C3 mm Hg(lit.)
[density ]

1.109
[vapor pressure ]

0.002Pa at 20℃
[FEMA ]

4330 | 4-HYDROXYACETOPHENONE
[refractive index ]

1.5577 (estimate)
[Fp ]

166 °C
[storage temp. ]

Store below +30°C.
[solubility ]

methanol: 0.1 g/mL, clear
[form ]

Crystalline Powder
[pka]

8.05(at 25℃)
[color ]

Almost white to beige
[Specific Gravity]

1.109
[Odor]

at 10.00 % in dipropylene glycol. mild sweet hawthorn balsam mimosa
[Odor Type]

floral
[Water Solubility ]

10 g/L (22 ºC)
[Detection Methods]

HPLC
[JECFA Number]

2040
[BRN ]

774355
[InChIKey]

TXFPEBPIARQUIG-UHFFFAOYSA-N
[LogP]

1.35 at 25℃
[CAS DataBase Reference]

99-93-4(CAS DataBase Reference)
[NIST Chemistry Reference]

Acetophenone, 4'-hydroxy-(99-93-4)
[EPA Substance Registry System]

99-93-4(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xn,Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves .
S37/39:Wear suitable gloves and eye/face protection .
S24/25:Avoid contact with skin and eyes .
S22:Do not breathe dust .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[RTECS ]

PC4959775
[Hazard Note ]

Irritant
[TSCA ]

Yes
[HS Code ]

29145000
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Aluminum chloride-->2'-Hydroxyacetophenone-->4-Aminoacetophenone-->PHENYL ACETATE
[Preparation Products]

Acetaminophen-->4-Vinylphenol-->4-Acetoxystyrene-->4-Benzyloxy-3-nitroacetophenone-->4-QUINOXALIN-2-YLPHENOL-->HPG-->4-Acetyloxy-3-acetyloxymethyl-(N-benzyl-N-tertbutylamino)acetophenone hydrochloride-->4-Hydroxyphenethyl alcohol-->1-(3-CHLOROMETHYL-4-HYDROXY-PHENYL)-ETHANONE-->1-(4-Acetyloxy)-3-((acetyloxy)methyl)phenyl)-2-bromoethanone-->1,1,1-Tris(4-hydroxyphenyl)ethane-->Atenolol-->Micafungin Side Chain Methyl Ester-->3',5'-DICHLORO-4'-HYDROXYACETOPHENONE-->4-HYDROXYBENZOYLACETIC ACID METHYL ESTER-->4'-PIPERIDINOACETOPHENONE-->2-(4-HYDROXYPHENYL)PROPIONIC ACID
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

1-(4-Hydroxyphenyl)ethanone(99-93-4).msds
Hazard InformationBack Directory
[Chemical Properties]

almost white to beige crystalline powder
[Chemical Properties]

White to beige powder; sweet, hawthorn, balsam, mimosa aroma
[Occurrence]

Reported found in cloudberry, coffee, cranberry, mango, sherry, and wort.
[Uses]

4?-Hydroxyacetophenone has been used as ketone component in the preparation of 1-aryl-3-phenethylamino-1-propanone hydrochlorides, potential cytotoxic agents, via Mannich reactions.
[Application]

4'-Hydroxyacetophenone has been suggested for use in perfume compositions as a modifier for the more conventional derivatives of Acetophenonc, etc. mainly in heavy-floral or woodyfloral fragrances where power and low cost arc requested.
[Definition]

ChEBI: A monohydroxyacetophenone carrying a hydroxy substituent at position 4'.
[Preparation]

Preparation by Fries rearrangement of phenyl acetate with Lewis acids
aluminium chloride
in nitrobenzene at 20–25° or at 50–60°
in chlorobenzene between 45° and 65°, sealed tube and subjected to high power microwave irradiation for 2 min only (36%)
in nitroethane at 60° (44%)
in carbon disulfide at 45° (40%)
in petroleum ether at 50° (20%)
but between 130° and 175° (40–60%)
aluminium chloride–sodium chloride mixture at 240–250° (10%)
boron trifluoride at 90° (56%)
scandium tris(trifluoromethanesulfonate), in nitromethane, at 50° (39%)
titanium tetrachloride at 90–100° (34%)
ferric chloride at 65° (25%)
zinc chloride at 125° (8%)
hydrofluoric acid, between 20° and 100° (94%)
polyphosphoric acid, between 20° and 100° (69%) (50–53%)(44%)
Nafion-XR 500, sulfonic acid type at 100°
ZSM-5, in sulfolane, at 180° (28%)
H-ZSM-5 at 400° or at 210° (6%)
H-Nu-2 at 170° (15%)
HY (Si/Al = 3) or fluorided alumina (Al2O3-F; 3 % wt. F), at 400°.
[Production Methods]

4'-Hydroxyacetophenone can be produced 1) from Phenylacetate by heating with Aluminum chloride. 2) from Phenol, Acetylchlonde and Aluminum chloride by Friedel-Craft' reaction.
[Aroma threshold values]

Floral type, medium strength odor; recommend smelling in a 10.00% solution or less.
[Synthesis Reference(s)]

Tetrahedron Letters, 32, p. 5829, 1991 DOI: 10.1016/S0040-4039(00)93567-6
[General Description]

Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards
[Flammability and Explosibility]

Nonflammable
[Purification Methods]

Crystallise it from diethyl ether, aqueous EtOH or *benzene/pet ether. [Beilstein 8 H 87, 8 IV 339.]
Spectrum DetailBack Directory
[Spectrum Detail]

4'-Hydroxyacetophenone(99-93-4)MS
4'-Hydroxyacetophenone(99-93-4)1HNMR
4'-Hydroxyacetophenone(99-93-4)13CNMR
4'-Hydroxyacetophenone(99-93-4)IR1
4'-Hydroxyacetophenone(99-93-4)IR2
4'-Hydroxyacetophenone(99-93-4)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

[Alfa Aesar]

[Sigma Aldrich]

99-93-4(sigmaaldrich)
[TCI AMERICA]

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