ChemicalBook > CAS DataBase List > 4'-Hydroxyacetophenone

4'-Hydroxyacetophenone

Product Name
4'-Hydroxyacetophenone
CAS No.
99-93-4
Chemical Name
4'-Hydroxyacetophenone
Synonyms
4-HYDROXYACETOPHENONE;Piceol;P-HYDROXYACETOPHENONE;POB;P-HYDROXYBENZOPHENONE;ACETYLPHENOL;p-Acetylphenol;4-Hydroksyacetofenol;4-HYDROXYLACETOPHENONE;para-Hydroxyacetophenone
CBNumber
CB7198612
Molecular Formula
C8H8O2
Formula Weight
136.15
MOL File
99-93-4.mol
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4'-Hydroxyacetophenone Property

Melting point:
132-135 °C(lit.)
Boiling point:
147-148 °C3 mm Hg(lit.)
Density 
1.109
vapor pressure 
0.002Pa at 20℃
refractive index 
1.5577 (estimate)
FEMA 
4330 | 4-HYDROXYACETOPHENONE
Flash point:
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)
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
4-Hydroxyacetophenone (99-93-4)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
36/37/38-22
Safety Statements 
26-36/37-37/39-24/25-22-36
WGK Germany 
3
RTECS 
PC4959775
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29145000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H319Causes serious eye irritation

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P273Avoid release to the environment.

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.

P337+P313IF eye irritation persists: Get medical advice/attention.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W433055
Product name
4-Hydroxyacetophenone
Purity
≥95%, FG
Packaging
SAMPLE
Price
$50
Updated
2024/03/01
Sigma-Aldrich
Product number
W433055
Product name
4-Hydroxyacetophenone
Purity
≥95%, FG
Packaging
100G
Price
$150
Updated
2024/03/01
Sigma-Aldrich
Product number
W433055
Product name
4-Hydroxyacetophenone
Purity
≥95%, FG
Packaging
1KG
Price
$325
Updated
2024/03/01
Sigma-Aldrich
Product number
PHR1971
Product name
Acetaminophen Impurity E
Purity
Pharmaceutical Secondary Standard; Certified Reference Material
Packaging
100MG
Price
$437
Updated
2024/03/01
Sigma-Aldrich
Product number
PHL80232
Product name
4′-Hydroxyacetophenone
Purity
phyproof? Reference Substance
Packaging
100MG
Price
$262
Updated
2024/03/01
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4'-Hydroxyacetophenone Chemical Properties,Usage,Production

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.

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.

Uses

p-Hydroxyacetophenone is widely used in medicine, cosmetics and industrial fields. It is a natural plant extract, which naturally exists in the stems and leaves of the Compositae plant, Artemisia annua, the roots of plants such as Artemisia annua, Rhododendron, and Panax ginseng. It has a good effect on yellow eyes caused by diseases such as hepatitis, and also has a good auxiliary effect on yellow eyes caused by various reasons. Due to its weak molecular activity, high temperature resistance, melting point of 95-97 °C and boiling point of 296 °C, it is widely used in various liquid pharmaceuticals and can prolong the shelf life of other active ingredients under high temperature conditions. It has no harm to human skin and is the safest high-temperature auxiliary active stabilizer in the pharmaceutical industry.

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°.

Definition

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

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.

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

Non flammable

Purification Methods

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

4'-Hydroxyacetophenone Preparation Products And Raw materials

Raw materials

PHENYL ACETATE Aluminum chloride 2'-Hydroxyacetophenone 4-Aminoacetophenone

Preparation Products

4-QUINOXALIN-2-YLPHENOL Acetaminophen 4-Vinylphenol Atenolol 1-(3-CHLOROMETHYL-4-HYDROXY-PHENYL)-ETHANONE 4-Benzyloxy-3-nitroacetophenone 4-Hydroxyphenethyl alcohol 1-(4-Acetyloxy)-3-((acetyloxy)methyl)phenyl)-2-bromoethanone HPG 4-Acetyloxy-3-acetyloxymethyl-(N-benzyl-N-tertbutylamino)acetophenone hydrochloride 4-Acetoxystyrene
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View Lastest Price from 4'-Hydroxyacetophenone manufacturers

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
4'-Hydroxyacetophenone 99-93-4
Price
US $999.00-800.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000
Release date
2024-08-21
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
4'-Hydroxyacetophenone 99-93-4
Price
US $45.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-04-19
WUHAN FORTUNA CHEMICAL CO., LTD
Product
4'-Hydroxyacetophenone 99-93-4
Price
US $0.00/KG
Min. Order
25KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-01-12

99-93-4, 4'-HydroxyacetophenoneRelated Search:

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