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4'-Hydroxypropiophenone
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Name

4'-Hydroxypropiophenone

 EINECS 200-743-2
CAS No. 70-70-2 Density 1.104 g/cm3
PSA 37.30000 LogP 1.98490
Solubility 0.34 g/l (15 °C) in water Melting Point 36-38 °C(lit.)
Formula C9H10O2 Boiling Point 299.3 °C at 760 mmHg
Molecular Weight 240.73 Flash Point 126.2 °C
Transport Information N/A Appearance white powder
Safety 37-24/25-36-26 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 70-70-2 (4'-Hydroxypropiophenone) Hazard Symbols HarmfulXn, IrritantXi
Synonyms

POP;Paroxon;Paroxypropion;Propiophenone,4'-hydroxy- (8CI);Propiophenone, p-hydroxy- (3CI);1-(4-Hydroxyphenyl)-1-propanone;1-(p-Hydroxyphenyl)-1-propanone;4-Propanoylphenol;4-Propionylphenol;Paroxypropione;B 360;Bio-fren;Ethyl 4-hydroxyphenyl ketone;Ethyl p-hydroxyphenyl ketone;Frenantol;Frenohypon;Frenon;Frenormon;H 365;Hypophenon;Hypostat;Ibiopopp;Mepal;NSC 2834;NSC 33949;

Article Data 72

4'-Hydroxypropiophenone Synthetic route

79-03-8

propionyl chloride

108-95-2

phenol

70-70-2

4-hydroxypropiophenone

Conditions
ConditionsYield
With trifluorormethanesulfonic acid at 0 - 20℃; for 1h; Friedel-Crafts acylation; regiospecific reaction;99%
With aluminium trichloride In dichloromethane Friedel-Crafts acylation;53%
man verseift das Propionat mit alkoh. Kalilauge;

1-(4-(tetrahydro-2H-pyran-2-yloxy)phenyl)propan-1-one

70-70-2

4-hydroxypropiophenone

Conditions
ConditionsYield
With cerium (IV) sulfate tetrahydrate In methanol at 130℃; for 0.333333h; Temperature; Microwave irradiation;94%
4495-66-3

4-benzyloxypropiophenone

70-70-2

4-hydroxypropiophenone

Conditions
ConditionsYield
With hydrogen; nickel In isopropyl alcohol at 60℃; under 3102.9 Torr; 20-24 h;92%
With trifluoroacetic acid
69405-03-4

4-{[(tert-butyl)(diphenyl)silyl]oxy}-3-methoxybenzaldehyde

134136-83-7

1-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)propan-1-one

70-70-2

4-hydroxypropiophenone

Conditions
ConditionsYield
With cerium (IV) sulfate tetrahydrate In methanol at 130℃; for 0.333333h; Microwave irradiation; chemoselective reaction;92%
121-97-1

4-Methoxypropiophenone

70-70-2

4-hydroxypropiophenone

Conditions
ConditionsYield
Stage #1: 4-Methoxypropiophenone With 1-n-butyl-3-methylimidazolim bromide at 220℃; under 9000.9 Torr; for 0.666667h; Inert atmosphere; Sealed tube; Microwave irradiation;
Stage #2: With hydrogenchloride; water pH=1;		90%
With hydrogen bromide; acetic acid In water at 100℃; for 18h; Heating / reflux;70%
With Pyridine hydrobromide at 240℃; for 0.25h;60%
192067-89-3

1-(4-(prop-2-yn-1-yloxy)phenyl)propan-1-one

70-70-2

4-hydroxypropiophenone

Conditions
ConditionsYield
With benzyltriethylammonium tetrathiomolybdate In acetonitrile at 28℃; for 19h;87%
With Pd-catalyst In water; N,N-dimethyl-formamide
22805-42-1

4-hydroxy-α-ethylbenzylalcohol

70-70-2

4-hydroxypropiophenone

Conditions
ConditionsYield
With C6H4MoNO7(1-)*C19H42N(1+); oxygen In water at 100℃; for 20h; Green chemistry; chemoselective reaction;81%
637-27-4

phenyl propionate

70-70-2

4-hydroxypropiophenone

Conditions
ConditionsYield
With trifluorormethanesulfonic acid at 0 - 20℃; for 4.5h; Inert atmosphere;80%
With trifluorormethanesulfonic acid at 0 - 20℃; for 4.5h;80%
With aluminium trichloride In nitrobenzene at 30℃; for 24h; Fries rearrangement;60%
802294-64-0

propionic acid

108-95-2

phenol

70-70-2

4-hydroxypropiophenone

Conditions
ConditionsYield
Stage #1: propionic acid With trifluoromethylsulfonic anhydride at 20 - 60℃;
Stage #2: phenol at 60℃; for 0.166667h; regiospecific reaction;		80%
With zinc(II) chloride
With boron trifluoride
With PPA
10342-83-3

4'-Bromopropiophenone

70-70-2

4-hydroxypropiophenone

Conditions
ConditionsYield
With nickel(II) bromide trihydrate; water; 1-(2,2-diphenyl-2λ4,3λ4-[1,3,2]diazaborolo[4,5,1-ij]quinolin-1(2H)-yl)-3-phenylpropan-1-one; N-ethyl-N,N-diisopropylamine; 4,4'-di-tert-butyl-2,2'-bipyridine In dimethyl sulfoxide at 25℃; for 22h; Irradiation;80%

4'-Hydroxypropiophenone Chemical Properties

Molecule structure of Paroxypropione (CAS NO.70-70-2):


IUPAC Name: 1-(4-Hydroxyphenyl)propan-1-one
Molecular Formula: C9H10O2
Molecular Weight: 150.174500 g/mol
Melting Point: 36-38 °C(lit.)
Density: 1.104 g/cm3 
Melting Point: 36-38 °C(lit.)
Boiling Point: 152-154 °C at 26 mm Hg(lit.)
Flash Point: >230 °F
Index of Refraction: 1.542
Molar Refractivity: 42.79 cm3
Molar Volume: 135.9 cm3
Surface Tension: 42.6 dyne/cm
Methanol Solubility: 0.1 g/mL, clear
Water Solubility: 0.34 g/l (15 °C) 
XLogP3: 2
H-Bond Donor: 1
H-Bond Acceptor: 2
Rotatable Bond Count: 2
Tautomer Count: 7
Exact Mass: 150.06808
MonoIsotopic Mass: 150.06808
Topological Polar Surface Area: 37.3
Heavy Atom Count: 11 
Canonical SMILES: CCC(=O)C1=CC=C(C=C1)O
InChI: InChI=1S/C9H10O2/c1-2-9(11)7-3-5-8(10)6-4-7/h3-6,10H,2H2,1H3
InChIKey: RARSHUDCJQSEFJ-UHFFFAOYSA-N
EINECS: 202-815-9
Product Categories: Acetophenone Series; Aromatic Propiophenones (substituted); C9; Carbonyl Compounds; Ketones

4'-Hydroxypropiophenone Uses

 Paroxypropione (CAS NO.70-70-2) is used as an intermediates of liquid crystals.

4'-Hydroxypropiophenone Toxicity Data With Reference

1.    

ims-rbt TDLo:1600 mg/kg (female 15-30D post):TER

     AOGNAX    Archivio di Ostetricia e Ginecologia. 66 (1961),286.
2.    

orl-mus LD50:3 mg/kg

     85JDAH    Organophosphorus Pesticides: Organic and Biological Chemistry Eto, M.,Cleveland, OH.: CRC Press, Inc.,1974,197.
3.    

ipr-mus LD50:200 mg/kg

     NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD277-689 .
4.    

scu-mus LD50:1130 µg/kg

     AIPTAK    Archives Internationales de Pharmacodynamie et de Therapie. 124 (1960),212.
5.    

par-frg LD50:91 mg/kg

     AIPTAK    Archives Internationales de Pharmacodynamie et de Therapie. 124 (1960),212.

4'-Hydroxypropiophenone Consensus Reports

Reported in EPA TSCA Inventory.

4'-Hydroxypropiophenone Safety Profile

Hazard Codes: HarmfulXn, IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 37-24/25-36-26 
S37:Wear suitable gloves. 
S24/25:Avoid contact with skin and eyes. 
S36:Wear suitable protective clothing. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3
RTECS: UH1925000
HS Code: 29145000
Hazardous Substances Data: 70-70-2(Hazardous Substances Data)
Poison by intraperitoneal, subcutaneous, and parenteral routes. An experimental teratogen. Other experimental reproductive effects. A flammable liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also KETONES.

4'-Hydroxypropiophenone Standards and Recommendations

DOT Classification:  3; Label: Flammable Liquid

4'-Hydroxypropiophenone Specification

 Paroxypropione (CAS NO.70-70-2) is also named as 1-(4-Hydroxyphenyl)-1-propanone ; 1-(p-Hydroxyphenyl)-1-propanone ; 4-08-00-00441 (Beilstein Handbook Reference) ; 4-Hydroxypropiophenone ; 4-Propionylphenol ; AI3-03719 ; B 360 ; Ethyl p-hydroxyphenyl ketone ; Frenantol ; Frenohypon ; Frenon ; Frenormon ; H 365 ; Paroxipropiona ; Paroxipropiona [INN-Spanish] ; Paroxon ; Possipione ; Profenone ; Proxiphenon ; Sterofenon ; UNII-X9952001TG ; USAF EK-3302 ; p-Hydroxyphenyl-1-propanone ; p-Hydroxypropiophenone ; p-Oxypropiophenone ; p-Propionylphenol ; p-Propiophenol . Paroxypropione (CAS NO.70-70-2) is white powder. It is slightly soluble in water, soluble in boiling water, with alcohol, ether immiscibility.

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