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495-40-9

Basic Information
CAS No.: 495-40-9
Name: Butyrophenone
Article Data: 471
Molecular Structure:
Molecular Structure of 495-40-9 (Butyrophenone)
Formula: C10H12O
Molecular Weight: 148.205
Synonyms: Butyrophenone(6CI,8CI);1-Benzoylpropane;1-Phenyl-1-butanone;Butanophenone;NSC 8463;Phenyl n-propyl ketone;Phenyl propyl ketone;Propyl phenyl ketone;n-Butyrophenone;n-Propyl phenyl ketone;
EINECS: 207-799-7
Density: 0.962 g/cm3
Melting Point: 11-13 °C(lit.)
Boiling Point: 228.499 °C at 760 mmHg
Flash Point: 93.641 °C
Solubility: Insoluble in water.
Appearance: colourless to yellow liquid
Hazard Symbols: IrritantXi
Risk Codes: 41-43
Safety: 26-36/37/39-24/25-23
PSA: 17.07000
LogP: 2.66940
Synthetic route
614-14-2

1-Phenyl-1-butanol

495-40-9

butyrophenone

Conditions
ConditionsYield
With dinitrogen monoxide; dioxo(tetramesitylporphyrinato)ruthenium(VI) In 1,2-dichloro-ethane at 150℃; under 7600 Torr; for 7.5h;100%
With dinitrogen monoxide; dioxo(tetramesitylporphyrinato)ruthenium(VI) In 1,2-dichloro-ethane at 150℃; under 7500.6 Torr; for 7.5h;100%
With silica-supported Jones reagent In dichloromethane for 0.00269444h;100%
35660-91-4, 35845-66-0, 495-41-0

(E)-1-phenyl-2-buten-1-one

495-40-9

butyrophenone

Conditions
ConditionsYield
With indium; acetic acid In tetrahydrofuran Heating;100%
With indium(III) chloride; Bu3SnH4 In methanol at -78 - 20℃; for 1h;97%
With samarium diiodide; 2,4-dichlorophenoxyacetic acid dimethylamine; tert-butyl alcohol In tetrahydrofuran93%
41780-81-8

1-phenyl-1-butanone 2-naphthylethanone p-toluenesulfonylhydrazone

495-40-9

butyrophenone

Conditions
ConditionsYield
With copper(II) sulfate In tetrahydrofuran; methanol; water for 3h; Heating;100%
17745-98-1

Bis-1-phenyl-n-butyliden-diazin

495-40-9

butyrophenone

Conditions
ConditionsYield
With 2-phenyl-1,2-benzoisoselenazol-3(2H)-one; dihydrogen peroxide In methanol; water at 65℃; for 1.5h;100%
With ammonium cerium(IV) nitrate In water; acetonitrile at 20℃; for 16h; Oxidation;96%
106-94-5

propyl bromide

100-47-0

benzonitrile

495-40-9

butyrophenone

Conditions
ConditionsYield
Stage #1: propyl bromide With iodine; magnesium In diethyl ether
Stage #2: benzonitrile In diethyl ether for 6h; Heating;
100%
65488-05-3

4-iodobutyrophenone

495-40-9

butyrophenone

Conditions
ConditionsYield
With tri(2-furyl)germane; triethyl borane In tetrahydrofuran at 20℃; for 2h; Reduction;99%
With tri(2-furyl)germane; triethyl borane In tetrahydrofuran; hexane at 20℃; for 2h;99%
With gallium(III) trichloride; triethyl borane; sodium bis(2-methoxyethoxy)aluminium dihydride; oxygen In tetrahydrofuran; hexane; toluene at 0℃; for 9h;80%
With (2-((dimethylamino)methyl)phenyl)dimethyltin In tetrahydrofuran at 20℃; for 12h;98 % Chromat.
In N,N,N,N,N,N-hexamethylphosphoric triamide Rate constant; Mechanism; Ambient temperature; Irradiation; transient absorption spectra at various times after irradiation; other solvents;
1619-58-5

2-cyano-butyric acid ethyl ester

98-80-6

phenylboronic acid

495-40-9

butyrophenone

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; water; palladium diacetate; 2-(3,5-dimethyl-1H-pyrazol-1-yl)pyridine at 60℃; for 5h;99%
495-41-0

1-phenylbut-2-en-1-one

495-40-9

butyrophenone

Conditions
ConditionsYield
With tri-n-butyl-tin hydride In benzene at 20 - 80℃; for 3h; Inert atmosphere;98%
With formic acid; [Pd(C,N-2-chloro-7-(mesitylimidazolylidenylmethyl)naphthyridine)(η3-allyl)](BF4); triethylamine In isopropyl alcohol for 16h; Inert atmosphere; Reflux;96%
With Li(1+)*HSe(1-); water In tetrahydrofuran at 50℃; for 5h;95%
877-35-0

2-bromo-1-phenylbutan-1-one

495-40-9

butyrophenone

Conditions
ConditionsYield
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; acetic acid for 1.3h; Irradiation; Inert atmosphere;98%
With N,N,N,N,-tetramethylethylenediamine; diisobutylaluminium hydride; tin(ll) chloride In tetrahydrofuran; toluene at -78℃; for 0.166667h;90%
With indium; water for 7.5h; ultrasound;85%
With hydrogen selenide; triethylamine In methanol at -20℃; for 3h; Yield given;
73258-08-9

1,2-diphenylcyclopentene ozonide

A

39755-03-8

4-hydroxy-1-phenyl-butan-1-one

B

495-40-9

butyrophenone

C

529-34-0

3,4-dihydronaphthalene-1(2H)-one

D

65-85-0

benzoic acid

Conditions
ConditionsYield
With iron(II) sulfate In tetrahydrofuran; water at 20℃; for 16h; Product distribution; Mechanism; other ozonides; 18O-tracer exp. with ethereal oxygen labeled; reduction also in presence of 18O-labeled H2O or D2O;A 7%
B 33%
C 19%
D 98%
With iron(II) sulfate In tetrahydrofuran; water at 20℃; for 16h;A 7%
B 33%
C 19%
D 98%
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Specification

The Butyrophenone, with the CAS registry number 495-40-9, is also known as Propyl phenyl ketone. It belongs to the product categories of Pharmaceutical Intermediates; Aromatic Ketones (substituted); Ketone. Its EINECS registry number is 207-799-7. This chemical's molecular formula is C10H12O and molecular weight is 148.2. Its IUPAC name is called 1-phenylbutan-1-one.

Physical properties of Butyrophenone: (1)ACD/LogP: 2.69; (2)ACD/LogD (pH 5.5): 2.693; (3)ACD/LogD (pH 7.4): 2.693; (4)ACD/BCF (pH 5.5): 65.535; (5)ACD/BCF (pH 7.4): 65.535; (6)ACD/KOC (pH 5.5): 694.772; (7)ACD/KOC (pH 7.4): 694.772; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 3; (10)Index of Refraction: 1.503; (11)Molar Refractivity: 45.547 cm3; (12)Molar Volume: 153.977 cm3; (13)Surface Tension: 34.077 dyne/cm; (14)Density: 0.962 g/cm3; (15)Flash Point: 93.641 °C; (16)Enthalpy of Vaporization: 46.509 kJ/mol; (17)Boiling Point: 228.499 °C at 760 mmHg; (18)Vapour Pressure: 0.073 mmHg at 25°C.

Preparation of Butyrophenone: this chemical can be prepared by butylbenzene. This reaction will need reagent o-iodoxybenzoic acid and solvents fluorobenzene, dimethylsulfoxide. The reaction time is 8 hours with reaction temperature of 80 °C. The yield is about 72%.

Butyrophenone can be prepared by butylbenzene

Butyrophenones are a class of pharmaceutical drugs derived from butyrophenone. Examples include: (1)Haloperidol, the most widely used classical antipsychotic drug in this class; (2)Droperidol, often used for neuroleptanalgesic anesthesia and sedation in intensive-care treatment; (3)Benperidol, the most potent commonly-used antipsychotic ( 200 times more potent than chlorpromazine); (4)Triperidol, a highly-potent antipsychotic (100 times more potent than chlorpromazine); (5)Melperone, a weakly-potent antipsychotic, in Europe commonly used for treatment of insomnia, confusional states, psychomotor agitation, and delirium, in particular, in geriatric patients; (6)Lenperone; (7)Domperidone, a dopamine-antagonist antiemetic, derived further from butyrophenone (not being a butyrophenone itself).

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. There will be a risk of serious damage to eyes. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CCCC(=O)C1=CC=CC=C1
(2)InChI: InChI=1S/C10H12O/c1-2-6-10(11)9-7-4-3-5-8-9/h3-5,7-8H,2,6H2,1H3
(3)InChIKey: FFSAXUULYPJSKH-UHFFFAOYSA-N