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787-69-9

Basic Information
CAS No.: 787-69-9
Name: 4,4'-Diacetylbiphenyl
Article Data: 233
Molecular Structure:
Molecular Structure of 787-69-9 (4,4'-Diacetylbiphenyl)
Formula: C16H14O2
Molecular Weight: 238.286
Synonyms: 4,4'-Diacetylbiphenyl 98%;1-[4-(4-acetylphenyl)cyclohexyl]ethanone;1-[4-(4-acetylphenyl)phenyl]ethanone;
EINECS: 625-368-5
Density: 1.094 g/cm3
Melting Point: 193-195 °C(lit.)
Boiling Point: 386.5 °C at 760 mmHg
Flash Point: 144.9 °C
Appearance: White solid
Hazard Symbols: DangerousN,IrritantXi,HarmfulXn
Risk Codes: 50/53-36/37/38-20/21/22
Safety: 60-61-36/37/39-26-37/39-36
Transport Information: UN 3077 9/PG 3
PSA: 34.14000
LogP: 3.75880
Synthetic route
99-90-1

para-bromoacetophenone

149104-90-5

4-acetylphenylboronic acid

787-69-9

4,4'-diacetylbiphenyl

Conditions
ConditionsYield
With potassium carbonate; N,N-diethylaminopropyl-Al2O3-Pd(OAc)2 In ethanol; water for 0.0833333h; Suzuki-Miyaura reaction;100%
With potassium carbonate; Pd(NH3)2Cl2 In water at 100℃; for 3h; Suzuki cross-coupling reaction;99%
With iron(III) chloride; potassium fluoride In ethanol at 90℃; for 16h; Suzuki-Miyaura type coupling; sealed tube; air;99%
13329-40-3

4-Iodoacetophenone

787-69-9

4,4'-diacetylbiphenyl

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; [2-(Pd-Cl)-4,4'-dichlorobenzophenone oxime]2 In decane; N,N-dimethyl-formamide at 110℃; for 5h; Ullmann homocoupling;99%
With potassium iodide; nickel dibromide; zinc In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide at 50℃; for 3h;98%
With potassium phosphate In water at 110℃; for 48h; Ullmann Condensation;98%
99-91-2

para-chloroacetophenone

787-69-9

4,4'-diacetylbiphenyl

Conditions
ConditionsYield
With sodium hydroxide; ascorbic acid In water at 80℃; for 3h; Catalytic behavior; Ullmann Condensation;99%
With samarium; triphenylphosphine; nickel dichloride In N,N-dimethyl-formamide at 70℃; for 6h;98%
With carbon dioxide; aluminium; 1-butyl-3-methylimidazolium trifluoromethanesulfonimide at 65℃; under 116262 Torr; for 16h; Ullmann reaction;97%
99-91-2

para-chloroacetophenone

149104-90-5

4-acetylphenylboronic acid

787-69-9

4,4'-diacetylbiphenyl

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate; Pd(NH3)2Cl2 In water at 140℃; for 5h; Suzuki cross-coupling reaction;99%
With (η3-2-methylallyl)Pd(N3)(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene); caesium carbonate In methanol at 80℃; for 1h; Suzuki-Miyaura Coupling; Schlenk technique;99%
With potassium phosphate; tetrabutylammomium bromide In water at 95℃; for 40h; Suzuki-Miyaura Coupling;90%
149104-90-5

4-acetylphenylboronic acid

787-69-9

4,4'-diacetylbiphenyl

Conditions
ConditionsYield
With sodium hydroxide In water at 120 - 130℃; Microwave irradiation;99%
With sodium carbonate; p-toluenesulfonyl chloride; palladium dichloride In ethanol; water at 20℃; for 12h;96%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; palladium diacetate; tetraethylammonium perchlorate; potassium carbonate In water; acetonitrile at 20℃; Electrochemical reaction; Divided cell; Inert atmosphere;95%
92-52-4

biphenyl

75-36-5

acetyl chloride

787-69-9

4,4'-diacetylbiphenyl

Conditions
ConditionsYield
Stage #1: acetyl chloride With aluminium trichloride In dichloromethane at 0℃; for 0.333333h;
Stage #2: biphenyl In dichloromethane at 0 - 40℃; Friedel-Crafts acetylation; Further stages.;
97.5%
With carbon disulfide; aluminum (III) chloride for 4.83333h; Reflux;90%
With aluminium trichloride In 1,2-dichloro-ethane for 12h;68%
99-90-1

para-bromoacetophenone

787-69-9

4,4'-diacetylbiphenyl

Conditions
ConditionsYield
With potassium phosphate; [NBu4][Pd(DMSO)Cl3]; hydroquinone In N,N-dimethyl-formamide at 140℃; for 3h; Temperature; Reagent/catalyst; Inert atmosphere;95%
With bis(1,5-cyclooctadiene)nickel (0) In N,N-dimethyl-formamide at 45℃; for 36h;93%
With potassium carbonate In ethanol; water at 20℃; for 12h; Ullmann Condensation;92%

C8H7BF3O(1-)*C10H15NPol(1+)

787-69-9

4,4'-diacetylbiphenyl

Conditions
ConditionsYield
With copper diacetate In ethanol; water dowex resin; Ullmann Condensation; Sonication;94%
13329-40-3

4-Iodoacetophenone

572901-35-0

(Z)-2-(2,2-diisopropyl-1-oxa-2-silacyclopent-3-ylidene)acetaldehyde

A

787-69-9

4,4'-diacetylbiphenyl

B

(2Z)-3-(4-acetylphenyl)-5-hydroxy-2-pentenal

Conditions
ConditionsYield
With copper(l) iodide; bis(η3-allyl-μ-chloropalladium(II)); [-MeSi(H)O-]3-5; potassium fluoride In N,N-dimethyl-formamide at 20℃; for 2h;A 7%
B 91%
99-91-2

para-chloroacetophenone

A

787-69-9

4,4'-diacetylbiphenyl

B

98-86-2

acetophenone

Conditions
ConditionsYield
With D-glucose; tetrabutylammonium acetate; palladium diacetate In water at 90℃; for 6h; Ullmann-type homocoupling reaction;A 88%
B 13%
With potassium hydroxide In water; N,N-dimethyl-formamide at 35℃; for 24h; Ullmann Condensation; Inert atmosphere;A 86%
B 5%
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  • 4,4'-Diacetylbiphenyl

  • Casno:

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Chemistry


IUPAC Name: 1-[4-(4-Acetylphenyl)phenyl]ethanone 
Empirical Formula: C16H14O2
Molecular Weight: 238.2812
Canonical SMILES: CC(=O)C1=CC=C(C=C1)C2=CC=C(C=C2)C(=O)C
InChI: InChI=1S/C16H14O2/c1-11(17)13-3-7-15(8-4-13)16-9-5-14(6-10-16)12(2)18/h3-10H,1-2H3
InChIKey: YSTSBXDVNKYPTR-UHFFFAOYSA-N
XLogP3: 3.7
H-Bond Donor: 0
H-Bond Acceptor: 2 
Index of Refraction: 1.564
Molar Refractivity: 70.9 cm3
Molar Volume: 217.7 cm3
Surface Tension: 40.9 dyne/cm
Density: 1.094 g/cm3
Flash Point: 144.9 °C
Enthalpy of Vaporization: 63.54 kJ/mol
Boiling Point: 386.5 °C at 760 mmHg
Vapour Pressure: 3.54E-06 mmHg at 25 °C
Melting Point: 193-195 °C(lit.)
Product Categories of 4,4'-Diacetylbiphenyl (CAS NO.787-69-9): Aromatic Acetophenones & Derivatives (substituted); Biphenyl & Diphenyl ether; Biphenyls (for High-Performance Polymer Research); Functional Materials; Reagent for High-Performance Polymer Research; C15 to C38; Carbonyl Compounds; Ketones

Uses

 4,4'-Diacetylbiphenyl (CAS NO.787-69-9) is used as intermediates of liquid crystals.

Safety Profile

Hazard Codes: DangerousN,IrritantXi,HarmfulXn
Risk Statements: 50/53-36/37/38-20/21/22 
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 60-61-36/37/39-26-37/39-36 
S60:This material and its container must be disposed of as hazardous waste. 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection. 
S36:Wear suitable protective clothing.
RIDADR: UN 3077 9/PG 3
WGK Germany: 3
Hazard Note of 4,4'-Diacetylbiphenyl (CAS NO.787-69-9): Irritant

Specification

  4,4'-Diacetylbiphenyl (CAS NO.787-69-9), its Synonyms are 1-(4'-Acetyl[1,1'-biphenyl]-4-yl)ethan-1-one ; Bis-acetophenone ; 1-(4'-Acetyl-biphenyl-4-yl)-ethaone ; 4',4''-Biacetophenone ; 1-(4'-Acetyl[1,1'-biphenyl]-4-yl)ethanone ; 4,4'-Diacetylbiphenyl,98% . It is white solid.