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Basic Information
CAS No.: 90-98-2
Name: 4,4'-Dichlorobenzophenone
Article Data: 275
Molecular Structure:
Molecular Structure of 90-98-2 (4,4'-Dichlorobenzophenone)
Formula: C13H8Cl2O
Molecular Weight: 251.112
Synonyms: Benzophenone,4,4'-dichloro- (6CI,8CI);p-Dichlorobenzophenone;Bis(4-chlorophenyl)ketone;Bis(4-chlorophenyl)methanone;Bis(p-chlorophenyl) ketone;DBP(degradation product);DCBP;DCBP (ketone);Di(4-chlorophenyl) ketone;Di(p-chlorophenyl) ketone;NSC 8787;p,p'-Dichlorobenzophenone;4,4'-Dichloro Benzophenone;Methanone,bis(4-chlorophenyl)-;
EINECS: 202-030-1
Density: 1.311 g/cm3
Melting Point: 144-146 °C(lit.)
Boiling Point: 353 °C at 760 mmHg
Flash Point: 156.2 °C
Appearance: faintly yellow crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 22-24/25-36-26
PSA: 17.07000
LogP: 4.22440
Synthetic route
115-32-2

Dicofol

90-98-2

4,4'-Dichlorobenzophenone

Conditions
ConditionsYield
With potassium hydroxide In water at 0℃; for 72h;100%
for 6h; Irradiation;95 mg
for 6h; Product distribution; Mechanism; Irradiation;95 mg
90-97-1

4,4'-dichlorobenzophenone

90-98-2

4,4'-Dichlorobenzophenone

Conditions
ConditionsYield
With 4-Benzoylpyridine In acetone at 20℃; for 32h; UV-irradiation; Inert atmosphere;99%
With chromium(VI) oxide In neat (no solvent) at 20℃; for 0.00833333h;98%
With picoline; tert.-butylhydroperoxide; chlorophyllin coppered trisodium salt In water; acetone at 80℃; for 10h; chemoselective reaction;98%
541-41-3

chloroformic acid ethyl ester

150766-93-1

(4-chlorophenyl)zinc(II) bromide

90-98-2

4,4'-Dichlorobenzophenone

Conditions
ConditionsYield
at 20℃; for 4.5h;99%
101-76-8

4,4'-dichlorodiphenylmethane

90-98-2

4,4'-Dichlorobenzophenone

Conditions
ConditionsYield
With oxygen; sodium t-butanolate In dimethyl sulfoxide at 50℃; for 5h; Sealed tube;98%
With 18-crown-6 ether; potassium tert-butylate; oxygen In N,N-dimethyl-formamide at 0 - 20℃; for 3h; Inert atmosphere;88%
With 2,2'-azobis(isobutyronitrile); oxygen In acetonitrile at 75℃; for 32h;68%
72-55-9

1,1-bis(4-chlorophenyl)-2,2-dichloroethylene

90-98-2

4,4'-Dichlorobenzophenone

Conditions
ConditionsYield
With chromium(VI) oxide In acetic acid for 4h; Heating;98%
With chromium(VI) oxide; acetic acid
With nitric acid at 100℃;
1714-50-7

4,4'-dichlorobenzophenone oxime

90-98-2

4,4'-Dichlorobenzophenone

Conditions
ConditionsYield
With manganese(IV) oxide In neat (no solvent) at 20℃; for 0.0333333h;98%
With sodium nitrite In water; acetonitrile at 40℃; for 2h;96%
With diphenyl ditelluride; oxygen In ethyl acetate for 24h; Irradiation;96%
1679-18-1

4-Chlorophenylboronic acid

122-01-0

4-chloro-benzoyl chloride

90-98-2

4,4'-Dichlorobenzophenone

Conditions
ConditionsYield
With [Ph2P(ferrocene-1,1′-diyl)ONHCH2CH2NHC(NH2)NH2]Cl*0.4chloroform; palladium diacetate; sodium carbonate In water; toluene at 50℃; for 1h; Schlenk technique; Inert atmosphere;98%
With [Pd(3-[(2,6-diisopropylphenyl)-1-imidazolio]-2-quinoxalinide)(PPh3)Cl2]; potassium carbonate In water at 100℃; for 3h; Suzuki-Miyaura Coupling;84%
83-05-6

bis(4'-chlorophenyl)acetic acid

90-98-2

4,4'-Dichlorobenzophenone

Conditions
ConditionsYield
With mercury(II) fluoride; oxygen In acetonitrile at 25℃; for 24h; Irradiation;96%
20968-04-1

2,2’-bis(4-(chloro)phenyl)acetonitrile

90-98-2

4,4'-Dichlorobenzophenone

Conditions
ConditionsYield
With oxygen; potassium carbonate In water; dimethyl sulfoxide Ambient temperature;95%
1679-18-1

4-Chlorophenylboronic acid

C11H9ClN2

90-98-2

4,4'-Dichlorobenzophenone

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium acetate; copper(II) trifluoroacetate In cyclohexane at 130℃; for 24h; Suzuki-Miyaura Coupling; Sealed tube; Inert atmosphere;95%
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Chemistry

The Molecular Structure of p-Dichlorobenzophenone (CAS NO.90-98-2):

Empirical Formula: C13H8Cl2O
Molecular Weight: 251.108 
IUPAC Name: bis(4-chlorophenyl)methanone  
Appearance: faintly yellow crystalline powder
Nominal Mass: 250 Da
Average Mass: 251.108 Da
Monoisotopic Mass: 249.99522 Da 
Index of Refraction: 1.603
Molar Refractivity: 65.83 cm3
Molar Volume: 191.4 cm3
Surface Tension: 46 dyne/cm
Density: 1.311 g/cm3
Flash Point: 156.2 °C
Enthalpy of Vaporization: 59.79 kJ/mol 
Melting Point: 144-147°C
Boiling Point: 353 °C at 760 mmHg
Vapour Pressure: 3.69E-05 mmHg at 25°C 
Stability: Stable. Incompatible with strong oxidizing agents 
Product Categories: Chlorobenzene Series;FINE Chemical & INTERMEDIATES;Aromatic Benzophenones & Derivatives (substituted);Benzophenones (for High-Performance Polymer Research);Functional Materials;Photopolymerization Initiators;Reagent for High-Performance Polymer Research 
Synonyms:  4,4'-Dichlorobenzophenone ;4-07-00-01376 (Beilstein Handbook Reference) ; AI3-03064 ; BRN 0643345 ; Bis(4-chlorophenyl) ketone ; Bis(4-chlorophenyl)ketone ; Bis(p-chlorophenyl)ketone ; DBP (VAN) ; DBP (degradation product) ; DCBP ; Di(4-chlorophenyl)ketone ; Di(p-chlorophenyl)ketone ; EINECS 202-030-1 ; USAF DO-4 ; p,p'-Dichlorobenzophenone ; Benzophenone, 4,4'-dichloro- ; Methanone, bis(4-chlorophenyl)- 

Uses

 p-Dichlorobenzophenone (CAS NO.90-98-2) is mainly used as pharmaceutical intermediates.

Production

The process of preparing p-Dichlorobenzophenone (CAS NO.90-98-2) shows as follow. Firstly, fluorobenzene is reacted with formaldehyde under catalysis by organic sulphonic acids to give difluorodiphenylmethane , the product obtained is isolated, and, secondly, oxidized with nitric acid to give 4,4'-difluorobenzophenone .

Toxicity Data With Reference

1.    

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 .

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Poison by intraperitoneal route. When heated to decomposition it emits toxic fumes of Cl.
Hazard Codes: IrritantXi
Risk Statements: 36/37/38
36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 22-24/25-36-26
22: Do not breathe dust
24/25: Avoid contact with skin and eyes 
36: Wear suitable protective clothing 
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice  
WGK Germany: 3
RTECS: DJ0525000
Hazard Note: Irritant