ChemicalBook > CAS DataBase List > 4,4'-Dichlorobenzophenone

4,4'-Dichlorobenzophenone

Product Name
4,4'-Dichlorobenzophenone
CAS No.
90-98-2
Chemical Name
4,4'-Dichlorobenzophenone
Synonyms
4'-DBP;usafdo-4;4,4'-DBP;4,4'-DCBP;USAF do-4;AKOS 94189;4,4'-DichL;DCBP Standard;4.4'-Dichlorob;4,4'-Dichlorobenzoph
CBNumber
CB2120403
Molecular Formula
C13H8Cl2O
Formula Weight
251.11
MOL File
90-98-2.mol
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4,4'-Dichlorobenzophenone Property

Melting point:
144-146 °C (lit.)
Boiling point:
353 °C (lit.)
Density 
1,45 g/cm3
refractive index 
1.5555 (estimate)
Flash point:
352-354°C
storage temp. 
Sealed in dry,Room Temperature
solubility 
Soluble in hot acetone.
form 
powder to crystal
color 
White to Light yellow
BRN 
643345
Stability:
Stable. Incompatible with strong oxidizing agents.
InChI
InChI=1S/C13H8Cl2O/c14-11-5-1-9(2-6-11)13(16)10-3-7-12(15)8-4-10/h1-8H
InChIKey
OKISUZLXOYGIFP-UHFFFAOYSA-N
SMILES
C(C1=CC=C(Cl)C=C1)(C1=CC=C(Cl)C=C1)=O
CAS DataBase Reference
90-98-2(CAS DataBase Reference)
NIST Chemistry Reference
p-Dichlorobenzophenone(90-98-2)
EPA Substance Registry System
Methanone, bis(4-chlorophenyl)- (90-98-2)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
22-24/25-36-26
WGK Germany 
3
RTECS 
DJ0525000
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29147000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
113700
Product name
4,4′-Dichlorobenzophenone
Purity
99%
Packaging
25g
Price
$31.02
Updated
2024/03/01
TCI Chemical
Product number
D1621
Product name
4,4'-Dichlorobenzophenone
Purity
>99.0%(GC)
Packaging
25g
Price
$47
Updated
2024/03/01
TCI Chemical
Product number
D1621
Product name
4,4'-Dichlorobenzophenone
Purity
>99.0%(GC)
Packaging
100g
Price
$140
Updated
2024/03/01
Alfa Aesar
Product number
A12608
Product name
4,4'-Dichlorobenzophenone, 99%
Packaging
25g
Price
$25.65
Updated
2024/03/01
Alfa Aesar
Product number
A12608
Product name
4,4'-Dichlorobenzophenone, 99%
Packaging
100g
Price
$71.65
Updated
2024/03/01
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4,4'-Dichlorobenzophenone Chemical Properties,Usage,Production

Chemical Properties

faintly yellow crystalline powder

Uses

4,4'-Dichlorobenzophenone is used as pharmaceutical intermediates. It is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and dyestuffs. Bisaminonitrile was polymerized with 4,4'-dichlorobenzophenone using NaH as base.

Application

4,4'-Dichlorobenzophenone can be used to synthesize polyether-polyketones, as well as reduce polymer costs. Furthermore, it is a metabolic product resulting from the degredation of DDT.

Preparation

4,4'-Dichlorobenzophenone is prepared by the acylation of chlorobenzene with 4-chlorobenzoyl chloride. The conversion is typically conducted in the presence of an aluminium chloride catalyst in a petroleum ether solvent.
ClC6H5C(O)Cl + C6H5Cl → (ClC6H4)2CO + HCl

Definition

ChEBI: 4-4-Dichlorobenzophenone is a member of benzophenones.

Synthesis Reference(s)

The Journal of Organic Chemistry, 54, p. 1201, 1989 DOI: 10.1021/jo00266a039
Tetrahedron Letters, 36, p. 8411, 1995 DOI: 10.1016/0040-4039(95)01802-O

General Description

4,4′-Dichlorobenzophenone (DBP) is a metabolite obtained when one strain of ectomycorrhizal fungi, Xerocomus chrysenteron, degrades 1,1,1-trichloro-2,2-bis(4-chlorophe-nyl) ethane (DDT).

Purification Methods

Recrystallise it from EtOH [Wagner et al. J Am Chem Soc 108 7727 1986]. The semicarbazone has m 192-193o (from H2O). [Beilstein 7 H 420, 7 I 228, 7 II 359, 7 III 2076, 7 IV 1376.]

References

[1] C. VENKATESAN. Liquid Phase Selective Benzoylation of Chlorobenzene to 4,4′-Dichlorobenzophenone over Zeolite H-Beta[J]. Catalysis Letters, 2001, 75 1-2: 119-123. DOI:10.1023/A:1016771719956.
[2] K. YONEYAMA F. M. Reductive metabolism of heptachlor, parathion, 4,4′-dichlorobenzophenone, and carbophenothion by rat liver systems[J]. Pesticide Biochemistry and Physiology, 1981, 15 3: Pages 213-221. DOI:10.1016/0048-3575(81)90003-1.
[3] YI HUANG Jie W. Degradation and mineralization of DDT by the ectomycorrhizal fungi, Xerocomus chrysenteron[J]. Chemosphere, 2013, 92 7: Pages 760-764. DOI:10.1016/j.chemosphere.2013.04.002.
[4] HONGXIN ZHOU. Synthesis and characterization of phthalazinone‐based poly(aryl ether ketone) derived from 4,4′‐dichlorobenzophenone[J]. Polymers for Advanced Technologies, 2012, 23 1: 742-747. DOI:10.1002/PAT.1950.

4,4'-Dichlorobenzophenone Preparation Products And Raw materials

Raw materials

Preparation Products

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4,4'-Dichlorobenzophenone Suppliers

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View Lastest Price from 4,4'-Dichlorobenzophenone manufacturers

Hebei Mujin Biotechnology Co.,Ltd
Product
4,4'-Dichlorobenzophenone 90-98-2
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-06-27
Hebei Mojin Biotechnology Co.,Ltd
Product
4,4'-Dichlorobenzophenone 90-98-2
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
50000KG/month
Release date
2024-08-01
Hebei Mojin Biotechnology Co.,Ltd
Product
4,4'-Dichlorobenzophenone 90-98-2
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
50000KG/month
Release date
2024-09-26

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