4,4'-Dichlorobenzophenone (HCID 7034)

Overview

4-4-Dichlorobenzophenone is a member of benzophenones.

Names & identifiers

Preferred name: 4,4'-Dichlorobenzophenone
IUPAC: bis(4-chlorophenyl)methanone
English name: 4,4'-Dichlorobenzophenone
Molecular formula: C13H8Cl2O
Molecular weight: 251.11

Names & synonyms

4,4'-Dichlorobenzophenone90-98-2Methanone, bis(4-chlorophenyl)-Benzophenone, 4,4'-dichloro-DTXSID30376263MTL0YC2Q5DTXCID1017626NSC-8787RefChem:96242202-030-1Bis(4-chlorophenyl)methanoneDCBP

Show more names

4'-DBPusafdo-44,4'-DBP4,4'-DCBPAKOS 941894,4'-DichLDCBP Standard4.4'-Dichlorob4,4'-Dichlorobenzoph

Bis(4-chlorophenyl) ketone4,4-DICHLOROBENZOPHENONEDi(p-chlorophenyl)ketoneUSAF DO-4MFCD00000623Di(4-chlorophenyl)ketoneBis(p-chlorophenyl)ketoneP,P'-DICHLOROBENZOPHENONE

Database identifiers

CAS: 90-98-2
PubChem CID: 7034
DTXSID: DTXSID3037626
ChEMBL: CHEMBL1870191
ChEBI: CHEBI:194706
UNII: 3MTL0YC2Q5
EC Number: 202-030-1
Nikkaji: J39.679F

Properties

Computed structural properties

XLogP: 4.9
Topological polar surface area: 17.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 2
Heavy atoms: 16
Formal charge: 0
Complexity: 214

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Benzophenones

SpringerMaterials Properties13C nuclear magnetic resonance spectrum

PesticidesPesticide degradation product

Physical DescriptionWhite or off-white crystalline powder; [Alfa Aesar MSDS]

Collision Cross Section148.55 Å² [M]+ [CCS Type: TW; Buffer gas: N2; Ionization: GC-APCI+]

Physicochemical properties

Melting point: 144 · 144-146 °C (lit.)
Boiling point: 353 °C · 353 °C (lit.)
Density: 1 · 1,45 g/cm3
refractive index: 1.5555 · 1.5555 (estimate)
Flash point: 352 · 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 · 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 · 90-98-2(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 3 MTL0YC2Q5 · 3MTL0YC2Q5
NIST Chemistry Reference: p-Dichlorobenzophenone(90-98-2)
EPA Substance Registry System: Methanone, bis(4-chlorophenyl)- (90-98-2)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 22 · 22-24/25-36-26
WGK Germany: 3 · 3
RTECS: 525000 · DJ0525000
Hazard Note: Irritant
TSCA: TSCA listed
HS Code: 29147000 · 29147000
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (86.5%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 37 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Chemical: Methanone, bis(4-chlorophenyl)-

Methanone, bis(4-chlorophenyl)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazards SummaryIntraperitoneal LD50 (mouse) = 200 mg/kg; [RTECS] A skin and strong eye irritant; [Alfa Aesar MSDS]

Hazard Classes and CategoriesAcute Tox. 4 (86.5%)

Toxicology

RAIS Toxicity Values · 4 items

0.009

SCREEN Current

0.09

PPRTV Current

USGS Health-Based Screening Levels for Evaluating Water-Quality · 3 items

4,4'-Dichlorobenzophenone

Pesticide degradation product

Smith, C.D. and Nowell, L.H., 2024. Health-Based Screening Levels for evaluating water-quality data (3rd ed.). DOI:10.5066/F71C1TWP

EPA Provisional Peer-Reviewed Toxicity Values · 4 items

4,4\'-Dichlorobenzophenone

PDF Document

Inadequate information to assess carcinogenic potential

2009

Hazard Quotient Level 0.1 or Cancer Risk Level 1E-06 · 6 items

5.70e+02

7.40e+03

7.80e+01

7.50e+01

4.70e-01

9.00e-03

Hazard Quotient Level 3 or Cancer Risk Level 1E-04 · 6 items

1.70e+03

2.20e+04

2.30e+02

7.50e+01

9.00e-03

Volatile

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
tsca: TSCA listed
rtecs: DJ0525000
hs_code: 29147000
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant
safety_code: 22-24/25-36-26
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationMethanone, bis(4-chlorophenyl)-: ACTIVE

Applications · 2 items

Uses4,4'-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.

General Description4,4′-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).

Preparation methods · 1 item

Preparation4,4'-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