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Record Information
Version4.0
StatusDetected and Quantified
Creation Date2012-09-13 11:50:55 UTC
Update Date2017-12-07 04:30:00 UTC
HMDB IDHMDB0041971
Secondary Accession Numbers
  • HMDB41971
Metabolite Identification
Common NameP-Dichlorobenzene
Description1,4-Dichlorobenzene (p-DCB, para-dichlorobenzene) is an organic compound with the formula C6H4Cl2. This colorless solid has a strong odor. In terms of its structure, the molecule consists of two chlorine atoms substituted for hydrogen at opposing sites on a benzene ring. p-DCB is used a pesticide and a deodorant, most familiarly in mothballs in which it is a replacement for the more traditional naphthalene. p-DCB is also used as a precursor in the production of the polymer poly(p-phenylene sulfide).
Structure
Thumb
Synonyms
ValueSource
P-Chlorophenyl chlorideChEBI
P-DichlorbenzolChEBI
P-DichlorobenzeneChEBI
PARAChEBI
ParadichlorbenzolChEBI
ParadichlorobenzeneChEBI
PDCBChEBI
1, 4-DichlorobenzeneHMDB
1,4-ChlorobenzeneHMDB
1,4-DichloorbenzeenHMDB
1,4-Dichlor-benzolHMDB
1,4-dichloro-BenzeneHMDB
1,4-Dichlorobenzene (acd/name 4.0)HMDB
1,4-DiclorobenzeneHMDB
Di-chloricideHMDB
DichlorobenzeneHMDB
Dichlorobenzene, P-, solidHMDB
Dichlorobenzene, paraHMDB
DichlorocideHMDB
EvolaHMDB
GlobolHMDB
KaydoxHMDB
P-DichloorbenzeenHMDB
P-DichlorbenzeneHMDB
P-dichloro-BenzeneHMDB
P-DichlorobenzolHMDB
P-DiclorobenzeneHMDB
Para crystalsHMDB
Para-dichlorobenzeneHMDB
ParacideHMDB
ParadiHMDB
ParadichlorobenzolHMDB
ParadowHMDB
ParamothHMDB
ParanuggetsHMDB
ParazeneHMDB
PDBHMDB
Persia-perazolHMDB
Rcra waste number u070HMDB
Rcra waste number u071HMDB
Rcra waste number u072HMDB
SantochlorHMDB
4-DichlorobenzeneMeSH
Chemical FormulaC6H4Cl2
Average Molecular Weight147.002
Monoisotopic Molecular Weight145.969005542
IUPAC Name1,4-dichlorobenzene
Traditional Nameparadi
CAS Registry Number106-46-7
SMILES
ClC1=CC=C(Cl)C=C1
InChI Identifier
InChI=1S/C6H4Cl2/c7-5-1-2-6(8)4-3-5/h1-4H
InChI KeyOCJBOOLMMGQPQU-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as dichlorobenzenes. These are compounds containing a benzene with exactly two chlorine atoms attached to it.
KingdomChemical entities
Super ClassOrganic compounds
ClassBenzenoids
Sub ClassBenzene and substituted derivatives
Direct ParentDichlorobenzenes
Alternative Parents
Substituents
  • 1,4-dichlorobenzene
  • Aryl halide
  • Aryl chloride
  • Hydrocarbon derivative
  • Organochloride
  • Organohalogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological Location:

  Subcellular:

  Biofluid and excreta:

Route of exposure:

  Parenteral:

  Enteral:

Role

Biological role:

Indirect biological role:

Environmental role:

Physiological effect

Health effect:

  Health condition:

    Gastrointestinal disorders:

    Respiratory, thoracic and mediastinal disorders:

    Nervous system disorders:

    General disorders and administration site conditions:

    Blood and lymphatic system disorders:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point52.7 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.081 mg/mL at 25 °CNot Available
LogP3.44Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.14 g/LALOGPS
logP3.46ALOGPS
logP3.18ChemAxon
logS-3ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity35.67 m³·mol⁻¹ChemAxon
Polarizability13.32 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-4900000000-73f255545f9196d189adView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-2900000000-983d7c8ebc0e5f138b53View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-4900000000-33e4c1cd3b8d393493c5View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-2900000000-324c6fc09e913a17becfView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-3900000000-20b22c60107af8d61659View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-29f82f20a2b88e992b2fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0900000000-79725bc4bbbb391c3305View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-0900000000-92754602e0e625430820View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-40127a320d53fe67229cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0900000000-40127a320d53fe67229cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-1900000000-30520308036afaac23c0View in MoNA
MSMass Spectrum (Electron Ionization)splash10-0002-3900000000-12fe56062da20e240f5cView in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biofluid Locations
  • Blood
  • Feces
Tissue LocationNot Available
PathwaysNot Available
NameSMPDB/PathwhizKEGG
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.000578 uMAdult (>18 years old)Not SpecifiedNormal
    • National Health a...
details
Abnormal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
FecesDetected but not Quantified Adult (>18 years old)Both
Campylobacter jejuni infection
details
FecesDetected but not Quantified Adult (>18 years old)Both
Ulcerative Colitis
details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID13866817
KEGG Compound IDC07092
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Linkp-dichlorobenzene
METLIN IDNot Available
PubChem Compound4685
PDB IDNot Available
ChEBI ID28618
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Gutierrez-Plascencia P, Ruiz-Sandoval MC, Martinez-Rocha M, Chiquete E, Zuniga-Ramirez C, Ruiz-Sandoval JL: [Dementia associated to paradichlorobenzene poisoning]. Rev Neurol. 2012 Feb 16;54(4):251-2. [PubMed:22314767 ]