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Record Information
Version4.0
StatusDetected and Quantified
Creation Date2012-09-13 11:50:55 UTC
Update Date2019-07-31 22:49:53 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
Data?1563863719
Synonyms
ValueSource
p-Chlorophenyl chlorideChEBI
p-DichlorbenzolChEBI
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-DichlorobenzeneHMDB
P-DichlorobenzeneChEBI
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
Description belongs to the class of organic compounds known as dichlorobenzenes. Dichlorobenzenes are compounds containing a benzene with exactly two chlorine atoms attached to it.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassHalobenzenes
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
Physiological effect

Health effect:

Disposition

Source:

Route of exposure:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Environmental role:

Biological role:

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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-4900000000-73f255545f9196d189adSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-2900000000-983d7c8ebc0e5f138b53Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-4900000000-33e4c1cd3b8d393493c5Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-2900000000-324c6fc09e913a17becfSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-4900000000-73f255545f9196d189adSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-2900000000-983d7c8ebc0e5f138b53Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-4900000000-33e4c1cd3b8d393493c5Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0002-2900000000-324c6fc09e913a17becfSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-3900000000-20b22c60107af8d61659Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-29f82f20a2b88e992b2fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0900000000-79725bc4bbbb391c3305Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-0900000000-92754602e0e625430820Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-40127a320d53fe67229cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0900000000-40127a320d53fe67229cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-1900000000-30520308036afaac23c0Spectrum
MSMass Spectrum (Electron Ionization)splash10-0002-3900000000-12fe56062da20e240f5cSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biospecimen Locations
  • Blood
  • Breath
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.000578 uMAdult (>18 years old)Not SpecifiedNormal
    • National Health a...
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BreathDetected but not Quantified Children (1-13 years old)Not SpecifiedAsthma details
BreathDetected but not Quantified Children (1-13 years old)BothAsthma details
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 References
Asthma
  1. Gahleitner F, Guallar-Hoyas C, Beardsmore CS, Pandya HC, Thomas CP: Metabolomics pilot study to identify volatile organic compound markers of childhood asthma in exhaled breath. Bioanalysis. 2013 Sep;5(18):2239-47. doi: 10.4155/bio.13.184. [PubMed:24053239 ]
  2. van de Kant KD, van Berkel JJ, Jobsis Q, Lima Passos V, Klaassen EM, van der Sande L, van Schayck OC, de Jongste JC, van Schooten FJ, Derks E, Dompeling E, Dallinga JW: Exhaled breath profiling in diagnosing wheezy preschool children. Eur Respir J. 2013 Jan;41(1):183-8. doi: 10.1183/09031936.00122411. [PubMed:23277518 ]
Ulcerative colitis
  1. Garner CE, Smith S, de Lacy Costello B, White P, Spencer R, Probert CS, Ratcliffe NM: Volatile organic compounds from feces and their potential for diagnosis of gastrointestinal disease. FASEB J. 2007 Jun;21(8):1675-88. Epub 2007 Feb 21. [PubMed:17314143 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID13866817
KEGG Compound IDC07092
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link1,4-Dichlorobenzene
METLIN IDNot Available
PubChem Compound4685
PDB IDNot Available
ChEBI ID28618
Food Biomarker OntologyNot Available
VMH IDNot Available
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 ]