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Record Information
Version1.0
Creation Date2016-05-19 01:34:52 UTC
Update Date2016-11-09 01:09:17 UTC
Accession NumberCHEM004106
Identification
Common NameBenzene, 1-(chloromethyl)-4-nitro-
ClassSmall Molecule
DescriptionA C-nitro compound that is nitrobenzene in which the hydrogen at position 4 is replaced by a chloromethyl group.
Contaminant Sources
  • Clean Air Act Chemicals
  • HPV EPA Chemicals
  • OECD HPV Chemicals
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
Synonyms
ValueSource
4-(Chloromethyl)nitrobenzeneChEBI
4-Nitrobenzyl chlorideChEBI
alpha-Chloro-4-nitrotolueneChEBI
alpha-Chloro-p-nitrotolueneChEBI
p-(Chloromethyl)nitrobenzeneChEBI
a-Chloro-4-nitrotolueneGenerator
Α-chloro-4-nitrotolueneGenerator
a-Chloro-p-nitrotolueneGenerator
Α-chloro-p-nitrotolueneGenerator
Para-nitrobenzyl chlorideMeSH
p-Nitrobenzyl chlorideMeSH
Chemical FormulaC7H6ClNO2
Average Molecular Mass171.580 g/mol
Monoisotopic Mass171.009 g/mol
CAS Registry Number100-14-1
IUPAC Name1-(chloromethyl)-4-nitrobenzene
Traditional Name1-(chloromethyl)-4-nitrobenzene
SMILESClCC1=CC=C(C=C1)N(=O)=O
InChI IdentifierInChI=1S/C7H6ClNO2/c8-5-6-1-3-7(4-2-6)9(10)11/h1-4H,5H2
InChI KeyKGCNHWXDPDPSBV-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as nitrobenzenes. Nitrobenzenes are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassNitrobenzenes
Direct ParentNitrobenzenes
Alternative Parents
Substituents
  • Nitrobenzene
  • Nitroaromatic compound
  • Benzyl halide
  • Benzyl chloride
  • C-nitro compound
  • Organic nitro compound
  • Organic oxoazanium
  • Allyl-type 1,3-dipolar organic compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Alkyl chloride
  • Hydrocarbon derivative
  • Organic oxide
  • Organonitrogen compound
  • Organochloride
  • Organopnictogen compound
  • Organohalogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Alkyl halide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.12 g/LALOGPS
logP2.57ALOGPS
logP2.5ChemAxon
logS-3.1ALOGPS
pKa (Strongest Basic)-9.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area45.82 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity43.25 m³·mol⁻¹ChemAxon
Polarizability15.43 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-232b3c169b44630c9b64View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03dl-0900000000-3709ccd605c063023e0dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01r6-1900000000-128f0c7d849a7ad0d136View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0900000000-1633415b20a3a5d63073View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0900000000-ade8473ec69410299573View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-024i-2900000000-3b5088afcf2dfcd86c16View in MoNA
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider IDNot Available
ChEBI ID87406
PubChem Compound ID7482
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=12710888
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=23132563
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=23803552
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=3011800
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=6358331
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=6392873