Cannabis Compound Database: Showing Compound Card for 2-Nitropropane (CDB000515)

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Record Information

Version

1.0

Created at

2020-03-19 00:41:15 UTC

Updated at

2020-11-18 16:35:14 UTC

CannabisDB ID

CDB000515

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

2-Nitropropane

Description

2-Nitropropane, also known as i-C3H7NO2, belongs to the class of organic compounds known as c-nitro compounds. C-nitro compounds are compounds having the nitro group, -NO2 (free valence on nitrogen), which is attached to carbon. 2-Nitropropane is a very weakly acidic compound (based on its pKa). 2-Nitropropane is a potentially toxic compound. It is a secondary nitroalkane with propane being the carbon backbone, on which a hydrogen at position 2 has been replaced by a nitro group. 2-Nitropropane is a colorless liquid and it is used a solvent. 2-Nitropropane is produced by the high-temperature vapor-phase nitration of propane and usually contains 1-nitropropane as an impurity. 2-Nitropropane is also produced as a volatile by-product that can be captured during Leonard's ring-closure hydantoin preparation. 2-Nitropropane is used as a solvent or additive in inks, paints, adhesives, varnishes, polymers, resins, fuel, and coatings. It is also used as a feedstock for other industrial chemicals, and in the synthesis of pharmaceuticals such as phentermine, chlorphentermine, and teclozan. It serves as an oxidant in the Hass‚ÄìBender oxidation process. 2-Nitropropane has been detected as a volatile component of seized cannabis samples (PMID: 26657499 ) and it is also a constituent of tobacco smoke (PMID: 21556207 ). Based on studies in animals, it is reasonably anticipated to be a human carcinogen (PMID: 2038276 ) and it is listed as an IARC Group 2B carcinogen.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Dimethylnitromethane	ChEBI
I-C3H7NO2	ChEBI
Isonitropropane	ChEBI
Sec-nitropropane	ChEBI

Chemical Formula

C₃H₇NO₂

Average Molecular Weight

89.09

Monoisotopic Molecular Weight

89.0477

IUPAC Name

2-nitropropane

Traditional Name

β-nitropropane

CAS Registry Number

79-46-9

SMILES

CC(C)[N+]([O-])=O

InChI Identifier

InChI=1S/C3H7NO2/c1-3(2)4(5)6/h3H,1-2H3

InChI Key

FGLBSLMDCBOPQK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as c-nitro compounds. C-nitro compounds are compounds having the nitro group, -NO2 (free valence on nitrogen), which is attached to carbon.

Kingdom

Organic compounds

Super Class

Organic 1,3-dipolar compounds

Class

Allyl-type 1,3-dipolar organic compounds

Sub Class

Organic nitro compounds

Direct Parent

C-nitro compounds

Alternative Parents

Substituents

C-nitro compound
Propargyl-type 1,3-dipolar organic compound
Organic oxoazanium
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

C-nitro compound (CHEBI:16037 )
a small molecule (CPD-244 )

Ontology

Role

Indirect biological role:

Carcinogen

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
logP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.71	ALOGPS
logP	0.8	ChemAxon
logS	-0.62	ALOGPS
pKa (Strongest Acidic)	9.32	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.14 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	20.75 m³·mol⁻¹	ChemAxon
Polarizability	8.44 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0006-9000000000-c62d53509dc9461f2cae	2014-09-20	View Spectrum
Predicted GC-MS	2-Nitropropane, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	2-Nitropropane, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-9000000000-64bea570a8bf3b8db40c	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-9000000000-2fbb817c7c8506267fd8	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00di-9000000000-75dd6f781ab28ae4d089	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00dr-9000000000-c67f074fac0e7a7803c0	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-9000000000-811f4921eb1de68d1116	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00di-9000000000-aa3f896a835799872703	2016-08-03	View Spectrum

NMR

Type	Description	View
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0245265

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

387

KEGG Compound ID

C02116

BioCyc ID

CPD-244

BiGG ID

Not Available

Wikipedia Link

2-Nitropropane

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

16037

References

General References

Rice S, Koziel JA: Characterizing the Smell of Marijuana by Odor Impact of Volatile Compounds: An Application of Simultaneous Chemical and Sensory Analysis. PLoS One. 2015 Dec 10;10(12):e0144160. doi: 10.1371/journal.pone.0144160. eCollection 2015. [PubMed:26657499 ]
Talhout R, Schulz T, Florek E, van Benthem J, Wester P, Opperhuizen A: Hazardous compounds in tobacco smoke. Int J Environ Res Public Health. 2011 Feb;8(2):613-28. doi: 10.3390/ijerph8020613. Epub 2011 Feb 23. [PubMed:21556207 ]
Haas-Jobelius M, Ziegler-Skylakakis K, Andrae U: Nitroreduction is not involved in the genotoxicity of 2-nitropropane in cultured mammalian cells. Mutagenesis. 1991 Jan;6(1):87-91. doi: 10.1093/mutage/6.1.87. [PubMed:2038276 ]

Showing Compound Card for 2-Nitropropane (CDB000515)

Structure for CDB000515 (2-Nitropropane)