Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:39:58 UTC

Update Date

2023-02-21 17:28:56 UTC

HMDB ID

HMDB0041801

Secondary Accession Numbers

HMDB41801

Metabolite Identification

Common Name

2,6-Toluenediamine

Description

2,6-Toluenediamine, also known as 2,6-DAT or einecs 212-513-9, belongs to the class of organic compounds known as diaminotoluenes. These are organic aromatic compounds containing a benzene that carries a single methyl group exactly 2 amino groups. Based on a literature review a significant number of articles have been published on 2,6-Toluenediamine.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2,6-DAT	ChEBI
2,6-Diamino-1-methylbenzene	ChEBI
2,6-Toluylenediamine	ChEBI
2,6-Tolylenediamine	ChEBI
2-Methyl-1,3-benzenediamine	ChEBI
2-Methyl-1,3-phenylenediamine	ChEBI
2-Methyl-m-phenylenediamine	ChEBI
EINECS 212-513-9	ChEBI
O-Toluene diamine	ChEBI
Toluene-2,6-diamine	ChEBI
2, 6-Diaminotoluene	HMDB
2, 6-Tolylenediamine	HMDB
2,6-Diaminotoluene	HMDB
2-Methyl-1,3-benzenediamine (acd/name 4.0)	HMDB
2,6-Diaminotoluene dihydrochloride	HMDB
2,6-Toluenediamine	MeSH

Chemical Formula

C₇H₁₀N₂

Average Molecular Weight

122.1677

Monoisotopic Molecular Weight

122.08439833

IUPAC Name

2-methylbenzene-1,3-diamine

Traditional Name

2,6-diaminotoluene

CAS Registry Number

823-40-5

SMILES

CC1=C(N)C=CC=C1N

InChI Identifier

InChI=1S/C7H10N2/c1-5-6(8)3-2-4-7(5)9/h2-4H,8-9H2,1H3

InChI Key

RLYCRLGLCUXUPO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diaminotoluenes. These are organic aromatic compounds containing a benzene that carries a single methyl group exactly 2 amino groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Toluenes

Direct Parent

Diaminotoluenes

Alternative Parents

Substituents

Diaminotoluene
Aniline or substituted anilines
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Organonitrogen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

primary amino compound (CHEBI:76288 )
diamine (CHEBI:76288 )

Ontology

Not Available

Exogenous (HMDB: HMDB0041801)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	106 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	40.9 g/L	ALOGPS
logP	0.3	ALOGPS
logP	0.83	ChemAxon
logS	-0.48	ALOGPS
pKa (Strongest Basic)	5.28	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	52.04 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	40.5 m³·mol⁻¹	ChemAxon
Polarizability	13.64 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	124.499	31661259
DarkChem	[M-H]-	120.202	31661259
DeepCCS	[M+H]+	130.948	30932474
DeepCCS	[M-H]-	128.466	30932474
DeepCCS	[M-2H]-	164.73	30932474
DeepCCS	[M+Na]+	139.698	30932474
AllCCS	[M+H]+	125.6	32859911
AllCCS	[M+H-H2O]+	120.8	32859911
AllCCS	[M+NH4]+	130.2	32859911
AllCCS	[M+Na]+	131.5	32859911
AllCCS	[M-H]-	123.4	32859911
AllCCS	[M+Na-2H]-	125.5	32859911
AllCCS	[M+HCOO]-	128.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,6-Toluenediamine	CC1=C(N)C=CC=C1N	2176.3	Standard polar	33892256
2,6-Toluenediamine	CC1=C(N)C=CC=C1N	1327.0	Standard non polar	33892256
2,6-Toluenediamine	CC1=C(N)C=CC=C1N	1388.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2,6-Toluenediamine,1TMS,isomer #1	CC1=C(N)C=CC=C1N[Si](C)(C)C	1540.8	Semi standard non polar	33892256
2,6-Toluenediamine,1TMS,isomer #1	CC1=C(N)C=CC=C1N[Si](C)(C)C	1478.8	Standard non polar	33892256
2,6-Toluenediamine,2TMS,isomer #1	CC1=C(N[Si](C)(C)C)C=CC=C1N[Si](C)(C)C	1653.3	Semi standard non polar	33892256
2,6-Toluenediamine,2TMS,isomer #1	CC1=C(N[Si](C)(C)C)C=CC=C1N[Si](C)(C)C	1623.1	Standard non polar	33892256
2,6-Toluenediamine,2TMS,isomer #2	CC1=C(N)C=CC=C1N([Si](C)(C)C)[Si](C)(C)C	1595.1	Semi standard non polar	33892256
2,6-Toluenediamine,2TMS,isomer #2	CC1=C(N)C=CC=C1N([Si](C)(C)C)[Si](C)(C)C	1644.9	Standard non polar	33892256
2,6-Toluenediamine,3TMS,isomer #1	CC1=C(N[Si](C)(C)C)C=CC=C1N([Si](C)(C)C)[Si](C)(C)C	1703.9	Semi standard non polar	33892256
2,6-Toluenediamine,3TMS,isomer #1	CC1=C(N[Si](C)(C)C)C=CC=C1N([Si](C)(C)C)[Si](C)(C)C	1704.1	Standard non polar	33892256
2,6-Toluenediamine,4TMS,isomer #1	CC1=C(N([Si](C)(C)C)[Si](C)(C)C)C=CC=C1N([Si](C)(C)C)[Si](C)(C)C	1737.6	Semi standard non polar	33892256
2,6-Toluenediamine,4TMS,isomer #1	CC1=C(N([Si](C)(C)C)[Si](C)(C)C)C=CC=C1N([Si](C)(C)C)[Si](C)(C)C	1841.5	Standard non polar	33892256
2,6-Toluenediamine,1TBDMS,isomer #1	CC1=C(N)C=CC=C1N[Si](C)(C)C(C)(C)C	1774.8	Semi standard non polar	33892256
2,6-Toluenediamine,1TBDMS,isomer #1	CC1=C(N)C=CC=C1N[Si](C)(C)C(C)(C)C	1681.4	Standard non polar	33892256
2,6-Toluenediamine,2TBDMS,isomer #1	CC1=C(N[Si](C)(C)C(C)(C)C)C=CC=C1N[Si](C)(C)C(C)(C)C	2135.2	Semi standard non polar	33892256
2,6-Toluenediamine,2TBDMS,isomer #1	CC1=C(N[Si](C)(C)C(C)(C)C)C=CC=C1N[Si](C)(C)C(C)(C)C	2042.5	Standard non polar	33892256
2,6-Toluenediamine,2TBDMS,isomer #2	CC1=C(N)C=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	1989.3	Semi standard non polar	33892256
2,6-Toluenediamine,2TBDMS,isomer #2	CC1=C(N)C=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2054.0	Standard non polar	33892256
2,6-Toluenediamine,3TBDMS,isomer #1	CC1=C(N[Si](C)(C)C(C)(C)C)C=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2332.9	Semi standard non polar	33892256
2,6-Toluenediamine,3TBDMS,isomer #1	CC1=C(N[Si](C)(C)C(C)(C)C)C=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2314.4	Standard non polar	33892256
2,6-Toluenediamine,4TBDMS,isomer #1	CC1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2505.3	Semi standard non polar	33892256
2,6-Toluenediamine,4TBDMS,isomer #1	CC1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2584.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 2,6-Toluenediamine EI-B (Non-derivatized)	splash10-00di-5900000000-b977c8e3581fb459bff3	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2,6-Toluenediamine EI-B (Non-derivatized)	splash10-00di-5900000000-b977c8e3581fb459bff3	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,6-Toluenediamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-4900000000-d849918fc5519aa9cf7e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,6-Toluenediamine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,6-Toluenediamine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Toluenediamine 10V, Positive-QTOF	splash10-05fr-0900000000-ab191cbaaa5676885cc2	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Toluenediamine 20V, Positive-QTOF	splash10-05fr-1900000000-1b24b9161c4d006df5c3	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Toluenediamine 40V, Positive-QTOF	splash10-004i-9200000000-ad250c74c7a3b13707a5	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Toluenediamine 10V, Negative-QTOF	splash10-00di-0900000000-91d0a17df9b12ee92bc7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Toluenediamine 20V, Negative-QTOF	splash10-00di-0900000000-3c62e0fd88b5533b2fe5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Toluenediamine 40V, Negative-QTOF	splash10-00di-6900000000-0bb9248ba2fc59b3ed45	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Toluenediamine 10V, Positive-QTOF	splash10-00di-0900000000-c51d484ff882753842d2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Toluenediamine 20V, Positive-QTOF	splash10-00di-2900000000-b84834d9f2bf4de4c814	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Toluenediamine 40V, Positive-QTOF	splash10-0ge9-9000000000-8de91a9e8d8d4e3a44a9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Toluenediamine 10V, Negative-QTOF	splash10-00di-0900000000-f917b7eaee02fed474b8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Toluenediamine 20V, Negative-QTOF	splash10-00di-1900000000-c67ac426efb07715c1fe	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,6-Toluenediamine 40V, Negative-QTOF	splash10-0fr6-9000000000-83961fb55540b3379ccc	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

12650

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13205

PDB ID

Not Available

ChEBI ID

76288

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 2,6-Toluenediamine (HMDB0041801)

MOL for HMDB0041801 (2,6-Toluenediamine)

3D MOL for HMDB0041801 (2,6-Toluenediamine)

3D SDF for HMDB0041801 (2,6-Toluenediamine)

3D-SDF for HMDB0041801 (2,6-Toluenediamine)

PDB for HMDB0041801 (2,6-Toluenediamine)

3D PDB for HMDB0041801 (2,6-Toluenediamine)

SMILES for HMDB0041801 (2,6-Toluenediamine)

INCHI for HMDB0041801 (2,6-Toluenediamine)

Structure for HMDB0041801 (2,6-Toluenediamine)

3D Structure for HMDB0041801 (2,6-Toluenediamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra