| Identification | More | [Name]
2,3-DIAMINOTOLUENE | [CAS]
2687-25-4 | [Synonyms]
2,3-DIAMINOTOLUENE
2,3-TOLUENEDIAMINE
3-METHYL-1,2-PHENYLENEDIAMINE
3-METHYL-BENZENE-1,2-DIAMINE
3-METHYL-O-PHENYLENEDIAMINE
VIC-O-TOLYLENEDIAMINE
1,2-benzenediamine,3-methyl-
1,2-benzenediamine,3-methyl-[qr]
1,2-diamino-3-methylbenzene[qr]
1-methyl-2,3-phenylenediamine[qr]
2,3-Toluylenediamine
2,3-toluylenediamine[qr]
2,3-Tolylenediamine
2,3-tolylenediamine[qr]
2-Benzenediamine,3-methyl-1
3-Methyl-1,2-benzenediamine
3-methyl-1,2-phenylenediamine[qr]
3-methyl-2-benzenediamine
3-methyl-o-phenylenediamine[qr]
toluene,2,3-diamino-[qr] | [EINECS(EC#)]
220-248-5 | [Molecular Formula]
C7H10N2 | [MDL Number]
MFCD00011589 | [Molecular Weight]
122.17 | [MOL File]
2687-25-4.mol |
| Chemical Properties | Back Directory | [Appearance]
brown powder | [Melting point ]
59-65 °C (lit.) | [Boiling point ]
225°C | [density ]
1.0343 (rough estimate) | [refractive index ]
1.5103 (estimate) | [Fp ]
225°C | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
Dichloromethane | [form ]
Powder or Crystals | [pka]
4.28±0.10(Predicted) | [color ]
Brown to dark brown | [BRN ]
907184 | [InChI]
InChI=1S/C7H10N2/c1-5-3-2-4-6(8)7(5)9/h2-4H,8-9H2,1H3 | [InChIKey]
AXNUJYHFQHQZBE-UHFFFAOYSA-N | [SMILES]
C1(N)=CC=CC(C)=C1N | [CAS DataBase Reference]
2687-25-4(CAS DataBase Reference) | [EPA Substance Registry System]
1,2-Benzenediamine, 3-methyl- (2687-25-4) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
2811 | [WGK Germany ]
3
| [RTECS ]
XS9550000
| [Hazard Note ]
Harmful/Irritant | [TSCA ]
Yes | [HazardClass ]
6.1(b) | [PackingGroup ]
III | [HS Code ]
29214990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 | [Hazardous Substances Data]
2687-25-4(Hazardous Substances Data) | [Toxicity]
mouse,LD50,intraperitoneal,286mg/kg (286mg/kg),Genetica Polonica. Vol. 26, Pg. 109, 1985. |
| Hazard Information | Back Directory | [Chemical Properties]
brown powder | [Uses]
Inducer of CYP1A activity, and possible mutagenic carcinogen. | [General Description]
The antitumour activity of Pd(II) and Pt(II) new complexes with 2,3-diaminotoluene was studied. 2,3-Diaminotoluene induced CYP1A activity. | [Synthesis]
General procedure for the synthesis of 2,3-diaminotoluene from 2-methyl-6-nitroaniline: 4.0 g of 10% palladium-carbon catalyst (51.5% in water) was added to 200 ml of ethanol solution containing 8.50 g (55.9 mmol) of 2-methyl-6-nitroaniline. The reaction mixture was stirred at room temperature and atmospheric pressure in a hydrogen atmosphere for 4 hours. Upon completion of the reaction, the catalyst was removed by filtration and the solvent was subsequently removed by evaporation from the filtrate to afford 6.64 g (97% yield) of 2,3-diaminotoluene crude product in the form of black crystals. The product could be used directly in the subsequent reaction without further purification.1H-NMR (CDCl3) δ: 2.22 (3H, s), 3.35-3.40 (4H, m), 6.62-6.68 (3H, m). | [References]
[1] Patent: EP1479681, 2004, A1. Location in patent: Page 110
[2] Polyhedron, 2016, vol. 105, p. 137 - 149
[3] Patent: US2012/130078, 2012, A1. Location in patent: Page/Page column 6
[4] Heterocycles, 1997, vol. 45, # 5, p. 955 - 962
[5] ACS Medicinal Chemistry Letters, 2017, vol. 8, # 5, p. 543 - 548 |
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