| Identification | More | [Name]
2-Amino-3-methylphenol | [CAS]
2835-97-4 | [Synonyms]
2-AMINO-3-CRESOL
2-AMINO-3-METHYLPHENOL
2-AMINO-M-CRESOL
2-HYDROXY-6-METHYLANILINE
2-Amino-m-methylphenol
2-AMINO-3-METHLYPHENOL
2-AMINO-M-CRESOL:2-AMINO-3-METHYLPHENOL
3-Methyl-2-aminophenol | [Molecular Formula]
C7H9NO | [MDL Number]
MFCD00075082 | [Molecular Weight]
123.15 | [MOL File]
2835-97-4.mol |
| Chemical Properties | Back Directory | [Melting point ]
149-152 °C (lit.) | [Boiling point ]
229.26°C (rough estimate) | [density ]
1.0877 (rough estimate) | [refractive index ]
1.5706 (estimate) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [form ]
powder to crystalline | [pka]
9.87±0.10(Predicted) | [color ]
White to Brown | [InChI]
1S/C7H9NO/c1-5-3-2-4-6(9)7(5)8/h2-4,9H,8H2,1H3 | [InChIKey]
FEDLEBCVFZMHBP-UHFFFAOYSA-N | [SMILES]
Cc1cccc(O)c1N | [CAS DataBase Reference]
2835-97-4(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
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 .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [HS Code ]
29222990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
Light yellow solid | [Uses]
2-Amino-3-methylphenol was used in the preparation of Schiff base ligands. | [General Description]
2-Amino-3-methylphenol is an aminophenol formed by incubating isopropyl-β-D-thiogalactopyranoside-induced E. coli JS996 strain cells with various nitroaromatic compounds. | [Synthesis]
The general procedure for the synthesis of 2-amino-3-methylphenol from 2-nitro-3-methylphenol was as follows: 3-methyl-2-nitrophenol (1.0 g, 6.53 mmol) was dissolved in methanol (10 mL) at 23 °C, and Pd/C catalyst (10 wt%, 400 mg) was added. The reaction mixture was deoxygenated under vacuum and then hydrogenated with a hydrogen balloon. After the reaction was carried out under stirring for 5 h, the reaction mixture was filtered through a diatomaceous earth pad and the diatomaceous earth pad was washed with methanol (100 mL). The combined filtrates were concentrated under vacuum to afford the target product 2-amino-3-methylphenol (803 mg, 100% yield). | [References]
[1] Patent: US2006/211603, 2006, A1. Location in patent: Page/Page column 68
[2] Patent: EP1346982, 2003, A1
[3] Journal of the Chemical Society, 1925, vol. 127, p. 498
[4] Chemische Berichte, 1961, vol. 94, p. 2551 - 2561
[5] Journal of Organic Chemistry, 1989, vol. 54, # 15, p. 3740 - 3744 |
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