| Identification | More | [Name]
5-AMINO-2-METHYLBENZONITRILE | [CAS]
50670-64-9 | [Synonyms]
2-METHYL-5-AMINOBENZONITRILE
5-AMINO-2-METHYLBENZENECARBONITRILE
5-AMINO-2-METHYLBENZONITRILE
TIMTEC-BB SBB002351 | [Molecular Formula]
C8H8N2 | [MDL Number]
MFCD00017608 | [Molecular Weight]
132.16 | [MOL File]
50670-64-9.mol |
| Chemical Properties | Back Directory | [Melting point ]
88-91 °C(lit.) | [Boiling point ]
110°C/22mmHg(lit.) | [density ]
1.1083 (rough estimate) | [refractive index ]
1.6231 (estimate) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
soluble in Methanol | [form ]
Powder | [color ]
Yellow to brown | [InChI]
1S/C8H8N2/c1-6-2-3-8(10)4-7(6)5-9/h2-4H,10H2,1H3 | [InChIKey]
YDZVQWCVKXYGIU-UHFFFAOYSA-N | [SMILES]
Cc1ccc(N)cc1C#N | [CAS DataBase Reference]
50670-64-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,T | [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 .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 3439 6.1/PG III | [WGK Germany ]
3
| [Hazard Note ]
Toxic | [HazardClass ]
6.1 | [HazardClass ]
IRRITANT | [PackingGroup ]
III | [HS Code ]
2926907090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Uses]
5-Amino-2-methylbenzonitrile may be used as a starting material for the synthesis of 5-iodo-2-methylbenzonitrile and 5-hydroxy-2-methylbenzonitrile. It may also be used in the preparation of 5-(2,4-dioxothiazolidin-3-yl)-2-methylbenzonitrile by reacting with thioglycolic acid methyl ester in the presence of 1,1′-carbonyldiimidazole. | [Synthesis]
Step 2: Synthesis of 5-amino-2-methylbenzonitrile: 2-methyl-5-nitrobenzonitrile (25.0 g, 154 mmol), 10% palladium carbon catalyst (2.5 g), ethyl acetate (150 mL) and ethanol (150 mL) were mixed. The reaction mixture was stirred under hydrogen atmosphere. Upon completion of the reaction, the catalyst was removed by filtration through a pad of diatomaceous earth followed by concentration of the filtrate to afford 5-amino-2-methylbenzenecarbonitrile (19.6 g, 96% yield), the product was a tan solid. Mass spectral analysis showed m/e = 133 (M + H). Reference: Scholz, D. et al, J. Med. Chem. 41, 1050-1059 (1998). | [References]
[1] Patent: WO2005/97750, 2005, A1. Location in patent: Page/Page column 69
[2] Organic Letters, 2017, vol. 19, # 18, p. 4746 - 4749
[3] Organic Letters, 2003, vol. 5, # 7, p. 1131 - 1134
[4] Journal of Materials Chemistry, 2011, vol. 21, # 26, p. 9523 - 9531
[5] Patent: US5596006, 1997, A |
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| Company Name: |
J & K SCIENTIFIC LTD.
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| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
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| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Jia Xing Isenchem Co.,Ltd
|
| Telephone: |
0573-85285100 18627885956 |
| Website: |
https://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm |
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