| Identification | More | [Name]
2-Bromo-3-methylthiophene | [CAS]
14282-76-9 | [Synonyms]
2B3MT
2-BROMO-3-METHYLTHIOPHENE
Thiophene,2-bromo-3-methyl-
2-Bromo-3-Methylthiophene99.5%
2-bromo-3-methyltiophene
2-Bromo-3-methylthiophene 97%
178.04
2-BROMO-3-METHYLTHIOPHENE 98+%
2-Bromo-3-methyl-thiophene ,97%
3-Methyl-2-bromothiophene | [EINECS(EC#)]
238-175-2 | [Molecular Formula]
C5H5BrS | [MDL Number]
MFCD00059741 | [Molecular Weight]
177.06 | [MOL File]
14282-76-9.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colorless to light yellow liquid | [Melting point ]
<25 °C | [Boiling point ]
173-176 °C (lit.) | [density ]
1.572 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.572(lit.)
| [Fp ]
155 °F
| [storage temp. ]
Keep Cold | [solubility ]
soluble in Chloroform, Ethyl Acetate | [Water Solubility ]
Insoluble in water | [form ]
liquid | [color ]
Pale yellow | [Specific Gravity]
1.580 | [Detection Methods]
GC,NMR | [BRN ]
105719 | [CAS DataBase Reference]
14282-76-9(CAS DataBase Reference) | [NIST Chemistry Reference]
Thiophene, 2-bromo-3-methyl-(14282-76-9) |
| Safety Data | Back Directory | [Hazard Codes ]
T,Xi,Xn | [Risk Statements ]
R25:Toxic if swallowed.
R41:Risk of serious damage to eyes.
R43:May cause sensitization by skin contact.
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 2810 | [WGK Germany ]
3
| [Hazard Note ]
Harmful | [HazardClass ]
6.1 | [HazardClass ]
IRRITANT-HARMFUL, KEEP COLD | [PackingGroup ]
III | [HS Code ]
29349900 |
| Hazard Information | Back Directory | [Chemical Properties]
clear colorless to light yellow liquid | [Uses]
2-Bromo-3-methylthiophene was used in the preparation of poly(3,3′′′-dimethyl-(2,2′:5′,2′:5′,2′′′)tetrathiophene)). It was also used in the preparation of 2-bromo-3-(bromomethyl)thiophene, lachrymatory compound. | [Application]
2-Bromo-3-methylthiophene is used as a pharmaceutical intermediate. It is used to prepare pyrazolo[3,4-d]pyrimidine derivatives as inhibitors of human enterovirus, coxsackievirus, echovirus, influenza virus, herpes simplex virus and rhinovirus. It is also used in the synthesis of oral α7 nicotinic receptor agonists. | [Preparation]
2-Bromo-3-methylthiophene synthesis: To a solution of glacial AcOH (100 mL), acetic anhydride (4.0 g, 0.039 mol), and 3-methylthiophene (9.82 g, 0.100 mol) as a stirred mixture was added NBS (19.6 g, 0.11 mol) in one portion with a slight exotherm to 44 oC. After 20 min the reaction mixture was poured onto ice, neutralized with sodium bisulfite and extracted with ether. The ether layer was washed with water and concentrated to give 11.3 g (64%) of 2-bromo-3-methylthiophene as a tan colored liquid in 88% purity by GC area % analysis: 1H NMR (CDCl3) d 7.1 (d, 1H, J=5.7 Hz), 6.7 (d, 1H, J=5.9 Hz), 2.2 (s, 3H). | [General Description]
2-Bromo-3-methylthiophene is formed (approx. 90%) by bromination of 3-methyl thiophene with N-bromosuccinimide in the absence of benzoyl peroxide. |
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