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2-Bromo-3-methylthiophene

2-Bromo-3-methylthiophene ??? ???
?? ??:
14282-76-9
???:
2-Bromo-3-methylthiophene
???(??):
2B3MT;178.04;TH1-Br;2-Bromo-3-methylthio;2-bromo-3-methyltiophene;3-Methyl-2-bromothiophene;2-BROMO-3-METHYLTHIOPHENE;Thiophene,2-bromo-3-methyl-;2-Bromo-3-methylthiophene>2-Bromo-3-methylthiophene 97%
CBNumber:
CB8147031
???:
C5H5BrS
??? ??:
177.06
MOL ??:
14282-76-9.mol

2-Bromo-3-methylthiophene ??

???
<25 °C
?? ?
173-176 °C (lit.)
??
1.572 g/mL at 25 °C (lit.)
???
n20/D 1.572(lit.)
???
155 °F
?? ??
2-8°C
???
soluble in Chloroform, Ethyl Acetate
???
?? ???
??? ??
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Specific Gravity
1.580
??
?? ??
BRN
105719
CAS ??????
14282-76-9(CAS DataBase Reference)
NIST
Thiophene, 2-bromo-3-methyl-(14282-76-9)
??
  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
??? ?? T,Xi,Xn
?? ???? ?? 25-41-43-36/37/38-20/21/22
????? 26-36/37/39-45
????(UN No.) UN 2810
WGK ?? 3
?? ?? ?? Harmful
?? ?? IRRITANT-HARMFUL, KEEP COLD
?? ?? 6.1
???? III
HS ?? 29349990
????(GHS): GHS hazard pictogramsGHS hazard pictograms
?? ?: Danger
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H302 ??? ??? ?? ?? ?? - ?? ?? 4 ?? GHS hazard pictograms P264, P270, P301+P312, P330, P501
H318 ?? ?? ??? ??? ?? ? ?? ?? ??? ?? ?? 1 ?? GHS hazard pictograms P280, P305+P351+P338, P310
??????:
P280 ????/???/???/?????? ?????.
P305+P351+P338 ?? ??? ? ?? ?? ???? ????. ???? ?????? ?????. ?? ????.
NFPA 704
2
2 0

2-Bromo-3-methylthiophene MSDS


2-Bromo-3-methylthiophene

2-Bromo-3-methylthiophene C??? ??, ??, ??

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clear colorless to light yellow liquid

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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.

?? ??

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.

?? ??

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).

?? ??

2-Bromo-3-methylthiophene is formed (approx. 90%) by bromination of 3-methyl thiophene with N-bromosuccinimide in the absence of benzoyl peroxide.

2-Bromo-3-methylthiophene ?? ?? ? ???

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2-Bromo-3-methylthiophene ?? ??

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2-Bromo-3-methylthiophene ?? ??:

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