460532
2-Iodo-5-methylthiophene
97%
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About This Item
Empirical Formula (Hill Notation):
C5H5IS
CAS Number:
Molecular Weight:
224.06
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Product Name
2-Iodo-5-methylthiophene, 97%
InChI
1S/C5H5IS/c1-4-2-3-5(6)7-4/h2-3H,1H3
SMILES string
Cc1ccc(I)s1
InChI key
NAZNQEXKAPLVKC-UHFFFAOYSA-N
assay
97%
refractive index
n20/D 1.626 (lit.)
bp
81-83 °C/10 mmHg (lit.)
density
1.852 g/mL at 25 °C (lit.)
functional group
iodo
storage temp.
2-8°C
Application
2-Iodo-5-methylthiophene may be used for the preparation of:
- methylbis[2-(5-methyl)thienyl]borane
- dimethyl-terthienyl
- 5,5′-dimethy-2,2′-bithienyl
General description
2-Iodo-5-methylthiophene is a halogenated thiophene.
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
192.2 °F - closed cup
flash_point_c
89 °C - closed cup
ppe
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
Regulatory Information
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Studies on the Electronic Absorption Spectra of 2, 2'-Bithienyl and Some of Its Derivatives. A Molecular Orbital Treatment.
Abu-Eittah RH and Al-Sugeir FA.
Bulletin of the Chemical Society of Japan, 58(7), 2126-2132 (1985)
Chromatographic and spectral characteristics of some polythienyls.
Sease JW and Zechmeister L.
Journal of the American Chemical Society, 69(2), 270-273 (1947)
Synthesis and Properties of Bis (2-heteroaryl) borane Derivatives.
Kohler T, et al.
European Journal of Inorganic Chemistry, 2002(11), 2942-2946 (2002)
Synthesis and pharmacological evaluation of (Z)-9-(heteroarylmethylene)-7-azatricyclo [4.3. 1.0 3, 7] decanes: Thiophene analogues as potent norepinephrine transporter inhibitors.
Zhou J, et al.
Bioorganic & Medicinal Chemistry Letters, 13(20), 3565-3569 (2003)
Alexander Koch et al.
Dalton transactions (Cambridge, England : 2003), 47(36), 12534-12539 (2018-05-05)
The reduction of 2-bromo- and 3-bromothiophene with calcium powder gives impure thienylcalcium complexes due to interference of various subsequent metalation and calcium-halogen exchange reactions as well as ether degradation. Therefore, calcium-iodine exchange succeeds via the reaction of trimethylsilylmethylcalcium halide with
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