Skip to Content
Merck
All Photos(1)

Documents

460532

Sigma-Aldrich

2-Iodo-5-methylthiophene

97%

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C5H5IS
CAS Number:
Molecular Weight:
224.06
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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.)

storage temp.

2-8°C

SMILES string

Cc1ccc(I)s1

InChI

1S/C5H5IS/c1-4-2-3-5(6)7-4/h2-3H,1H3

InChI key

NAZNQEXKAPLVKC-UHFFFAOYSA-N

General description

2-Iodo-5-methylthiophene is a halogenated thiophene.

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

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

192.2 °F - closed cup

Flash Point(C)

89 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service