2-Iodothiophene

Names

[ Name ]:
2-Iodothiophene

[Synonym ]:
2-thienyl iodide
2-thiophenyliodide
2-iodo thiophene
2-Iodothiophene
Thiophene, 2-iodo-
iodothiophene
2-thienyl-I
EINECS 222-342-1
MFCD00005424
2-thiophenyl-I
Thiophene,2-iodo

Chemical & Physical Properties

[ Density]:
2.1±0.1 g/cm3

[ Boiling Point ]:
181.8±13.0 °C at 760 mmHg

[ Melting Point ]:
−40 °C(lit.)

[ Molecular Formula ]:
C₄H₃IS

[ Molecular Weight ]:
210.036

[ Flash Point ]:
71.1±0.0 °C

[ Exact Mass ]:
209.900009

[ PSA ]:
28.24000

[ LogP ]:
3.23

[ Vapour Pressure ]:
1.1±0.3 mmHg at 25°C

[ Index of Refraction ]:
1.666

[ Storage condition ]:
0-6°C

MSDS

Safety Information

[ Symbol ]:

GHS05, GHS07

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H302-H315-H317-H318-H335

[ Precautionary Statements ]:
P261-P280-P305 + P351 + P338

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
Xn:Harmful;

[ Risk Phrases ]:
R20/21/22

[ Safety Phrases ]:
S26-S36/37/39-S36/37

[ WGK Germany ]:
3

[ HS Code ]:
29349990

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

Thiophene(SIV)
Bromothiophene
Thienylboronic acid
dithiophen-2-ylmercury
Diethyl ether
2-Chlorothiophene
2,5-Diiodothiophene
phenyl-[2]thienyl-iodonium , iodide
molecular iodine

DownStream

2-(Carbomethoxy)thiophene
Thiophene(SIV)
2-Thiophenecarboxaldehyde
Methyl 2-Oxo-2-(Thiophen-2-Yl)Acetate
5-Thien-2-yl-2-furaldehyde
Methyl 2-thienyl sulfone
2-Thenoyl Chloride
2-(2-thienyl)pyridine
4-thiophen-2-ylpyridine
3-(2-thienyl)pyridine

Customs

[ HS Code ]: 2934999090

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Rapid homogeneous-phase Sonogashira coupling reactions using controlled microwave heating.

J. Org. Chem. 66(12) , 4165-9, (2001)

A microwave-enhanced, rapid and efficient homogeneous-phase version of the Sonogashira reaction is presented. It has been applied to the coupling of aryl iodides, bromides, triflates, and aryl chlorid...

Cross-coupling reactions of alkenylsilanolates. Investigation of the mechanism and identification of key intermediates through kinetic analysis.

J. Am. Chem. Soc. 126(15) , 4876-82, (2004)

The mechanism of the fluoride-free, palladium-catalyzed cross-coupling reaction of potassium (E)-heptenyldimethylsilanolate, K(+)(E)-1(-), with 2-iodothiophene has been investigated through kinetic an...

Stereospecific preparation of (Z)- and (E)-2,3-difluoro-3-stannylacrylic ester synthons and a new, efficient stereospecific route to (Z)- and (E)-2,3-difluoroacrylic esters.

J. Org. Chem. 70(26) , 10743-6, (2005)

[reaction: see text] The (Z)-2,3-difluoro-3-stannylacrylic ester is readily prepared from (Z)-1,2-difluorovinyltriethylsilane via stereospecific stannyl/silyl exchange with KF/(Bu3Sn)2O or Bu3SnCl in ...