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154385

Sigma-Aldrich

2-Thiophenecarbonitrile

99%

Synonym(s):

2-Cyanothiophene, Thiophene-2-carbonitrile

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About This Item

Empirical Formula (Hill Notation):
C5H3NS
CAS Number:
1003-31-2
Molecular Weight:
109.15
EC Number:
213-706-0
MDL number:
MFCD00005416
UNSPSC Code:
12352100
PubChem Substance ID:
24849436
NACRES:
NA.22

Assay

99%

form

liquid

refractive index

n20/D 1.563 (lit.)

bp

192 °C (lit.)

density

1.172 g/mL at 25 °C (lit.)

SMILES string

N#Cc1cccs1

InChI

1S/C5H3NS/c6-4-5-2-1-3-7-5/h1-3H

InChI key

CUPOOAWTRIURFT-UHFFFAOYSA-N

Application

2-Thiophenecarbonitrile (2-Cyanothiophene) was used in the preparation of thiaplatinacycles. It was also used in the synthesis of 2,2′-thienylpyrroles.

Signal Word

Danger

Hazard Statements

H226,H302,H315,H318,H335

Precautionary Statements

P261 - P280 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

127.4 °F - closed cup

Flash Point(C)

53 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Ming Yu et al.
Organic letters, 6(6), 1057-1059 (2004-03-12)
[reaction: see text] Two new series of 2,2'-bipyrroles and 2,2'-thienylpyrroles have been prepared by trimethylsilyl trifluoromethanesulfonate (TMSOTf)-mediated reaction of donor-acceptor cyclopropanes with 2-cyanopyrroles and 2-cyanothiophene, respectively. This method opens the door toward a wide variety of unsymmetrical bipyrroles and thienylpyrroles.
Muhammad Ajmal et al.
Journal of colloid and interface science, 470, 39-46 (2016-03-02)
In this study, the synthesis of micron-sized poly(vinylbenzyl chloride) (p(VBC)) beads and subsequent conversion of the reactive chloromethyl groups to double amidoxime group containing moieties by post modification is reported. The prepared beads were characterized by SEM and FT-IR spectroscopy.
Tülay A Ateşin et al.
Inorganic chemistry, 47(11), 4596-4604 (2008-05-02)
The reaction of 2-cyanothiophene with a zerovalent platinum bisalkylphosphine fragment yields two thiaplatinacycles derived from the cleavage of the substituted and unsubstituted C-S bonds. While cleavage away from the cyano group is preferred kinetically, cleavage adjacent to the cyano group

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