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597449

Sigma-Aldrich

3-Thiophenecarbonitrile

95%

Synonym(s):

3-Cyanothiophene, Thiophene-3-nitrile

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About This Item

Empirical Formula (Hill Notation):
C5H3NS
CAS Number:
Molecular Weight:
109.15
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

95%

refractive index

n20/D 1.5630 (lit.)

bp

82 °C/10 mmHg (lit.)

density

1.2 g/mL at 25 °C (lit.)

SMILES string

N#Cc1ccsc1

InChI

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

InChI key

GSXCEVHRIVLFJV-UHFFFAOYSA-N

Application

3-Thiophenecarbonitrile can be used to synthesize the following:
  • 2,4-dinaphthyl-3-cyanothiophene via reaction with iodonaphthalene
  • 2,5-bis-tri(n-butyl)tin-3-cyanothiophene, a building block for the synthesis of new alternating (3-alkyl/3-cyano)thiophene copolymers

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

186.0 °F - closed cup

Flash Point(C)

85.56 °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’.

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"Extension of the Heck reaction to the arylation of activated thiophenes"
<BIG>Lavenot.L, et al.</BIG>
Journal of Organometallic Chemistry, 567(01), 49-55 (1998)

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