2-THENOYLACETONITRILE Chemical Properties

Melting point:

134-138 °C

Boiling point:

360°C (rough estimate)

Density 

1.2170 (rough estimate)

refractive index 

1.5500 (estimate)

storage temp. 

Keep in dark place,Sealed in dry,Store in freezer, under -20°C

solubility 

Dichloromethane, Methanol

pka

7.46±0.10(Predicted)

form 

Solid

color 

Off-White to Light Green Cyrstalline

BRN 

111990

InChI

1S/C7H5NOS/c8-4-3-6(9)7-2-1-5-10-7/h1-2,5H,3H2

InChIKey

XWWUQBHVRILEPB-UHFFFAOYSA-N

SMILES

O=C(CC#N)c1cccs1

CAS DataBase Reference

33898-90-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22-41-22

Safety Statements 

36/37-39-26

RIDADR 

3276

WGK Germany 

3

HazardClass 

6.1

PackingGroup 

III

HS Code 

29349990

Storage Class

11 - Combustible Solids

Hazard Classifications

Acute Tox. 4 Oral
Eye Dam. 1

MSDS

• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-THENOYLACETONITRILE Usage And Synthesis

Chemical Properties

white to light yellow crystal powder

Uses

2-Thienoylacetonitrile (cas# 33898-90-7) is a compound useful in organic synthesis.

Synthesis

In a 250 ml three-necked flask fitted with a thermometer, stirrer, iodine (0.15 mol) was added to a mixture of thiophenecarboxaldehyde (R = H, 0.1 mol), acetonitrile (100 ml), and ammonia (2.0 mol). stirring was carried out at 10 ??C, and the reaction time was controlled by HPLC tracking. Then Na2S2O3 was added to remove unreacted iodine, cooled to 0 ??C and stirred for 1 h. A large number of crystals were produced. Filtration and drying gave the product as a pale yellow solid in 90% yield.

A 250-mL three-necked flask was fitted with a thermometer, stirrer. Tetrahydrofuran (100 ml) was added and cooled to 0??C, then sodium tert-butanol (0.5 mol) was added. Acetonitrile (0.3 mol) was added dropwise, keeping the internal temperature at 0??C and stirring for 10 minutes. Thiophenecarbonitrile (0.1 mol, R = H) was added dropwise at 0 ??C and then stirred for 30 min (HPLC trace). The reaction was aborted by the addition of hydrochloric acid and crushed ice, slowly warmed to room temperature and stirring was continued for 3 hours. The reaction was extracted using eth Ethyl acetate was extracted, dried and concentrated to give 2-thienyl acetonitrile as a pale yellow solid in 70% yield and 99.2% purity (HPLC).

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