![](/CAS/GIF/5500-21-0.gif)
Cyclopropanecarbonitrile synthesis
- Product Name:Cyclopropanecarbonitrile
- CAS Number:5500-21-0
- Molecular formula:C4H5N
- Molecular Weight:67.09
![4-Chlorobutyronitrile](/CAS/GIF/628-20-6.gif)
628-20-6
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![Cyclopropanecarbonitrile](/CAS/GIF/5500-21-0.gif)
5500-21-0
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Yield:5500-21-0 98%
Reaction Conditions:
with hydrogenchloride;sodium hydroxide;sodium chloride in water;dimethyl sulfoxide
Steps:
1 Preparation of cyclopropylnitrile (2 molar scale) STR2
EXAMPLE 1 Preparation of cyclopropylnitrile (2 molar scale) STR2 A stirred mixture of 4-chlorobutyronitrile (213.4 g, 2.0 mole), sodium chloride (58.0 g, 0.5 mole) and 2.0 g of water in 200 g of dimethylsulfoxide is heated to 80° C., treated with ground solid sodium hydroxide (88 g, 2.2 mole) over a 3 hour period and held at 80° C. for about 1 additional hour. The reaction mixture is cooled to room temperature neutralized to about pH6.8 with concentrated HCl (37% aqueous solution), diluted with 200 ml water (readjusted pH to 6.8 with 37% HCl) and azeotropically distilled with a Dean Stark trap to remove the cyclopropylnitrile/water azeotrope. The aqueous layer is continuously returned to the distillation pot to give the initial product as the distillate cyclopropylnitrile, 133.5 g. A 121.5 g sample of this cyclopropylnitrile is azeotropically distilled using a Dean Stark trap (to remove water) and continuous return of the organic layer to give the final productproduct cyclopropylnitrile, 106.6. g, 87.8% yield, 98% pure by GLC analysis and 0.04% H2 O by Karl Fischer titration.
References:
American Cyanamid Company US5380911, 1995, A
![4-BROMOBUTYRONITRILE](/CAS/GIF/5332-06-9.gif)
5332-06-9
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![Cyclopropanecarbonitrile](/CAS/GIF/5500-21-0.gif)
5500-21-0
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![G-IODOBUTYRONITRILE](/CAS/GIF/6727-73-7.gif)
6727-73-7
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![Cyclopropanecarbonitrile](/CAS/GIF/5500-21-0.gif)
5500-21-0
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![CYCLOPROPANECARBOXAMIDE](/CAS/GIF/6228-73-5.gif)
6228-73-5
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![Cyclopropanecarbonitrile](/CAS/GIF/5500-21-0.gif)
5500-21-0
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![Acrylonitrile](/CAS/GIF/107-13-1.gif)
107-13-1
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![Dibromomethane](/CAS/GIF/74-95-3.gif)
74-95-3
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![Cyclopropanecarbonitrile](/CAS/GIF/5500-21-0.gif)
5500-21-0
302 suppliers
$16.00/5mL