Hydrogen Cyanide → 3-Pentenenitrile, Pract.

HRID 268338

Reaction equation

HRID 268338 reaction equation
S1[CH:5]=[CH:4][CH:3]=[CH:2]1.[CH2:6]=[CH:7][CH:8]=[CH2:9].[CH:10]#[N:11]>>[C:10](#[N:11])[CH2:2][CH:3]=[CH:4][CH3:5].[CH3:6][CH:7]([CH:8]=[CH2:9])[C:10]#[N:11]

Participants

5

Procedure

In an experiment conducted similarly to that in Example 4 except that the reactants were 0.8 g. of anhydrous cuprous bromide, 1 ml. of thiophen, 6.5 g. of butadiene and 5 ml. of hydrogen cyanide, and heating was continued for 17 hours at 100°C the conversion of butadiene to mononitriles was 48%, and 3-pentenenitrile was obtained in a yield of 82.2% and 2-methyl-3-butene-nitrile in a yield of 17.8% calculated on the butadiene converted.

Sources & evidence

ORD record
ord-2935bc4fa5a44f22b2437e9202a0bf60
Source dataset
uspto-grants-1976_03
Patent number
US03947487

Linked notes

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