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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 2082794생성일: 2026년 10월 27일

Hydrogen Cyanide → 4-Pentenenitrile

https://huagongshe.com/reaction/2082794

반응식

참여 물질

역할이름HCID투입량
반응물Hydrogen CyanideHCID 768—
반응물1,3-ButadieneHCID 7845—
반응물AdiponitrileHCID 8128—
반응물4-PentenenitrileHCID 11604—
촉매NickelHCID 935—
생성물4-PentenenitrileHCID 11604—
생성물3-Pentenenitrile, Pract.HCID 20750—

반응 단계

The process of the present invention is applied to a waste stream from a process which involves the direct addition of two molecules of hydrogen cyanide to a molecule of butadiene thereby producing adiponitrile. The process is conducted in two steps. With reference to the drawing, the first step (reactor 1) involves the addition of one molecule of hydrogen cyanide (stream 2) to dry butadiene (stream 3) in the presence of a catalyst (stream 4) consisting of zero-valent nickel usually in the form of a nickel tetrakis-tritolylphosphite, to produce a mixture of cis- and trans-3-pentenenitrile and 4-pentenenitrile. This reaction mixture is withdrawn from reactor 1 via line 5, treated to remove impurities and then introduced into reactor 6 along with additional HCN (line 7), ligand (line 8) and triarylborane catalyst promoter such as triphenylborane (line 9). In this reaction which can be conducted in one or more steps, 4-pentenenitrile is formed by the in situ isomerization of 3-pentenenitrile. The 4-pentenenitrile is then converted to adiponitrile by the addition of one molecule of HCN. The effluent from the reactor 6 is passed to extractor 13 and there contacted with cyclohexane (line 14). The cyclohexane extractant (line 15) is subsequently directed to further treatment for product recovery. During the hydrocyanation as described as hereinabove a portion of the zero-valent nickel catalyst is oxidized to nickel cyanide which is insoluble in the reaction medium and which forms insoluble complexes with the triarylborane. The tails from the extraction vessel (line 16) contain such complexes which are subsequently separated from the tails (line 16) by centrifuge 17. A typical analysis of this sludge is set forth below in Table I.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US04082811
출처 데이터셋uspto-grants-1978_04
ORD IDord-9554a6e37d6843ff8a133ce6b4f3ad24
출처 메모uspto-grants-1978_04