Isopropyl cyanide

Ethanenitnle Benzonitnle 2 Methylpropanemtnle (acetonitrile) (isopropyl cyanide)... 

Isobutyronitrile (2-methylpropionitrile, isopropyl cyanide) [78-82-0] M 69.1, b 103.6 , d 0.7650, n 1.378. Shaken with cone HCl (to remove isonitriles), then with water and aq NaHC03. After a preliminary drying with silica gel or Linde type 4A molecular sieves, it is shaken or stirred with CaH2 until hydrogen evolution ceases, then decanted and distd from P2O5 (not more than 5g/L, to minimize gel formation). Finally it is refluxed with, and slowly distd from CaH2 (5g/L), taking precautions to exclude moisture. 

Chemical Designations - Synonyms IBN Isopropyl cyanide 2-Methilpropanenitrile 2-Methilpropionitrile Chemical Formula (CH3)2CHCN. 

Isopropenyl methyl ether, m96 Isopropylacetylene, ml71 Isopropylacrylic acid, m349 Isopropyl alcohol, p203 Isopropyl chloride, c211 Isopropyl cyanide, i76 Isopropyl ether, d417 Isopropylethylene, ml 60 Isopropylidone acetone, m3 50 Isopropyl iodide, i49... 

Experiment 5.160 ISOBUTYRONITRILE (Isopropyl cyanide) Me2CH-CONH2 Me2CH-CN... 

SYNS 2-CYANOPROPANE DIMETHYLACETO-NITRILED ISOPROPYL CYANIDE ISOPROPYLK-YANIDD ISOPROPYL NITRILE a-METHYLPROP-ANENITRILE 2-METHYLPROPANENITRILE 2-METHYLPROPIONITRILE... 

The gas phase protonation of cyclopropyl cyanide is 1.0 kcal mol" more favorable than isopropyl cyanide (Table 14) and much more favorable than for the methyl or ethyl derivatives Thus, even though there may be ground-state conjugative stabilization of cyano by cyclopropyl (Section IV.F) the net effect favors protonation of this derivative, in contrast to the situation for the amines, where 7r-donation does not occur in the protonated forms. 

HCN also adds to alkenes in the presence of an appropriate catalyst (Arthur et al., 1954 Jackson and Level, 1982). Thus, cobalt carbonyl leads to Markownikov addition, for example, 1-propene yields isopropyl cyanide in approximately 75% yield. HCN adds to alkynes in the presence of metal complexes, and the use of a nickel complex may lead to syn addition (Jackson and Level, 1983 Jackson et al., 1988). Hydrogen cyanide reacts with conjugated dienes, the mechanism involving a TT-allyl intermediate. The course of addition is complex and may lead to more than one product (Keim et al., 1982). 

ISOPROPYL CYANIDE (78-82-0) Forms explosive mixture with air (flash point 47°F/8°C). Reacts violently with strong oxidizers. 

Removal of carbon radicals is slow when irradiated ribonuclease is treated with molecules larger than H2S such as chloroform, isopropyl cyanide, and isoamyl mercaptan. For isoamyl mercaptan (15 torr, room temp.) less than half of the carbon radicals react in 3 hours (Figure 2). However, after 144 hours all radicals have reacted. The use of large radical scavenger molecules for studying the conformation of proteins in the dry state is discussed later. 

I Synonyms/Trade Names Isopropyl cyanide. 2-Methylpropanenitrile, 2-Methylpropionitrile ... 

Synonyms 2-Cyanopropane Dimethylaceonitrile IBN Isobutyric acid nitrile Isopropyl cyanide... 

Isopropyl cyanide. See Isobutyronitrile 4-(lsopropyl) cyclohexadiene-ethyl methanoate 2-(4-lsopropylcyclohexadienyl) ethyl formate. See 4-(1-Methylethyl) cyclohexadiene-1-ethanol formate Isopropylcyclohexane CAS 696-29-7 EINECS/ELINCS 211-792-4 Synonyms Cyclohexane, isopropyl- Cyclohexane, (1-methylethyl)- Hexahydrocumene (1-Methylethyl) cyclohexane Normanthane Classification Sat. alicyclic hydrocarbon Empirical C9H18... 

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