Talk:Isocyanide

Untitled

Maybe we should add the name "iminomethylene" to the intro... Sikkema 11:51, 11 April 2007 (UTC)

Functional group ?

what is the IR spactroscopy value of ISONITRILE group

2120-2180 cm⁻¹, according to this paper.

Ben (talk) 15:44, 7 April 2008 (UTC)

You should mention the carbenoid properties of the isonitrile.

Hofmann and Gautier synthesis

• "PHASE-TRANSFER HOFMANN CARBYLAMINE REACTION: tert-BUTYL ISOCYANIDE". Organic Syntheses, Coll. Vol. 6, p.232 (1988), Vol. 55, p.96. 1976.
• A. W. Hofmann (1867). "Ueber eine neue Reihe von Homologen der Cyanwasserstoffsäure". Justus Liebigs Annalen der Chemie. 144 (1): 114–120. doi:10.1002/jlac.18671440116.
• A. W. Hofmann (1868). "Ueber eine neue Reihe von Homologen der Cyanwasserstoffsäure". Justus Liebigs Annalen der Chemie. 146 (1): 107–119. doi:10.1002/jlac.18681460106.
• A. W. Hofmann (1868). "Ueber eine neue Reihe von Verbindungen, welche mit den Cyanwasserstoffsäure-Aethern isomer sind". Justus Liebigs Annalen der Chemie. 146 (1): 119–124. doi:10.1002/jlac.18681460107.
• A. Gautier (1868). "Ueber die neuen Nitrile der Reihe der fetten Säuren". Justus Liebigs Annalen der Chemie. 146 (1): 124–130. doi:10.1002/jlac.18681460108.
• A. Gautier (1867). "Ueber die Einwirkung des Chlorwasserstoffs u. a. auf das Aethyl- und Methylcyanür". Justus Liebigs Annalen der Chemie. 142 (3): 289–294. doi:10.1002/jlac.18671420304.

The refs should be included!--Stone (talk) 07:48, 2 May 2008 (UTC)

There are many more convenient synteses of isonitriles employing gentler conditions. —Preceding unsigned comment added by 217.220.17.130 (talk) 09:19, 18 February 2009 (UTC)

Isonitrile

May I suggest renaming the article to isonitrile to match the nitrile article. --kupirijo (talk) 02:13, 3 December 2010 (UTC)

There are six redirects to this article, including Isonitrile and Carbylamine. --Thnidu (talk) 21:50, 10 June 2017 (UTC)

Ferrocyanide and Ferricyanide

Note that Alkylation of Ferrocyanide also yields Alkyl Isonitriles like the Silver Cyanide subsection notes, the carbon is protected by the high disassociation constant of Ferrocyanides. Ferricyanide with lower Ferricyanide reacts under aqueous alkaline conditions (Ferric Hydroxide having a higher dissociation constant) with Carbonyls to yield alpha hydroxy acdids. Shjacks45 (talk) 08:48, 13 October 2013 (UTC)

"one gets the impression that not a single cyanocomplex remained unalkylated." Fehlhammer and Fritz, Chem Rev 1993. --Smokefoot (talk) 13:39, 13 October 2013 (UTC)

Misleading quote

The Ugi quote as written is horribly misleading. Right now it reads:

Ivar Karl Ugi states that "The development of the chemistry of isocyanides has probably suffered ... through the characteristic odor of volatile isonitriles, which has been described by Hofmann and Gautier as 'highly specific, almost overpowering', 'horrible', and 'extremely distressing'. It is true that many potential workers in this field have been turned away by the odour."

The full quote reads: "The development of the chemistry of isocyanides has probably suffered only little delay through the characteristic odor of volatile isonitriles, which has been described by Hofmann and Gautier as 'highly specific, almost overpowering', 'horrible', and 'extremely distressing'. It is true that many potential workers in this field have been turned away by the odour, but this is heavily outweighed by the fact that isonitriles can be detected even in traces, and that most of the routes leading to the formation of isonitriles were discovered through the odor of these compounds." (emphasis mine) — Preceding unsigned comment added by 132.250.22.8 (talk) 18:54, 14 November 2017 (UTC)

Without suggestions like yours, Wikipedia would be "horrible" and "extremely distressing"... but Wikipedia's deficiencies are outweighed by the fact that some editors - you for example - can detect mistakes, even in traces. --Smokefoot (talk) 22:46, 14 November 2017 (UTC)