National Technical Reports Library

The National Technical Information Service acquires, indexes, abstracts, and archives the largest collection of U.S. government-sponsored technical reports in existence. The NTRL offers online, free and open access to these authenticated government technical reports. Technical reports and documents in its repository may be available online for free either from the issuing federal agency, the U.S. Government Publishing Office’s Federal Digital System website, or through search engines.

Details

Oxidatively Assisted Alkylations of Sodium Nitrocyanamide and Sodium Azide.

ADA222876

Publication Date	1989
Personal Author	Manimaran, T.; Wolford, L. T.; Boyer, J. H.
Page Count	3
Abstract	Although various types of alkyl halides are converted into corresponding isocyanates (63-95%) on treatment with silver nitrocyanamide (explosive), the usefulness of hypervalency in the replacement of iodine in alkyl iodides has now afforded the replacement of silver nitrocyanamide with sodium nitrocyanamide (non-explosive) in certain reactions. m-Chloroperbenzoic acid (MCPBA) oxidatively assisted a reaction at 25 C between a straight-chain primary alkyl iodide and sodium nitrocyanamide to give the corresponding alkyl nitrocyanamide (1) (major product) (N-alkylation) and an N-alkoxy-N'-cyanodiazene N-oxide (2) (minor product) (O-alkylation). Alkyl nitrocyanamides thermolysed (neat or in benzene. 80 C) nearly quantitatively to alkyl isocyanates (Scheme). With or without the presence of MCPBA, sodium cyanate was unreactive towards an alkyl iodide under comparable conditions. (JES)
Keywords	Explosives Alkyl radicals Benzene Cyanates Halides Iodides Iodine Isocyanates Replacement Sodium Sodium azides Reprints Alkylation
Source Agency	Non Paid Reprints
NTIS Subject Category	99D - Basic & Synthetic Chemistry 79A - Ammunition, Explosives, & Pyrotechnics
Corporate Authors	New Orleans Univ., LA. Dept. of Chemistry.
Supplemental Notes	Pub. in Jnl. of Chemical Research (S), p331 1989.
Document Type	Journal Article
Title Note	Technical rept.
NTIS Issue Number	199020
Contract Number	N00014-85-K-0896

Oxidatively Assisted Alkylations of Sodium Nitrocyanamide and Sodium Azide.

Oxidatively Assisted Alkylations of Sodium Nitrocyanamide and Sodium Azide.
ADA222876

Publication Date	1989
Personal Author	Manimaran, T.; Wolford, L. T.; Boyer, J. H.
Page Count	3
Abstract	Although various types of alkyl halides are converted into corresponding isocyanates (63-95%) on treatment with silver nitrocyanamide (explosive), the usefulness of hypervalency in the replacement of iodine in alkyl iodides has now afforded the replacement of silver nitrocyanamide with sodium nitrocyanamide (non-explosive) in certain reactions. m-Chloroperbenzoic acid (MCPBA) oxidatively assisted a reaction at 25 C between a straight-chain primary alkyl iodide and sodium nitrocyanamide to give the corresponding alkyl nitrocyanamide (1) (major product) (N-alkylation) and an N-alkoxy-N'-cyanodiazene N-oxide (2) (minor product) (O-alkylation). Alkyl nitrocyanamides thermolysed (neat or in benzene. 80 C) nearly quantitatively to alkyl isocyanates (Scheme). With or without the presence of MCPBA, sodium cyanate was unreactive towards an alkyl iodide under comparable conditions. (JES)
Keywords	Explosives Alkyl radicals Benzene Cyanates Halides Iodides Iodine Isocyanates Replacement Sodium Sodium azides Reprints Alkylation
Source Agency	Non Paid Reprints
NTIS Subject Category	99D - Basic & Synthetic Chemistry 79A - Ammunition, Explosives, & Pyrotechnics
Corporate Authors	New Orleans Univ., LA. Dept. of Chemistry.
Supplemental Notes	Pub. in Jnl. of Chemical Research (S), p331 1989.
Document Type	Journal Article
Title Note	Technical rept.
NTIS Issue Number	199020
Contract Number	N00014-85-K-0896