Kinetics and equilibrium of the nitroform-aldehyde-alcohol reaction

Rondestvedt, Christian S.; Stiles, Martin K.; Krieger, A.

doi:10.1016/s0040-4020(63)80055-1

Cited by 1 publication

(2 citation statements)

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“…A recent report by Rondestvedt and co-workers (165) described the synthesis of -trinitromethyl ethers by the nitroform-aldehyde-alcohol reaction, a reaction first discovered by Hartman and Tawney. A more convenient synthetic method involves treating an acetal with nitroform (165). The kinetics of the nitroformaldehyde-alcohol and the acetal-nitroform reactions were investigated, and the rate expressions obtained were interpreted in terms of a mechanism involving several equilibria (165).…”

Section: Addition Reactions a Michael Reactionmentioning

confidence: 99%

“…A more convenient synthetic method involves treating an acetal with nitroform (165). The kinetics of the nitroformaldehyde-alcohol and the acetal-nitroform reactions were investigated, and the rate expressions obtained were interpreted in terms of a mechanism involving several equilibria (165). Tawney (189) described the addition of nitroform to vinyl ethers and also gave an example of the aldehyde-nitroform-alcohol reaction.…”

Section: Addition Reactions a Michael Reactionmentioning

confidence: 99%

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Chemistry of the Aliphatic Polynitro Compounds and Their Derivatives

Noble¹,

Borgardt²,

Reed³

1964

Chem. Rev.

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CiHiOCOCHaCOOH70% HNOi CaHiOCOC(NOi)iH n»n 1.4321 11 98 CiHiOCOCH(CHi)COOH 70% HNOi CaHiOCOC(NOa)aCHi 45(0.1); 7i»D 1.4327 17 98 CaHiOCOCH(CaHí)COOH 70% HNOi CaHiOCOC(NOa)aCaHi 50(0.1); n"D 1.4340 17 98 CiH60COCH(t¡-C.Hi)COOH 70% HNOi CaHsOCOC(NOa)aC,Hi 60(0.1); n»D 1.4393 8 Salts op Polynitro Compounds and Halogen Derivatives Nitronate salt Ci NaO,N=CH(NOi) KO,N=CH(NO,) AgO,N=CH(NO,) (0,N),C=N0, "C«HiN +=N C, Na+[C(NO,),CNJ-K+1C(N0,),CN]" Ag + [C

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Section: Addition Reactions a Michael Reactionmentioning

confidence: 99%

Section: Addition Reactions a Michael Reactionmentioning

confidence: 99%