The Synthesis of Model Compounds for Maleylacetoacetic Acid. M aleylacetone

Joanna Fowler; Stanley Seltzer

doi:10.1021/jo00835a075

The Synthesis of Model Compounds for Maleylacetoacetic Acid. M aleylacetone

Joanna Fowler
, Stanley Seltzer

Research output: Contribution to journal › Article › peer-review

44 Scopus citations

Abstract

Configurationally labile maleylacetone has been prepared by the careful hydrolysis of 4-acetonylidenebut-2- ene-4-olide (Z) and shown to exist as a mixture of closed “pseudo” acid 4a and open enol acid 4b in chloroform and benzene and as “pseudo” acid in water. Ultraviolet and nmr spectra of the acids and anions are reported along with dissociation constants of the acid.

Original language	English
Pages (from-to)	3529-3532
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	35
Issue number	10
DOIs	https://doi.org/10.1021/jo00835a075
State	Published - 1 Oct 1970
Externally published	Yes

Access to Document

10.1021/jo00835a075

Cite this

@article{872e6ed35dd74de4ac7ab2d0831e4ab8,

title = "The Synthesis of Model Compounds for Maleylacetoacetic Acid. M aleylacetone",

abstract = "Configurationally labile maleylacetone has been prepared by the careful hydrolysis of 4-acetonylidenebut-2- ene-4-olide (Z) and shown to exist as a mixture of closed {\textquotedblleft}pseudo{\textquotedblright} acid 4a and open enol acid 4b in chloroform and benzene and as {\textquotedblleft}pseudo{\textquotedblright} acid in water. Ultraviolet and nmr spectra of the acids and anions are reported along with dissociation constants of the acid.",

author = "Joanna Fowler and Stanley Seltzer",

year = "1970",

month = oct,

day = "1",

doi = "10.1021/jo00835a075",

language = "English",

volume = "35",

pages = "3529--3532",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "10",

}

TY - JOUR

T1 - The Synthesis of Model Compounds for Maleylacetoacetic Acid. M aleylacetone

AU - Fowler, Joanna

AU - Seltzer, Stanley

PY - 1970/10/1

Y1 - 1970/10/1

N2 - Configurationally labile maleylacetone has been prepared by the careful hydrolysis of 4-acetonylidenebut-2- ene-4-olide (Z) and shown to exist as a mixture of closed “pseudo” acid 4a and open enol acid 4b in chloroform and benzene and as “pseudo” acid in water. Ultraviolet and nmr spectra of the acids and anions are reported along with dissociation constants of the acid.

AB - Configurationally labile maleylacetone has been prepared by the careful hydrolysis of 4-acetonylidenebut-2- ene-4-olide (Z) and shown to exist as a mixture of closed “pseudo” acid 4a and open enol acid 4b in chloroform and benzene and as “pseudo” acid in water. Ultraviolet and nmr spectra of the acids and anions are reported along with dissociation constants of the acid.

UR - https://www.scopus.com/pages/publications/0001752925

U2 - 10.1021/jo00835a075

DO - 10.1021/jo00835a075

M3 - Article

AN - SCOPUS:0001752925

SN - 0022-3263

VL - 35

SP - 3529

EP - 3532

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 10

ER -

The Synthesis of Model Compounds for Maleylacetoacetic Acid. M aleylacetone

Abstract

Access to Document

Fingerprint

Cite this