(E)-o-stilbenecarboxylic acid and its p-methyl, chloro and methoxy derivatives

Hiroshi Hamazaki, Shigeru Ohba, Fumio Toda, Hideaki Takumi

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

The crystal structures of the title compounds, (E)-stilbene-1-carboxylic acid, C15H12O2, (Ia), (E)-4′-methylstilbene-1-carboxylic acid, C16H14O2, (Ib), (E)-4′-chlorostilbene-1-carboxylic acid, C15H11ClO2, (Ic) and (Ic′), and (E)-4′-methoxystilbene-1-carboxylic acid, C16H14O3, (Id), have been determined. The chloro derivative shows polymorphism, with prisms, (Ic), being obtained from ether/hexane solution and needle crystals, (Ic′), being obtained from ethanol solution. The latter is isostructural with (Id). The selectivities of the products to the addition reaction of bromine are different, however, suggesting that the bromonium ion intermediate is stabilized by a resonance contribution of the p-MeO group.

Original languageEnglish
Pages (from-to)620-624
Number of pages5
JournalActa Crystallographica Section C: Crystal Structure Communications
Volume53
Issue number5
Publication statusPublished - 1997 May 15

Fingerprint

Carboxylic Acids
carboxylic acids
Derivatives
acids
Acids
Bromine
Stilbenes
Addition reactions
stilbene
polymorphism
Hexanes
bromine
Prisms
Polymorphism
needles
Needles
Ether
prisms
ethers
ethyl alcohol

ASJC Scopus subject areas

  • Condensed Matter Physics
  • Structural Biology

Cite this

(E)-o-stilbenecarboxylic acid and its p-methyl, chloro and methoxy derivatives. / Hamazaki, Hiroshi; Ohba, Shigeru; Toda, Fumio; Takumi, Hideaki.

In: Acta Crystallographica Section C: Crystal Structure Communications, Vol. 53, No. 5, 15.05.1997, p. 620-624.

Research output: Contribution to journalArticle

Hamazaki, Hiroshi ; Ohba, Shigeru ; Toda, Fumio ; Takumi, Hideaki. / (E)-o-stilbenecarboxylic acid and its p-methyl, chloro and methoxy derivatives. In: Acta Crystallographica Section C: Crystal Structure Communications. 1997 ; Vol. 53, No. 5. pp. 620-624.
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