13-03015. Diatretyne II [Archived]

Nomenclature

CAS number: 3625-68-1
7-Cyano-2-heptene-4,6-diynoic acid; diatretyne nitrile; nudic acid B.
C8H3NO2; mol wt 145.11.
C 66.22%, H 2.08%, N 9.65%, O 22.05%.
HOOCCH=CHC≡CC≡CCN.

Description and references

Antibiotic substance produced by the basidiomycete Tricholoma nudum and by the fungus Clitocybe diatreta. Isoln: Anchel, J. Am. Chem. Soc. 74, 1588 (1952). Structure: Anchel, Science 121, 607 (1955). Identity of nudic acid B and diatretyne II: Heatly, Stephenson, Nature 179, 1078 (1957). Synthesis: Ashworth et al., J. Chem. Soc. 1958, 950.

Properties

Short needles from ether + light petr, dec 179-180°. Darkens and turns black within 2 hrs on exposure to sunlight. Sol in the usual organic solvents except hexane; dissolves slowly in sodium carbonate soln; practically insol in water and dil acids.

Status

This monograph has been retired and is no longer subject to revision or update.