12-06126. Methylconiine [Archived]

Nomenclature

CAS number: 553-75-3
1-Methyl-2-propylpiperidine.
C9H19N; mol wt 141.25.
C 76.53%, H 13.56%, N 9.92%.

Description and references

The d-form is stated to occur in hemlock in small quantities. The l-form can be isolated from residues left in the prepn of coniine by crystn of the hydrobromides. Isoln: Ahrens, Ber. 35, 1330 (1902); Hess, Eichel, ibid. 50, 1386 (1917). Prepns: Leonard, Barthel, J. Am. Chem. Soc. 71, 3098 (1949); Gaumeton, Glacet, Bull. Soc. Chim. Fr. 1959, 1501; Lukes, Cerny, Collect. Czech. Chem. Commun. 24, 1287 (1959); Cervinka, ibid. 26, 673 (1961).

Chemical structure

Derivative

dl-Form.

Properties

bp10.5 56.6°.

Derivative

d-Form.

Properties

Oily liq, bp 173-174°. d24 0.8318. [α]D24 +81°. nD13 1.4538. Slightly sol in cold water; sol in organic solvents.

Derivative

l-Form.

Properties

[α]D24 -84°. Has essentially the same characteristics as the d-form.

Status

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