contained some a-pinene and the tails contained A3-carene. A heart cut (22%) had the following properties: b760, 165-166"; d:4, 0.8609; n ' : . ' , 1.4772; [a]"D4, -16.2". I-p-Pinene was identified in this fraction by preparation of nopinic acid melting a t 126". No depression in melting point occurred upon admixture with authentic nopinic acid.Fraction 7 was a mixture of 8-pinene and A3carene. Fraction 8 was mainly A3-carene. The nitrosate of Fraction 8 was prepared and after 3 recrystallizations melted a t 144.5'. A mixed melting point determination with authentic d-A3-carene nitrosate showed no depression. The optical rotation of Fractions 11 and 12 were negative, apparently due to the presence of E-limonene, but A3-carene nitrosate was prepared from fraction 12.Fraction 13 was redistilled over sodium in a Claisen flask yielding a heart cut with the properties 1.4785. Preparation of a tetrabromide was attempted but no crystalline derivative was obtained.Fractions 18 and 19 contained an unidentified sesquiterpene. On attempting to prepare a hydrochloride from fraction 19, no solid derivative was obtained.From 2 ml. of fraction 21. one Gm. of a crude b760, 174-177"; [a]":, -58.2'; d i a " , 0.8465; n ' : , hydrochloride was obtained treatment with dry -HCl gas in ether solution. After two recrystallizations from glacial acetic acid the crystals melted a t 59" and showed no depression on admixture with longifolene hydrochloride derived from P. pcnderosa of the Black Hills. It is estimated that about 4% of the original turpentine is d-longifolene. To sum up, the gum turpentine from P. ponderosa from McNary, Ariz., contains approximately: 34% d-and dl-a-pinene; 14% 1-p-pinene; 31% d-A3-careue; 4% 1-limonene (suspected but not identified) ; 4% d-longifolene and 4-5% unidentified sesquiterpene. inus chihuahuana Engelmann is essentially a pMexican pine . It is known under the name of Pino prieto, P. saguaco, or P. chamonque and i t occurs as far south as the states of Nayarit, Zacatecas, and the northern part of Jalisco. It grows chiefly in the states of Durango, Chihuahua, and Sonora. I n the United States i t occurs in southeastern Arizona and southwestern New Mexico. Botanically it is related to P i n u s leiophylla and P. lumholtzii (8). From its discovery in 1848, for over 60 years, Chihuahua pine was considered as a valid species (9); in 1909 Shaw (8) designated i t as a variety of P. Liophylla. Martinez (5) is of the opinion t h a t P. chihuahu-* Received December 23 1953 from the Iustitute of Forest Genetics, California Forest and 'Range Experiment Station, maintained by the Forest Service, U S Divartmrnt of Agriculture, in cooperation with the University of California, Berkeley. grant from the Rockefeller Foundation. The work reported in this paper was aided through a ana deserves a specific rank. Analysis of turpentine of P. chihuahuana reported in this paper seems t o substantiate Sudworth's and Martinez's contention : while the turpentine obtained by Mirov ( 6 ) from P. leiophylla (in Michoacan) consisted ...
