282 



APPENDIX 



28. Normal Primary Octyl 

 Alcohol (p. 84). 



To be added to synthetical pro- 

 cesses : 



[C, p. 84.] From n-ocloic acid [Vol. 

 II], the methyl ester of which gives 

 n-octyl alcohol on reduction with 

 sodium in alcoholic solution (Bouveault 

 and Blanc, Comp. Rend. 136, 1676). 



29. Secondary Noiiyl Alcohol 

 = Methyl-n-heptyl Carbinol (p. 85). 



For further details concerning 1 the 

 production of this alcohol by the reduc- 

 tion of the ketone see Thorns and 

 Mannich, Ber. 36, 2544. 



3O. Secondary Hendecatyl Alcohol 

 = Methyl-n-nonyl Carbinol (p. 85). 



See further Thorns and Mannich as 

 above for the production of this alcohol 

 from the ketone. 



35. Dimethylheptenol (p. 86). 



[B, p. 86.] Barbier's synthesis of this 

 alcohol from methylheptenone and 

 magnesium methiodide has been re- 

 peated by Harries and Weil (Ber. 37, 



845). 



36. Geraniol (p. 87). 



Further observations on the occur- 

 rence of geraniol and geranyl acetate in 

 neroli oil are given by Hesse and Zeit- 

 schel (Journ. pr. Ch. [2] 66, 481 : 

 compare Walbaum and Hiithig, Ibid. 

 67, 315), in lavender oil by Schimmel 

 & Co. (Sch. Ber. April, 1903; Ch. 

 Centr. 1903, 1, 1086). Geranyl capro- 

 ate is also present in this last oil (Ibid.). 

 The presence of geraniol and geranyl 

 acetate in petit-grain oil from Para- 

 guay is confirmed by Walbaum and 

 Hiithig (loc. cit.}. The influence of 

 season, temperature, &c., upon the com- 

 position of petit-grain oil has been 

 studied by Jeancard and Satie (Bull. 

 Soc. [3] 29, 1088). 



CH 2 .CH 2 .OH 



37. Linalobl (p. 88). 



The quantity of linalyl acetate in 

 neroli has been estimated by Hesse and 

 Zeitschel (Journ. pr. Ch. [2] 66, 481). 

 The presence of 1-linalool and its ester 

 in this oil and in petit-grain oil from 

 Paraguay is recorded also by Walbaum 

 and Hiithig (Ibid. 67, 315). Linalool 

 has been found in the oil from the 

 bark of Cinnamomum pedatinermum from 

 Fiji (Goulding, Trans. Ch. Soc. 83, 

 1099). 



38. Citronellol (p. 89). 



d-Citronellol is the alcohol corre- 

 sponding to d-citronellal (p. 192), and 

 its formula is accordingly : 



CH 2 :C(CH 3 )[CH 2 ] 3 .CH(CH 3 ). 

 CH 2 .CH 



2 : 6-Dimethyl-i-octenol-8. 



For occurrence in Reunion geranium 

 oil see further Tiemann and Schmidt, 

 Ber. 30, 36. 



The formula given on p. 89 is that 

 of the 1-alcohol contained in the plant 

 oils there referred to, and is the c rho- 

 dinol ' of Barbier and Bouveault. Since 

 1-citronellol and d-citronellol are now 

 proved to be structurally isomeric the 

 former name is inappropriate. 



NOTE : The synthetical process A on p. 89 

 gives d-citronellol and not rhodinol. d-Eho- 

 dinol may be contained in pelargonium oil 

 (Monnet and Barbier, Comp. Rend. 117, 1092 ; 

 Barbier and Bouveault, Ibid. 122, 530 ; 673 ; 

 Bouveault, Bull. Soc. [3] 23, 458 ; 465). 



39. Terpineol = l-Methyl-4-metho- 

 ethylol-^-cyclohexene-l (p. 90). 



d-Terpineol is contained in neroli oil 

 and in the oil mixed with the aqueous 

 distillate from orange flowers (Hesse 

 and Zeitschel, Journ. pr. Ch. [2] 66, 

 497 : for occurrence in neroli oil and in 

 petit-grain oil from Paraguay see also 

 Walbaum and Hiithig, Ibid. 67, 315). 

 1-Terpineol is present in distilled oil of 

 limes (Burgess and Page, Trans. Ch. 

 Soc. 85, 414). 



