290 



APPENDIX 



tion of sodium phenylacetate in pre- 

 sence of sodium chlorate see Moest/s 

 Germ. Pat. 138443 of 1902; Journ. 

 Ch. Soc. 84, I, 546. 



[E, p. 209.] Cinnamic acid yields 

 benzoic aldehyde (with glyoxylic acid) 

 when oxidised by ozone (Harries, Ber. 

 3Q, 1933). 



The phenyl-ct/3-dibrompropionic acid 

 or ester obtained by the combination of 

 cinnamic acid or ester with bromine 

 (see p. 209), on treatment with hot 

 alcoholic potash, gives two isomeric 

 a-bromcinnamic acids or esters (Glaser, 

 Ann. 143, 325 ; Sudborough and 

 Thompson, Trans. Ch. Soc. 83, 666). 

 Both these, which are stereo-isomerides, 

 yield benzoic aldehyde on oxidation by 

 potassium permanganate (Erlenmeyer, 

 Ber. 23, 2130). 



[L, p. 211.] Benzyl alcohol gives 

 benzoic aldehyde and hydrogen when 

 the vapour is passed over reduced 

 copper heated to 300 (Sabatier and 

 Senderens, Comp. Rend. 136, 983). 



[N, p. 211.] From formic and cin- 

 namic aldehydes [91; 123], a mixture 

 of these aldehydes giving benzoic alde- 

 hyde when allowed to stand in contact 

 with lime or baryta and water at 30-50 

 for 1-2 days (Van Marie and Tollens, 

 Ber. 36, 1347). 



119. Paraliydroxy benzoic 

 Aldehyde (p. 215). 



To be added to synthetical pro- 

 cesses : 



[A, p. 215.] The condensation of 

 phenol with hydrogen cyanide by 

 means of hydrogen chloride may take 

 place without the use of aluminium or 

 zinc chloride (Farb. vorm. F. Bayer 

 & Co., Germ. Pat. 106508 of 1898; 

 Ch. Centr. 1900, 1, 742). 



[B and E, p. 216.] p-Nitrobenzoic 

 aldehyde is best reduced to the amino- 

 aldehyde by acid sodium sulphite (Cohn 

 and Springer, Monats. 24, 87). 



[G, p. 219.] Parahydroxybenzoic acid 

 [Vol. II] when heated with chloroform 

 in presence of alkali gives parahydroxy- 

 benzoic aldehyde (Reimer and Tiemann, 

 Ber. 9, 1268). 



12O. Anisic Aldehyde (p. 218). 



To be added to synthetical pro- 

 cesses : 



[B, p. 2 1 8.] Or from anisole and 

 formic ester [Vol. II] through p-brom- 

 anisole and p-methoxyphenyl magne- 

 sium bromide, the latter interacting 

 with formic ester in ethereal solution 

 to form anisic aldehyde (Gattermann 

 and Maffezzoli, Ber. 36, 4153). 



127. Carvone (p. 226). 



The formula given in the text is 

 erroneous. The relationship of this 

 compound to limonene (see under 9 ; 

 E, p. 38) indicates for carvone the 

 formula : 



CH 3 



HC 



HC* C< . P*TT 

 3 Vy . \j . O1 2 



For literature relating to constitution 

 see Wagner, Ber. 27, 1653; 2270; 

 Wallach, Ber. 28, 1773; Tiemann and 

 Semmler, Ibid. 1778. 



128. Fulegone (p. 226). 



The ethereal oil, ' marjolaine,' of 

 Calamintha nepeta contains pulegone 

 (Genvresse and Chablay, Comp. Rend. 

 136, 387). The botanical source is 

 erroneously given as Origanum majorana 

 on p. 226. 



129. Menthone (p. 227). 



The variation in the composition of 

 peppermint oil from Mentha piperita 

 containing menthone, according to con- 

 ditions of climate, mode of cultiva- 

 tion, &c., has been studied by Ch^,rabot 

 and Hebert (Ann. Agronom. 28, 595)- 



To be added to synthetical pro- 

 cesses : 



[A, p. 227.] For details of method 

 of oxidising menthol to menthone by 

 potassium dichromate and sulphuric 

 acid see further Flatau and Labbe, 

 Bull. Soc. [3] 19, 788. 



