1921.) Recent Advances in Stereochemistry. 223 
(M)a20” (M)alo0e 
see el m-toluate 240°0 234°7 
p-toluate Sr 246-4 237°2 
‘ o- methoxybenzoate 148°2 164°7 
ral m-—methoxybenzoate ne 247°6 242°7 
2 p-methoxy benzoate of 250-7 238°6 
Y o-ethoxy benzoate fe Eee 157°3 
<——_— > <——> Fr 
a omen tke ig 244-0° 237°4° 
‘ p-ethoxy benzoate oe ens 238:3 
5 o- -propoxybenzoate HE 170°4 180°1 
i m—propoxybenzoate sé 240-6 23571 
> p-propoxy benzoate ve 2501 
o-isopropoxy benzoate ne 168°8 175°7 
— —— ——— —— <> 
p-isopropoxybenzoate ae 246°! 233°3 
: o-isoamyloxy benzoate oe 186°8 1962 
<_———— > <> 
m-isoamyloxybenzoate .. 249°6 237°6 
: p-isoamyloxy benzoate ‘us 247°6 233°8 
o-allyloxybenzoate 24 4s 174°9 
es p-allyloxy benzoate ie 251°8 236°9 
: o—benzyloxy benzoate = 172°3 162°8 
p-benzyloxybenzo ie 255°1 238°9 
a o-di eee eaenbile o 100°9 
ee arog 
+5 p—dimethylaminobenzoate . . 
(N.B. arrow <—-——-> 1 s placed in the position 
which the benzoate should occupy pict to Frankland’s 
rule, and the arrow <————> in the position which experi- 
oe it is found to occupy.) 
Thus not once in these nine cases is Frankland’s -rule 
violated et is lower temperature, whilst at the higher tem- 
perature the para is cacy out of order with regard to the 
meta on several occasio 
He, however, srasth tee this address, other observations 
of Cohen which do not support his rule : 
Menthyl esters of ie. one. 
benzoic acid. Menthylbenzoate (M)q 
SS ti ogee ens nln Cn 
es i Fl cl Br I NO, 
o fe ae ee ee ee 
aan ae 237 239 237 251 
P 239 237 239 237 237°5 
o<m<B=p; o<m=p<B; ocm=B=p; o=m=p<B; p< B<m<o. 
Menthy] esters of benzoic acid. Menthylbenzoate (M),'°? —233°. 
— 
ener 
FI I 0, 
0 we a i ee — 236 370° 
mt ar a oon aS — 933°5° — 250 
P : oo. ae — 224 — 230 
o<m<B<p; p<B<m<o; p<Becm<o 
