. Author manuscript; available in PMC: 2020 Oct 15.

Published in final edited form as: Cryst Growth Des. 2019;19(9):https://doi.org/10.1021/acs.cgd.9b00182.

Table 1.

TTF-CAH₂ Mechanochemical Product Polymorphs for Various Liquids Used in LAG Mechanochemical Synthesis (η = 2 µL/mg), and Their Dielectric Constants (ε_r)

liquid	LAG reactions (2 µL/mg)^a	ε_r
water	I	78.30
DMSO	I^b	47.6
DMF	I	36.7
MeCN	II	36.2
MeOH	I and II	32
EtOH	I and II	24
acetone	II	20.7
isopropanol	I and II	18.3
1-butanol	I and II	17.8
ethyl acetate	II	6.02
chloroform	II	4.7
toluene	II	2.4
hexane	II	1.9
heptane	II	1.92
neat	II

Calculated as the total volume of solvent added during reaction in a mortar and pestle (the solvent is able to evaporate), for a total grinding time of 30 min. Additional details are in Table SI (Supporting Information).

Only for DMSO, η = 0.2 µL/mg.