assay
99%
form
solid
optical activity
[α]20/D +280°, c = 1 in ethyl acetate
mp
200 °C (dec.) (lit.)
functional group
ether, hydroxyl, ketal
SMILES string
CC1(C)O[C@@H]([C@H](O1)C(O)(c2cccc3ccccc23)c4cccc5ccccc45)C(O)(c6cccc7ccccc67)c8cccc9ccccc89
InChI
1S/C47H38O4/c1-45(2)50-43(46(48,39-27-11-19-31-15-3-7-23-35(31)39)40-28-12-20-32-16-4-8-24-36(32)40)44(51-45)47(49,41-29-13-21-33-17-5-9-25-37(33)41)42-30-14-22-34-18-6-10-26-38(34)42/h3-30,43-44,48-49H,1-2H3/t43-,44-/m0/s1
InChI key
WTZVNZRNIOJACO-CXNSMIOJSA-N
Application
(4S-trans)-2,2-Dimethyl-α,α,α′,α′-tetra(1-naphthyl)-1,3-dioxolane-4,5-dimethanol, also known as TADDOL, is a chiral auxiliary that can be used:
- For the highly enantioselective addition of primary alkyl Grignards to ketones.
- As an organocatalyst for the activation of carbonyl functionality in vinylogous addition reaction of an aldehyde.
- As a chiral dopant in the preparation of cholesteric liquid crystal (CLC) having an aggregation-induced-emission dye.
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)