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Merck
CN

395242

Sigma-Aldrich

(4S-反)-2,2-二甲基-α,α,α′,α′-四(1-萘基)-1,3-二氧戊环-4,5-二甲醇

99%

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About This Item

经验公式(希尔记法):
C47H38O4
CAS Number:
分子量:
666.80
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22

方案

99%

表单

solid

旋光性

[α]20/D +280°, c = 1 in ethyl acetate

mp

200 °C (dec.) (lit.)

官能团

ether
hydroxyl
ketal

SMILES字符串

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

应用

(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.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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