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Merck
모든 사진(1)

문서

395242

Sigma-Aldrich

(4S-trans)-2,2-Dimethyl-α,α,α′,α′-tetra(1-naphthyl)-1,3-dioxolane-4,5-dimethanol

99%

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모든 사진(1)

About This Item

실험식(Hill 표기법):
C47H38O4
CAS Number:
171086-52-5
Molecular Weight:
666.80
UNSPSC 코드:
12352005
PubChem Substance ID:
24864650
NACRES:
NA.22

분석

99%

형태

solid

광학 활성

[α]20/D +280°, c = 1 in ethyl acetate

mp

200 °C (dec.) (lit.)

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

애플리케이션

(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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)

시험 성적서(COA)

제품의 로트/배치 번호를 입력하여 시험 성적서(COA)을 검색하십시오. 로트 및 배치 번호는 제품 라벨에 있는 ‘로트’ 또는 ‘배치’라는 용어 뒤에서 찾을 수 있습니다.

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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

Lasing properties of a cholesteric liquid crystal containing aggregation-induced-emission material
Wang N, et al.
Optics Express, 23(26), 33938-33946 (2015)
Enantiomerically Pure Tertiary Alcohols by TADDOL-Assisted Additions to Ketones or How to Make a Grignard Reagent Enantioselective
Weber B and Seebach D
Angewandte Chemie (International Edition in English), 31(1), 84-86 (1992)
[(2,2-Dimethyl-4-Methylene-4H-1,3-Dioxin-6-yl)Oxy]Trimethylsilane
Villano R, et al.
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2008)
Angewandte Chemie (International Edition in English), 31, 84-84 (1992)

문서

TADDOL

TADDOL chiral auxiliaries find diverse applications in asymmetric synthesis, catalysis, and polymerization.

Chiral Diols

TADDOLs demonstrate versatility in metal-catalyzed asymmetric reactions and as Brønsted acid organocatalysts in hetero-Diels–Alder reactions.

자사의 과학자팀은 생명 과학, 재료 과학, 화학 합성, 크로마토그래피, 분석 및 기타 많은 영역을 포함한 모든 과학 분야에 경험이 있습니다..

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