482846
(S,S)-(-)-1,2-二(1-萘基)-1,2-乙二醇
98%
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关于此项目
线性分子式:
[C10H7CH(OH)-]2
化学文摘社编号:
分子量:
314.38
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
Assay:
98%
产品名称
(S,S)-(-)-1,2-二(1-萘基)-1,2-乙二醇, 98%
InChI
1S/C22H18O2/c23-21(19-13-5-9-15-7-1-3-11-17(15)19)22(24)20-14-6-10-16-8-2-4-12-18(16)20/h1-14,21-24H/t21-,22-/m0/s1
SMILES string
O[C@H]([C@@H](O)c1cccc2ccccc12)c3cccc4ccccc34
InChI key
MNRCSHSTIWDUPJ-VXKWHMMOSA-N
assay
98%
optical activity
[α]23/D −25°, c = 1 in chloroform
mp
149-151 °C (lit.)
Application
(S, S)-(-)-1,2-Di(1-naphthyl)-1,2-ethanediol can be used as:
- A ligand in the asymmetric sulfoxidation of dihydrothienopyrimidine.
- A reactant for the preparation of (2S,2′S)-[(1S,2S)-1,2-bis(naphthalen-1-yl)ethane-1,2-diyl] bis[2-(dimethylamino)propanoate], a chiral bisester ligand via condensation reaction with N,N-dimethylamino acid using aldol-Tishchenko condensation catalyst.
- A reactant to synthesize diol-SnCl4 chiral Bronsted acid complex, which is employed as a catalyst in the allylboration of aldehydes.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Synthesis of Yb Complexes with Amino-Acid-Armed Ligands for Direct Asymmetric Tandem Aldol Reduction Reactions
Stodulski M, et al.
European Journal of Organic Chemistry, 2008(33), 5553-5562 (2008)
Asymmetric Oxidation of a Dihydrothienopyrimidine
Rodriguez S, et al.
Organic Process Research & Development, 21(3), 444-447 (2017)
Catalytic Enantioselective and Catalyst-Controlled Diastereofacial-Selective Additions of Allyl-and Crotylboronates to Aldehydes Using Chiral Bronsted Acids
Rauniyar V and Hall DG
Angewandte Chemie (International Edition in English), 45(15), 2426-2428 (2006)
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