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Merck
CN

644145

(1S,2R)-1-[(3,5-Di-tert-butyl-2-hydroxybenzylidene)amino]-2-indanol

97%

Synonym(s):

(1S,2R)-1-((2-Hydroxy-3,5-di-tert-butylbenzylidene)amino)indan-2-ol

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About This Item

Empirical Formula (Hill Notation):
C24H31NO2
CAS Number:
212378-89-7
Molecular Weight:
365.51
UNSPSC Code:
12352116
PubChem Substance ID:
24883318
MDL number:
MFCD07369724

Key Documents

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InChI

1S/C24H31NO2/c1-23(2,3)17-11-16(22(27)19(13-17)24(4,5)6)14-25-21-18-10-8-7-9-15(18)12-20(21)26/h7-11,13-14,20-21,26-27H,12H2,1-6H3/b25-14+/t20-,21+/m1/s1

SMILES string

CC(C)(C)c1cc(\C=N\[C@@H]2[C@H](O)Cc3ccccc23)c(O)c(c1)C(C)(C)C

InChI key

MMNHXVSQIRTBOZ-FOYRYCBESA-N

assay

97%

form

solid

mp

128-131 °C

functional group

hydroxyl, imine

Application

(1S,2R)-1-[(3,5-Di-tert-butyl-2-hydroxybenzylidene)amino]-2-indanol can be used as a ligand to prepare Schiff-base chromium(III) complex, which is used as a catalyst in the synthesis of:
  • Poly(cyclohexene carbonate) by coupling of CO2 and cyclohexene oxide.
  • β-hydroxyenol ethers by asymmetric hetero-ene reaction between aryl aldehydes and 2-methoxypropene.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
12306TC

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Rebecca T Ruck et al.
Journal of the American Chemical Society, 124(12), 2882-2883 (2002-03-21)
Tridentate Schiff base chromium(III) complex 1 catalyzes the asymmetric hetero-ene reaction between aryl aldehydes and either 2-methoxypropene or 2-trimethylsilyloxypropene to provide a series of beta-hydroxyenol ether products in high yields and enantioselectivities. X-ray crystallographic analysis of a closely related chromium
COPOLYMERIZATION OF CO2 AND EPOXIDES CATALYZED BY A SCHIFF-BASE CHROMIUM(III) COMPLEX (2019)
Pellotier, B. et al.
Synlett, 1055-1055 (2002)

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