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687596

Sigma-Aldrich

(11bR)-(–)-4,4-Dibutyl-4,5-dihydro-2,6-bis(3,4,5-trifluorophenyl)-3H-dinaphth[2,1-c:1′,2′-e]azepinium bromide

Nagase purity

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About This Item

Empirical Formula (Hill Notation):
C42H36BrF6N
CAS Number:
887938-70-7
Molecular Weight:
748.64
MDL number:
MFCD09264271
UNSPSC Code:
12352005
PubChem Substance ID:
329761140
NACRES:
NA.22

Quality Level

100

form

solid

mp

223-228 °C

functional group

fluoro

SMILES string

CCCC[N+]1(CCCC)Cc2c(cc3ccccc3c2-c4c(C1)c(cc5ccccc45)-c6cc(F)c(F)c(F)c6)-c7cc(F)c(F)c(F)c7

InChI

1S/C42H36F6N.BrH/c1-3-5-15-49(16-6-4-2)23-33-31(27-19-35(43)41(47)36(44)20-27)17-25-11-7-9-13-29(25)39(33)40-30-14-10-8-12-26(30)18-32(34(40)24-49)28-21-37(45)42(48)38(46)22-28;/h7-14,17-22H,3-6,15-16,23-24H2,1-2H3;1H/q+1;/p-1

InChI key

LOMUZNOWQYZTRP-UHFFFAOYSA-M

Application

Potent phase transfer organocatalyst for asymmetric α-alkylation of glycine derivatives at extremely low loadings.

Features and Benefits

Maruoka phase-transfer catalysts are:
  • Operationally straightforward
  • Environmentally friendly
  • Relatively mild reaction conditions
  • Reactions conducted in aqueous media
  • Low catalyst loading

Legal Information

Product of Nagase & Co. Ltd.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ6361
MKCJ4596
MKCF6019
MKBW6099V
MKBT6276V

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Organocatalysis
Aldrich Chemfiles, 7(9), 19-19 (2007)
Kitamura, M. et al.
Tetrahedron Asymmetry, 17, 603-603 (2006)

Articles

Maruoka Catalysts

Asymmetric phase transfer catalysis using the Maruoka catalysts has proven to be an ideal method for the enantioselective preparation of natural and unnatural α-alkyl and α,α-dialkyl-α-amino acids from glycine derivati

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