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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

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
MKCS6763
MKCQ6361
MKCJ4596
MKCF6019
MKBW6099V

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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

Maruoka catalysts enable enantioselective preparation of α-amino acids from glycine derivatives via asymmetric phase transfer catalysis.

Maruoka Catalysts

Maruoka catalysts enable enantioselective preparation of α-amino acids from glycine derivatives via asymmetric phase transfer catalysis.

Maruoka Catalysts

Maruoka catalysts enable enantioselective preparation of α-amino acids from glycine derivatives via asymmetric phase transfer catalysis.

Maruoka Catalysts

Maruoka catalysts enable enantioselective preparation of α-amino acids from glycine derivatives via asymmetric phase transfer catalysis.

Related Content

Maruoka Group – Professor Product Portal

Professor Keiji Maruoka and co-workers have developed a series of designer chiral phase-transfer catalysts that are useful for various asymmetric transformations including asymmetric alkylation, aldol reaction, Mannich reaction, conjugate addition, epoxidation, and Strecker reaction.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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