13,13-dibutyl-10,16-bis(3,4,5-trifluorophenyl)-13-azapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2,4,6,8,10,16,18,20,22-decaen-13-ium bromide

• ChemBase ID: 140351
• Molecular Formular: C42H36BrF6N
• Molecular Mass: 748.6363592
• Monoisotopic Mass: 747.19353148
• SMILES: CCCC[N+]1(Cc2c(cc3ccccc3c2c2c3ccccc3cc(c2C1)c1cc(c(c(c1)F)F)F)c1cc(c(c(c1)F)F)F)CCCC.[Br-]
• Canonical SMILES: CCCC[N+]1(CCCC)Cc2c(cc3c(c2c2c(C1)c(cc1c2cccc1)c1cc(F)c(c(c1)F)F)cccc3)c1cc(F)c(c(c1)F)F.[Br-]
• InChI: 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
• InChIKey: LOMUZNOWQYZTRP-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 13,13-dibutyl-10,16-bis(3,4,5-trifluorophenyl)-13-azapentacyclo[13.8.0.0^2,^1^1.0^3,^8.0^1^8,^2^3]tricosa-1(15),2,4,6,8,10,16,18,20,22-decaen-13-ium bromide
• IUPAC Traditional name: 13,13-dibutyl-10,16-bis(3,4,5-trifluorophenyl)-13-azapentacyclo[13.8.0.0^2,^1^1.0^3,^8.0^1^8,^2^3]tricosa-1(15),2,4,6,8,10,16,18,20,22-decaen-13-ium bromide
• Synonyms: (11bS)-(+)-4,4-Dibutyl-4,5-dihydro-2,6-bis(3,4,5-trifluorophenyl)-3H-dinaphth[2,1-c:1′,2′-e]azepinium bromide; (11bR)-(-)-4,4-Dibutyl-4,5-dihydro-2,6-bis(3,4,5-trifluorophenyl)-3H-dinaphth[2,1-c:1′,2′-e]azepinium bromide; (11bS)-(+)-4,4-二丁基-4,5-二氢-2,6-双(3,4,5-三氟苯基)-3H-二萘[2,1-c:1′,2′-e]氮杂卓溴化物; (11bR)-(-)-4,4-二丁基-4,5-二氢-2,6-双(3,4,5-三氟苯基)-3H-二萘[2,1-c:1′,2′-e]氮杂卓溴化物

Database IDs

• CAS Number: 887938-70-7; 851942-89-7
• MDL Number: MFCD09264271
• PubChem SID: 162234595; 24885352
• PubChem CID: 11445600

CALCULATED PROPERTIES

• Acid pKa: 16.44495
• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 7.9281726
• LogD (pH = 7.4): 7.9281726
• Log P: 7.9281726
• Molar Refractivity: 196.4235 cm^3
• Polarizability: 75.219444 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 223-228 °C; 224-229 °C

Product Information

• Empirical Formula (Hill Notation): C42H36BrF6N

DETAILS

Sigma Aldrich - 687596

Application
Potent phase transfer organocatalyst for asymmetric α-alkylation of glycine derivatives at extremely low loadings.1
Packaging
50 mg in glass bottle
Legal Information
Product of Nagase & Co. Ltd.
Protocols & Applications
Asymmetric Phase Transfer Catalysis using the Maruoka Catalysts

Sigma Aldrich - 677086

Packaging
50 mg in glass bottle
Legal Information
Product of Nagase & Co. Ltd
Protocols & Applications
Asymmetric Phase Transfer Catalysis using the Maruoka Catalysts