1-[(8S,9S)-12-acetyl-4,13-dimethyl-8,9-bis(2,4,6-trimethylphenyl)-1,3-dioxa-7,10-diaza-2-cobaltacyclotrideca-4,6,10,12-tetraen-5-yl]ethan-1-one

• ChemBase ID: 143063
• Molecular Formular: C32H38CoN2O4
• Molecular Mass: 573.58832
• Monoisotopic Mass: 573.21635271
• SMILES: Cc1cc(c(c(c1)C)[C@H]1/N=C\C(=C(/O[Co]O/C(=C(\C=N\[C@H]1c1c(cc(cc1C)C)C)/C(=O)C)/C)\C)\C(=O)C)C
• Canonical SMILES: Cc1cc(C)c(c(c1)C)[C@@H]1/N=C/C(=C(/C)\O[Co]O/C(=C(\C=N/[C@@H]1c1c(C)cc(cc1C)C)/C(=O)C)/C)/C(=O)C
• InChI: InChI=1S/C32H40N2O4.Co/c1-17-11-19(3)29(20(4)12-17)31(33-15-27(23(7)35)24(8)36)32(34-16-28(25(9)37)26(10)38)30-21(5)13-18(2)14-22(30)6;/h11-16,31-32,35,37H,1-10H3;/q;+2/p-2/t31-,32-;/m0./s1
• InChIKey: PHCQQLMRNZRDJA-UEMXOEKYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(8S,9S)-12-acetyl-4,13-dimethyl-8,9-bis(2,4,6-trimethylphenyl)-1,3-dioxa-7,10-diaza-2-cobaltacyclotrideca-4,6,10,12-tetraen-5-yl]ethan-1-one
• IUPAC Traditional name: 1-[(8S,9S)-12-acetyl-4,13-dimethyl-8,9-bis(2,4,6-trimethylphenyl)-1,3-dioxa-7,10-diaza-2-cobaltacyclotrideca-4,6,10,12-tetraen-5-yl]ethanone
• Synonyms: (S,S)-AMAC; (1S,2S)-N,N′-Bis(2-acetyl-3-oxo-2-butenylidene)-1,2-dimesitylethylenediaminato cobalt(II); (1S,2S)-N,N′-双(2-乙酰-3-氧代-2-亚丁烯基)-1,2-二均三甲苯基乙二胺合钴(II)

Database IDs

• CAS Number: 259259-80-8
• MDL Number: MFCD06797062
• PubChem SID: 162237286
• PubChem CID: 11284567

CALCULATED PROPERTIES

• Acid pKa: 18.646933
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 5.644822
• LogD (pH = 7.4): 5.654673
• Log P: 5.6548
• Molar Refractivity: 155.899 cm^3
• Polarizability: 61.11089 Å^3
• Polar Surface Area: 77.32 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 242-246 °C
• Optical Rotation: [α]/D -309°, c = 0.1 in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Empirical Formula (Hill Notation): C32H38CoN2O4

DETAILS

Sigma Aldrich - 708844

Packaging
100, 500 mg in glass bottle
Application
Catalyst for:
• Stereoselective preparation of benzylic alcohols via oxidative kinetic resolution of secondary benzylic alcohols with oxygen in presence of alkene1
• Enantioselective borohydride reduction2
• Preparation of β-nitro alcohols from aldehydes and nitroalkanes by stereoselective Henry reaction in presence of amine bases3
• Preparation of optically pure diarylpropanediols via reduction of the corresponding diketones4