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474592

Sigma-Aldrich

(R,R)-(−)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminocobalt(II)

Synonym(s):

(R,R)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminatocobalt(II), (R,R)-Co(salen), (R,R)-Jacobsen HKR catalyst

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About This Item

Linear Formula:
[[[(CH3)3C]2C6H2-2-(O-)CH=N]2C6H10]Co
CAS Number:
176763-62-5
Molecular Weight:
603.74
MDL number:
MFCD01631277
UNSPSC Code:
12352001
PubChem Substance ID:
24871023
NACRES:
NA.22

mp

>350 °C (lit.)

SMILES string

CC(C)(C)c1cc2C=[N@H]3[C@@H]4CCCC[C@H]4[N@@H]5=Cc6cc(cc(c6O[Co]35Oc2c(c1)C(C)(C)C)C(C)(C)C)C(C)(C)C

InChI

1S/C36H54N2O2.Co/c1-33(2,3)25-17-23(31(39)27(19-25)35(7,8)9)21-37-29-15-13-14-16-30(29)38-22-24-18-26(34(4,5)6)20-28(32(24)40)36(10,11)12;/h17-22,29-30,39-40H,13-16H2,1-12H3;/q;+2/p-2/b37-21+,38-22+;/t29-,30-;/m1./s1

InChI key

ZFWPDJKMASHRPT-CITKKJEGSA-L

Application

Catalyst for the hydrolytic kinetic resolution of terminal epoxides and the enantioselective ring opening of meso epoxides.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H317,H372,H412

Hazard Classifications

Aquatic Chronic 3 - Skin Sens. 1A - STOT RE 1

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Jacobsen, E.N. et al.
Tetrahedron Letters, 38, 773-773 (1997)
M Tokunaga et al.
Science (New York, N.Y.), 277(5328), 936-938 (1997-08-15)
Epoxides are versatile building blocks for organic synthesis. However, terminal epoxides are arguably the most important subclass of these compounds, and no general and practical method exists for their production in enantiomerically pure form. Terminal epoxides are available very inexpensively

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