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708550

Sigma-Aldrich

(1R,2R)-N,N′-Bis(2-acetyl-3-oxo-2-butenylidene)-1,2-dimesitylethylenediaminato cobalt(II)

≥97%

Synonym(s):

(R,R)-AMAC

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About This Item

Empirical Formula (Hill Notation):
C32H38CoN2O4
CAS Number:
Molecular Weight:
573.59
MDL number:
UNSPSC Code:
12352000
PubChem Substance ID:
NACRES:
NA.22

Assay

≥97%

form

solid

optical activity

[α]/D 291°, c = 0.1 in chloroform

mp

246-250 °C

SMILES string

CC(=O)C1=C(C)O[Co]OC(C)=C(\C=N\[C@@H]([C@H](\N=C\1)c2c(C)cc(C)cc2C)c3c(C)cc(C)cc3C)C(C)=O

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/b27-23+,28-25+,33-15+,34-16+;/t31-,32-;/m1./s1

InChI key

PHCQQLMRNZRDJA-ZQBGJXBSSA-L

Application

  • Schiff base-cobalt complex catalyst for asymmetric borohydride reduction of carbonyl compounds

Catalyst for:
  • Enantioselective borohydride reduction
  • Stereoselective preparation of aryl alcohols via asymmetric reduction of aryl ketones with borohydride
  • Stereoselective borohydride reduction of diketones to diols
  • Stereoselective preparation of optically active deuterated primary alcohols via enantioselective borodeuteride reduction of aldehydes
  • Stereoselective preparation of β-hydroxy esters via dynamic kinetic resolution of alkylketo esters with enantioselective borohydride reduction
  • Chemoselective, diastereoselective, and enantioselective borohydride reduction of 1,3-diketones
  • Asymmetric synthesis of diarylhydroxypropanones by stereoselective reduction of alkyldiaryldiketones
Catalyst used for the enantioselective reduction of ketones, hetero Diels-Alder reaction, carbonylene reaction, 1,3-dipolar cycloaddition

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PRTR

Class I Designated Chemical Substances

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

708550-BULK:
708550-100MG:4548173924052
708550-VAR:
708550-500MG:4548173924069


Certificates of Analysis (COA)

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Yamada, T.
Synthesis, 10, 1628-1628 (2008)

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