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404411

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

Name: (R,R)-(−)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine
Brand: ALDRICH

98%

Synonym(s):

(R,R)-Jacobsen’s ligand

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About This Item

Linear Formula:

[[(CH₃)₃C]₂C₆H₂-2-(OH)CH=N]₂C₆H₁₀

CAS Number:

135616-40-9

Molecular Weight:

546.83

Beilstein/REAXYS Number:

5464823

MDL number:

MFCD00191800

UNSPSC Code:

12352116

PubChem Substance ID:

24865244

NACRES:

NA.22

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404446

(R,R)-(−)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride

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(S,S)-(+)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine

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N,N′-Bis(salicylidene)ethylenediamine

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404454

(S,S)-(+)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride

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474606

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

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274712

N,N′-Bis(salicylidene)ethylenediaminocobalt(II)

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140414

3,5-Di-tert-butyl-2-hydroxybenzaldehyde

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531960

(R,R)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminoaluminum chloride

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416932

(1R,2R)-(+)-1,2-Diaminocyclohexane L-tartrate

Quality Level

100

assay

98%

form

solid

optical activity

[α]20/D −315±15°, c = 1 in methylene chloride

mp

205-207 °C (lit.)

SMILES string

CC(C)(C)c1cc(\C=N\[C@@H]2CCCC[C@H]2\N=C\c3cc(cc(c3O)C(C)(C)C)C(C)(C)C)c(O)c(c1)C(C)(C)C

InChI

1S/C36H54N2O2/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/b37-21+,38-22+/t29-,30-/m1/s1

InChI key

FYNXDGNCEBQLGC-LQWPWIHBSA-N

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Related Categories

Chiral Catalysts & Ligands

Sterile Filters

Application

Amylases from Aspergillus oryzae are used to prevent staling in the baking industry, clarify haze from fruit juices and alcoholic beverages, and produce glucose and maltose syrup products.

Versatile ligand for asymmetric catalysis. Ligand used for preparing Jacobsen′s catalyst suitable for enantioselective epoxidation of olefins lacking functional groups.

Lipases are used industrially for the resolution of chiral compounds and the transesterification production of biodiesel.

Biochem/physiol Actions

α-amylase catalyzes the hydrolysis of internal α-1,4-O-glycosidic bonds in starches to release α-anomeric sugars.

Lipases catalyze the hydrolysis of triacylglycerols into glycerol and free fatty acids.

Legal Information

Manufactured under license by Sterling Pharma Solutions Limited, using Jacobsen HKR technology.

pictograms

GHS07

signalword

Warning

hcodes

H315 - H319 - H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Manganese(II) acetate tetrahydrate

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N,N′-Bis(salicylidene)ethylenediaminocobalt(II)

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S. Chang et al.

The Journal of Organic Chemistry, 58, 6939-6939 (1993)

Journal of the American Chemical Society, 113, 7063-7063 (1991)

E.N. Jacobsen et al.

Journal of the American Chemical Society, 113, 7063-7063 (1991)

L. Deng et al.

The Journal of Organic Chemistry, 57, 4320-4320 (1992)

Articles

Salen Ligands

Salen Ligands: In 1990, Jacobsen and Katsuki independently published the first reports of salen used as ligands with manganese for asymmetric epoxidation reactions.

Chromatograms

HPLC Analysis of Jacobsen Catalyst Enantiomers on Astec^® CYCLOBOND^™ I 2000 HP-RSP (Ammonium Hydroxide Mobile Phase)

application for HPLC

HPLC Analysis of Jacobsen Catalyst Enantiomers on Astec^® CYCLOBOND^™ I 2000 HP-RSP (TEA mobile phase)

application for HPLC

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Documents

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

98%

About This Item

Recommended Products

Properties

Quality Level

assay

form

optical activity

mp

SMILES string

InChI

InChI key

Related Categories

Description

Application

Biochem/physiol Actions

Legal Information

Safety Information

pictograms

signalword

hcodes

pcodes

Hazard Classifications

target_organs

Storage Class

wgk_germany

flash_point_f

flash_point_c

ppe

Documentation

Certificates of Analysis (COA)

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