Skip to Content
Merck
CN

404411

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

98%

Synonym(s):

(R,R)-Jacobsen’s ligand

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Linear Formula:
[[(CH3)3C]2C6H2-2-(OH)CH=N]2C6H10
CAS Number:
135616-40-9
Molecular Weight:
546.83
UNSPSC Code:
12352116
NACRES:
NA.22
PubChem Substance ID:
24865244
MDL number:
MFCD00191800
Beilstein/REAXYS Number:
5464823

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

(R,R)-(−)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine, 98%

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

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 key

FYNXDGNCEBQLGC-LQWPWIHBSA-N

assay

98%

form

solid

optical activity

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

mp

205-207 °C (lit.)

functional group

imine

Quality Level

100

Looking for similar products? Visit Product Comparison Guide

Related Categories

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

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

新产品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCS7067
MKCR8237
MKCN6382
MKCM8667
MKCL3212

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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

The first reports of salen used as ligands with manganese for asymmetric epoxidation reactions.

Salen配体

Salen配体：Jacobsen和Katsuki在1990年分别发表了第一篇关于salen作为锰的配体用于不对称环氧化反应的报道。

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service