404411
(R,R)-(−)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine
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:
Molecular Weight:
546.83
UNSPSC Code:
12352116
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
5464823
Quality Segment
assay
98%
form
solid
optical activity
[α]20/D −315±15°, c = 1 in methylene chloride
manufacturer/tradename
ECACC
mp
205-207 °C (lit.)
functional group
imine
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
Application
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.
Lipases are used industrially for the resolution of chiral compounds and the transesterification production of biodiesel.
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.
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.
signalword
Warning
hcodes
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
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