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Merck
CN

670650

(1R,2R)-trans-N-Boc-1,2-cyclohexanediamine

97%

Synonym(s):

(1R)-trans-N-Boc-1,2-diaminocyclohexane

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About This Item

Empirical Formula (Hill Notation):
C11H22N2O2
CAS Number:
146504-07-6
Molecular Weight:
214.30
UNSPSC Code:
12352108
NACRES:
NA.22
PubChem Substance ID:
329760379
MDL number:
MFCD08726023
Beilstein/REAXYS Number:
7023564
Assay:
≥96.5%, 97%
Form:
solid

Key Documents

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InChI

1S/C11H22N2O2/c1-11(2,3)15-10(14)13-9-7-5-4-6-8(9)12/h8-9H,4-7,12H2,1-3H3,(H,13,14)/t8-,9-/m1/s1

SMILES string

CC(C)(C)OC(=O)N[C@@H]1CCCC[C@H]1N

InChI key

AKVIZYGPJIWKOS-RKDXNWHRSA-N

assay

≥96.5%, 97%

form

solid

optical activity

[α]/D -26±2°, c = 1 in chloroform

optical purity

ee: ≥99.0%

functional group

amine

Application

(1R,2R)-trans-N-Boc-1,2-cyclohexanediamine can be used as:
  • An organocatalyst in the intramolecular desymmetrization of cyclohexanones to yield 2-azabicyclo[3.3.1]nonane.
  • A starting material in the synthesis of a chiral nickel catalyst applicable for the Michael addition reaction of 1,3-dicarbonyl compounds to yield nitroalkenes.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBR8617V
BCBH0894V
BCBJ8913V
BCBK2934V
BCBD0814V

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Enantioselective Desymmetrization of Prochiral Cyclohexanones by Organocatalytic Intramolecular Michael Additions to α,β-Unsaturated Esters
Gammack Y, et al.
Angewandte Chemie (International Edition in English), 54(16), 4899-4903 (2015)
Robust and Recyclable Self-Supported Chiral Nickel Catalyst for the Enantioselective Michael Addition
Bissessar D, et al.
advanced synthesis and catalysis, 358(12), 1982-1988 (2016)
Robust and Recyclable Self-Supported Chiral Nickel Catalyst for the Enantioselective Michael Addition
Bissessar D, et al.
Advanced Synthesis & Catalysis, 358(12), 1982-1988 (2016)

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