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Merck
CN

671274

(R,R)-(−)-N,N′-Dimethyl-1,2-cyclohexanediamine

≥97.0% (GC)

Synonym(s):

(R,R)-(−)-N,N′-Dimethyl-1,2-diaminocyclohexane, trans-1,2-Bis(methylamino)cyclohexane

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About This Item

Empirical Formula (Hill Notation):
C8H18N2
CAS Number:
Molecular Weight:
142.24
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352116
MDL number:
Assay:
≥97.0% (GC)
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Quality Segment

assay

≥97.0% (GC)

optical activity

[α]/D -145±5°, c = 4.47 in chloroform

manufacturer/tradename

ECACC

mp

39-44 °C

functional group

amine

storage temp.

2-8°C

SMILES string

CN[C@@H]1CCCC[C@H]1NC

InChI

1S/C8H18N2/c1-9-7-5-3-4-6-8(7)10-2/h7-10H,3-6H2,1-2H3/t7-,8-/m1/s1

InChI key

JRHPOFJADXHYBR-HTQZYQBOSA-N

General description

(R,R)-(-)-N,N′-Dimethyl-1,2-cyclohexanediamine is a N,N′-dimethylated derivative of enantiopure 1,2-diaminocyclohexane. It can be formed during the hydrolysis of (R3a,R7a)-1,3-(dimethyl)-2-phenyl-2,3,3a,4,5,6,7,7a-octahydro-1H-1,3,2-benzodiazaphosphole 2-oxide using HCl-methanol.

Application

(R,R)-(−)-N,N′-Dimethyl-1,2-cyclohexanediamine can be used:
  • As a ligand in the preparation of 4H-benzo[f]imidazo[1,4]diazepin-6-one through multi-component Ullmann coupling reaction.
  • In one of the key synthetic steps for the preparation of tricyclic γ-secretase modulators.
  • To prepare chiral fluorous diamino-diol proligand, which is used in the synthesis of zirconium metal complexes applicable as catalysts in 1-hexene polymerization.



pictograms

CorrosionExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

165.2 °F - closed cup

flash_point_c

74 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter



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