Skip to Content
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

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C8H18N2
CAS Number:
68737-65-5
Molecular Weight:
142.24
NACRES:
NA.22
PubChem Substance ID:
24885095
UNSPSC Code:
12352116
MDL number:
MFCD00671527

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′-Dimethyl-1,2-cyclohexanediamine, ≥97.0% (GC)

InChI

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

SMILES string

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

InChI key

JRHPOFJADXHYBR-HTQZYQBOSA-N

assay

≥97.0% (GC)

optical activity

[α]/D -145±5°, c = 4.47 in chloroform

mp

39-44 °C

functional group

amine

storage temp.

2-8°C

Quality Level

200

Related Categories

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.

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.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H302,H314

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000124842
0000085789
0000085468
0000015922
0000005450

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

Chiral Fluorous Dialkoxy-Diamino Zirconium Complexes: Synthesis and Use imn Stereospecific Polymerization of 1-Hexene
Kirillov E, et al.
Chemistry?A European Journal , 13(3), 923-935 (2007)
Microwave-assisted synthesis of 4H-benzo [f] imidazo [1, 4] diazepin-6-ones via a post-Ugi copper-catalyzed intramolecular Ullmann coupling
Li Z, et al.
Tetrahedron Letters, 55(13), 2070-2074 (2014)
An efficient method for the synthesis of N,N'-dimethyl-1, 2-diamines.
Tye H, et al.
Tetrahedron Letters, 43(1), 155-158 (2002)
Design and optimization of tricyclic gamma-secretase modulators
Shi J, et al.
Bioorganic & Medicinal Chemistry Letters, 26(5), 1498-1502 (2016)

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