(1R,2R)-N,N'-Dimethyl-1,2-cyclohexanediamine

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

CAS NO.：68737-65-5
Empirical Formula: C8H18N2
Molecular Weight: 142.24
MDL number: MFCD00671527
SAFETY DATA SHEET (SDS)
Update Date: 2023-12-08 16:55:04

(1R,2R)-N,N'-Dimethyl-1,2-cyclohexanediamine Structural

What is (1R,2R)-N,N'-Dimethyl-1,2-cyclohexanediamine?

Chemical properties

white to light yellow crystal powde

The Uses of (1R,2R)-N,N'-Dimethyl-1,2-cyclohexanediamine

(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 (R_3a,R_7a)-1,3-(dimethyl)-2-phenyl-2,3,3a,4,5,6,7,7a-octahydro-1H-1,3,2-benzodiazaphosphole 2-oxide using HCl-methanol.

Properties of (1R,2R)-N,N'-Dimethyl-1,2-cyclohexanediamine

Melting point:	39-44 °C
Boiling point:	249.85°C (rough estimate)
alpha	-145 º (c=4.47 in chloroform)
Density	0.902
refractive index	-140 ° (C=4, CHCl3)
Flash point:	74 °C
storage temp.	2-8°C
form	Low Melting Solid
pka	11.04±0.40(Predicted)
color	White to light yellow
optical activity	[α]/D -145±5°, c = 4.47 in chloroform
CAS DataBase Reference	68737-65-5(CAS DataBase Reference)

Safety information for (1R,2R)-N,N'-Dimethyl-1,2-cyclohexanediamine

Signal word	Danger
Pictogram(s)	Corrosion Corrosives GHS05 Exclamation Mark Irritant GHS07
GHS Hazard Statements	H302:Acute toxicity,oral H314:Skin corrosion/irritation
Precautionary Statement Codes	P270:Do not eat, drink or smoke when using this product. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P301+P330+P331:IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.