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)
Quality Segment
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
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.
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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