(1R,2R)-(-)-1,2-Diaminocyclohexane CAS 20439-47-8

Introduction:Basic information about (1R,2R)-(-)-1,2-Diaminocyclohexane CAS 20439-47-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

(1R,2R)-(-)-1,2-Diaminocyclohexane Basic information

Product Name:(1R,2R)-(-)-1,2-Diaminocyclohexane
Synonyms:RR-DIAMINOCYCLOHEXANE;RR-DAC;(-)-(R,R)-DACH;(R,R)-DACH;(-)-(R,R)-1,2-DIAMINOCYCLOHEXANE;(1R,2R)-(-)-1,2-CYCLOHEXANEDIAMINE;(1R,2R)-CYCLOHEXANE-1,2-DIAMINE;(1R,2R)-(-)-1,2-DIAMINOCYCLOHEXANE
CAS:20439-47-8
MF:C6H14N2
MW:114.19
EINECS:606-556-6
Product Categories:organic amine;Amines;Miscellaneous Reagents;Chiral Nitrogen;DACH&Trost Series;API intermediates;Chiral reagent;chiral;Amines (Chiral);Chiral Building Blocks;Synthetic Organic Chemistry;CHIRAL CHEMICALS;Chiral Compound;Cycloalkanes
Mol File:20439-47-8.mol

(1R,2R)-(-)-1,2-Diaminocyclohexane Chemical Properties

Melting point 41-45 °C
alpha -24.5 º (c=5 1 N HCl 20 º 26.5 ºC)
Boiling point 86-88°C 23mm
density 0.931
refractive index -25.5 ° (C=5, 1mol/L HCl)
Fp 169 °F
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Aqueous Acid (Slightly), Chloroform (Sparingly), Methanol (Slightly)
pka10.76±0.70(Predicted)
form Crystalline Low Melting Solid
color White to pale yellow
Optical Rotation[α]20/D 25°, c = 5 in 1 M HCl
Water Solubility Soluble in water.
Sensitive Air Sensitive
BRN 4780911
Stability:Air Sensitive
InChI1S/C6H14N2/c7-5-3-1-2-4-6(5)8/h5-6H,1-4,7-8H2/t5-,6-/m1/s1
InChIKeySSJXIUAHEKJCMH-PHDIDXHHSA-N
SMILESN[C@@H]1CCCC[C@H]1N
CAS DataBase Reference20439-47-8(CAS DataBase Reference)

Safety Information

Hazard Codes C
Risk Statements 34
Safety Statements 26-36/37/39-45
RIDADR UN 3259 8/PG 2
WGK Germany 3
10-34
HazardClass 8
PackingGroup III
HS Code 29213000
Storage Class8A - Combustible corrosive hazardous materials
Hazard ClassificationsSkin Corr. 1B

(1R,2R)-(-)-1,2-Diaminocyclohexane Usage And Synthesis

Chemical Propertieswhite to light yellow crystal powder
Uses(1R,2R)-(-)-1,2-Diaminocyclohexane can be used as a building block for chiral ligands.
Usessuzuki reaction
Uses(1R,2R)-(-)-1,2-Diaminocyclohexane is a versatile ligand for the formation of metal complexes. Used in the synthesis of chiral tropocoronands which have potential utility in asymmetric catalysis.
Purification MethodsDistil or recrystallise the diamine from pet ether under N2 or Ar. Store it as above. The 1R,2R-base L-tartrate salt has M 264.3, m 2 7 3o and [ ] D +12.5o (c 4, H2O), and can be used to purfy and/or optically enrich the free base. [Beilstein 13 III 6, and references below.]

(1R,2R)-(-)-1,2-Diaminocyclohexane Preparation Products And Raw materials

Raw materialsAcetic acid-->Potassium hydroxide-->tert-Butyl methyl ether-->L(+)-Tartaric acid-->D-(-)-Tartaric Acid-->3-Methylbenzoyl chloride-->(+/-)-trans-1,2-Diaminocyclohexane-->2-Aminocyclohexanol-->cis-1,2-Diaminocyclohexane-->1,2-Diaminocyclohexane-->(1S,2S)-(+)-1,2-Diaminocyclohexane
Preparation Products(1R,2R)-(+)-1,2-DIAMINOCYCLOHEXANE-N,N'-BIS(2-DIPHENYLPHOSPHINO-1-NAPHTHOYL)-->Acetamide, N,N'-(1R,2R)-1,2-cyclohexanediylbis[2-chloro--->Phenol, 2,2'-[(1R,2R)-1,2-cyclohexanediylbis(nitrilomethylidyne)]bis[4,6-bis(1,1-dimethylethyl)--->2(1H)-Quinoxalinone,octahydro-,(4aR-trans)-(9CI)-->Phenol, 2,2'-[(1R,2R)-1,2-cyclohexanediylbis(nitrilomethylidyne)]bis[4-bromo--->1-(pyridin-2-yl)-N-[(1R,2R)-2-{[(pyridin-2-yl)methylidene]amino}cyclohexyl]methanimine
(1R)-8-Chloro-2,3,4,5-tetrahydro-1-methyl-1H-3-benzazepine hydrochloride hemihydrate CAS 856681-05-5
(1R,2R)-(-)-N-p-Tosyl-1,2-diphenylethylenediamine CAS 144222-34-4
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