CAS No.20439-47-8,(1R,2R)-(-)-1,2-Diaminocyclohexane Suppliers

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Basic Information

Molecular Structure:
CAS No.:	20439-47-8
Name:	(1R,2R)-(-)-1,2-Diaminocyclohexane
Article Data:	65

Formula:	C₆H₁₄N₂
Molecular Weight:	114.191
Synonyms:	(1R,2R)-(-)-1,2-diaminocyclohexane acid;(1R,2R)-(-)-1,2-diamino cyclohexane;(1R, 2R)-2-Benzylamino-1-cyclopentanol;(R,R)-1,2-diaminocyclohexane;(1R,2R)-Cyclohexane-1,2-diamine;(1R,2R)-1,2-diaminocyclohexane;
EINECS:	211-776-7
Density:	0.939 g/cm³
Melting Point:	41-45 °C
Boiling Point:	193.6 °C at 760 mmHg
Flash Point:	75 °C
Solubility:	miscible
Appearance:	white to light yellow crystal powder
Hazard Symbols:	C
Risk Codes:	34
Safety:	26-36/37/39-45
Transport Information:	UN 3259 8/PG 2
PSA:	52.04000
LogP:	1.61560

Synthetic route

: (1R,2R)-1,2-diaminocyclohexane tartrate

: 20439-47-8
(1R,2R)-1,2-diaminocyclohexane

Conditions

Conditions	Yield
With sodium hydroxide In water	98%
With sodium hydroxide In dichloromethane; water at 20℃; for 0.5h; Inert atmosphere;	96%
With potassium hydroxide In water	92%

: trans-2-azido-N,N-dibenzylcyclohexan-1-amine

: 20439-47-8
(1R,2R)-1,2-diaminocyclohexane

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; under 1034.32 Torr; for 60h;	97%

: 329321-24-6
((1R,2R)-2-Azido-cyclohexyl)-((R)-1-phenyl-ethyl)-amine

: 20439-47-8
(1R,2R)-1,2-diaminocyclohexane

Conditions

Conditions	Yield
With hydrogen; palladium dihydroxide In methanol at 20℃; under 2068.59 Torr; for 48h;	95%

: 147-71-7
D-tartaric acid

: 1121-22-8, 1436-59-5, 20439-47-8, 21436-03-3, 41013-43-8, 694-83-7
trans-1,2-Diaminocyclohexane

A: 20439-47-8
(1R,2R)-1,2-diaminocyclohexane

B: (1S,2S)-cyclohexane-1,2-diammonium 2,3-dihydroxysuccinate

Conditions

Conditions	Yield
In water at 70℃; Resolution of racemate; optical yield given as %ee;	A n/a B 95%

...Expand

: (1R,2R)-cyclohexane-1,2-diamine (2R,4R)-xylaric acid salt

: 20439-47-8
(1R,2R)-1,2-diaminocyclohexane

Conditions

Conditions	Yield
With sodium hydroxide In water pH=9;	92.9%

: C11H13NO6S*C6H14N2

: 20439-47-8
(1R,2R)-1,2-diaminocyclohexane

Conditions

Conditions	Yield
With sodium hydroxide In water at -10 - -5℃; for 1h;	92%

: 1121-22-8, 1436-59-5, 20439-47-8, 21436-03-3, 41013-43-8, 694-83-7
trans-1,2-Diaminocyclohexane

: 108-59-8
malonic acid dimethyl ester

A: 20439-47-8
(1R,2R)-1,2-diaminocyclohexane

B: 21436-03-3
(S,S)-1,2-diaminocyclohexane

C: 186144-56-9
N-[(1R,2R)-2-(2-Methoxycarbonyl-acetylamino)-cyclohexyl]-malonamic acid methyl ester

D: N-((1R,2R)-2-Amino-cyclohexyl)-malonamic acid methyl ester

Conditions

Conditions	Yield
With Candida antarctica lipase on acrylic resin In 1,4-dioxane at 20℃;	A n/a B n/a C 48% D n/a

...Expand

: 1121-22-8, 1436-59-5, 20439-47-8, 21436-03-3, 41013-43-8, 694-83-7
trans-1,2-Diaminocyclohexane

: 20439-47-8
(1R,2R)-1,2-diaminocyclohexane

Conditions

Conditions	Yield
With L-Tartaric acid

: 694-83-7
1,2-diaminocyclohexane

: 20439-47-8
(1R,2R)-1,2-diaminocyclohexane

: 1121-22-8, 1436-59-5, 20439-47-8, 21436-03-3, 41013-43-8, 694-83-7
trans-1,2-Diaminocyclohexane

: 108-59-8
malonic acid dimethyl ester

A: 20439-47-8
(1R,2R)-1,2-diaminocyclohexane

B: 21436-03-3
(S,S)-1,2-diaminocyclohexane

C: 186144-56-9
N-[(1R,2R)-2-(2-Methoxycarbonyl-acetylamino)-cyclohexyl]-malonamic acid methyl ester

Conditions

Conditions	Yield
With immobilised Candida antarctica lipase (NOVOZYM 435) In 1,4-dioxane for 7h;

...Expand

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Chemistry

IUPAC Name: (1R,2R)-Cyclohexane-1,2-diamine
Synonyms of (1R,2R)-(-)-1,2-Diaminocyclohexane (CAS NO.20439-47-8): (-)-R,R-1,2-Diaminocyclohexane ; (1R,2R)-1,2-Cyclohexanediamine ; (1R,2R)-Cyclohexan-1,2-diamin ;(1R,2R)-Cyclohexane-1,2-diamine ; (R,R)-DACH
Molecular Structure:
Molecular Formula: C₆H₁₄N₂
Molecular Weight: 114.19
CAS NO: 20439-47-8
H bond acceptors: 2
H bond donors: 4
Freely Rotating Bonds: 2
Polar Surface Area: 6.48 Å²
Index of Refraction: 1.483
Molar Refractivity: 34.77 cm³
Molar Volume: 121.5 cm³
Surface Tension: 37 dyne/cm
Density: 0.939 g/cm³
Flash Point: 75 °C
Enthalpy of Vaporization: 42.98 kJ/mol
Boiling Point: 193.6 °C at 760 mmHg
Vapour Pressure: 0.46 mmHg at 25°C
Melting point: 41-45 °C
Storage temp: 2-8°C
Sensitive: Air Sensitive
Appearance: white to light yellow crystal powder
SMILES: N[C@@H]1CCCC[C@H]1N
InChI: InChI=1/C6H14N2/c7-5-3-1-2-4-6(5)8/h5-6H,1-4,7-8H2/t5-,6-/m1/s1
InChIKey: SSJXIUAHEKJCMH-PHDIDXHHBU
Std. InChI: InChI=1S/C6H14N2/c7-5-3-1-2-4-6(5)8/h5-6H,1-4,7-8H2/t5-,6-/m1/s1
Std. InChIKey: SSJXIUAHEKJCMH-PHDIDXHHSA-N
Product Categories of (1R,2R)-(-)-1,2-Diaminocyclohexane (CAS NO.20439-47-8): chiral;API intermediates;Chiral reagent;Amines (Chiral);Chiral Building Blocks;Synthetic Organic Chemistry;Chiral chemicals;Chiral Compound;Cycloalkanes

Uses

(1R,2R)-(-)-1,2-Diaminocyclohexane (CAS NO.20439-47-8) is used as Chiral synthesis of a variety of reagents, oxaliplatin intermediates and epoxy curing agent.

Production

Raw materials: Acetic acid glacial-->Potassium hydroxide -->tert-Butyl methyl ether-->L(+)-Tartaric acid-->D-Tartaric acid-->3-Methylbenzoyl chloride-->(+/-)-trans-1,2-Diaminocyclohexane

Safety Profile

Hazard Codes: Corrosive C
Risk Statements: 34
R34: Causes burns.
Safety Statements: 26-36/37/39-45
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 3259 8/PG 2
WGK Germany: 3
F: 10-34
HazardClass: 8
PackingGroup: III

Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Combustible solid.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam.
Handling: Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
Storage: Keep away from sources of ignition. Store in a cool, dry place. Store in a tightly closed container. Corrosives area. Store under nitrogen.