(1R,2R)-(-)-1,2-Diaminocyclohexane supplier

Name
(1R,2R)-(-)-1,2-Diaminocyclohexane
EINECS 211-776-7
CAS No. 20439-47-8
Article Data65
CAS DataBase
Density 0.939 g/cm³
Solubility miscible
Melting Point 41-45 °C
Formula C₆H₁₄N₂
Boiling Point 193.6 °C at 760 mmHg
Molecular Weight 114.191
Flash Point 75 °C
Transport Information UN 3259 8/PG 2
Appearance white to light yellow crystal powder
Safety 26-36/37/39-45
Risk Codes 34
Molecular Structure
Hazard Symbols C
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;
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

: (R,R)-1,2-Diaminocyclohexane (S,S)-cyclohexane-1,2-diol adduct

A: 57794-08-8
(1S,2S)-trans-1,2-Cyclohexanediol

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

Conditions

Conditions	Yield
In benzene at 24.85℃; Equilibrium constant; Further Variations:; Solvents; dissociation;

: (R,R)-1,2-Diaminocyclohexane (R,R)-cyclopentan-1,2-diol adduct

A: 930-46-1
(1R,2R)-cyclopentane-1,2-diol

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

Conditions

Conditions	Yield
In benzene at 24.85℃; Equilibrium constant; Further Variations:; Solvents; dissociation;

: (1R,2R)-Cyclohexane-1,2-diamine; compound with (1S,2S)-cyclopentane-1,2-diol

A: 63261-45-0
(S,S)-cyclopentane-1,2-diol

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

Conditions

Conditions	Yield
In benzene at 24.85℃; Equilibrium constant; Further Variations:; Solvents; dissociation;

: (R,R)-1,2-Diaminocyclohexane (R,R)-cyclohexane-1,2-diol adduct

A: 1072-86-2, 1460-57-7, 1792-81-0, 54383-22-1, 57794-08-8, 931-17-9
(1R,2R)-trans-1,2-cyclohexanediol

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

Conditions

Conditions	Yield
In benzene at 24.85℃; Equilibrium constant; Further Variations:; Solvents; dissociation;

: 116407-32-0
(1R,2R)-(-)-1,2-diammoniumcyclohexane mono-L-(+)-tartrate

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

Conditions

Conditions	Yield
With potassium carbonate In ethanol at 70 - 80℃; for 2h;
With potassium carbonate In ethanol; water for 2h; Reflux;

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

Conditions

Conditions	Yield
Stage #1: trans-1,2-Diaminocyclohexane With L-Tartaric acid; acetic acid In methanol; water for 24h; Heating; Stage #2: With hydrogenchloride In acetone for 25h; Heating; Stage #3: With sodium hydroxide
Resolution of racemate;
Stage #1: trans-1,2-Diaminocyclohexane With L-Tartaric acid In water at 70℃; for 2.5h; Resolution of racemate; Stage #2: With acetic acid In water for 2h;
With C36H36N2O10 In methanol; diethyl ether at 10℃; for 0.5h; pH=4.5; Concentration; Solvent; Temperature; Time; pH-value; Resolution of racemate; enantioselective reaction;

: 694-83-7
1,2-diaminocyclohexane

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

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

Conditions

Conditions	Yield
With (1S,4aS,10aR)-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylic acid In methanol

: 286-20-4
cyclohexane-1,2-epoxide

(1S)-2-amino-cyclohexanol-(1): (1S)-2-amino-cyclohexanol-(1)

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

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 95 percent / LiClO4 / acetonitrile / 48 h / 20 °C 2: 75 percent / diisopropyl azodicarboxylate; Ph3P / CH2Cl2 / 7 h / 0 - 20 °C 3: TMSN3 / acetonitrile / 7 h / 20 °C 4: 95 percent / H2 / Pd(OH)2/C / methanol / 48 h / 20 °C / 2068.59 Torr View Scheme

: 329321-23-5
7-((R)-1-Phenyl-ethyl)-7-aza-bicyclo[4.1.0]heptane

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: TMSN3 / acetonitrile / 7 h / 20 °C 2: 95 percent / H2 / Pd(OH)2/C / methanol / 48 h / 20 °C / 2068.59 Torr View Scheme

: 329321-22-4
2-((R)-1-Phenyl-ethylamino)-cyclohexanol

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

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 75 percent / diisopropyl azodicarboxylate; Ph3P / CH2Cl2 / 7 h / 0 - 20 °C 2: TMSN3 / acetonitrile / 7 h / 20 °C 3: 95 percent / H2 / Pd(OH)2/C / methanol / 48 h / 20 °C / 2068.59 Torr View Scheme

: 492-99-9
1,2-cyclohexanedionedioxime

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ethanol; sodium 2: Lg-tartaric acid View Scheme

: trans-1,2-diazidocyclohexane

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: H2 / Pd-C View Scheme

: 110-83-8
cyclohexene

/PBNAI150--221/: /PBNAI150--221/

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

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: (i) Fe2(SO4)3, NaN3, MeOH, (ii) H2O2, MeOH 2: H2 / Pd-C View Scheme

: 694-83-7
1,2-diaminocyclohexane

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

B: 1436-59-5
cis-cyclohexane-1,2-diamine

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

Conditions

Conditions	Yield
separation by salt formation with (+)-L-tartaric acid;	A 2.0 g B n/a C 0.9 g

...Expand

: trans-1,2-cyclohexanediamine

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

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

Conditions

Conditions	Yield
Stage #1: With titanium(IV) isopropylate; (R,R)-TADDOL In diphenylether at 90℃; for 1h; Stage #2: trans-1,2-cyclohexanediamine In diphenylether at 90℃; for 0.166667h; Product distribution / selectivity;	A n/a B n/a

: 10027-80-2, 10027-83-5, 32044-18-1, 32044-21-6, 35018-62-3, 35018-63-4, 73571-37-6, 78020-70-9, 78995-00-3
(1R,2R)-1,2-dicyclohexane-1,2-diamine dihydrochloride

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

Conditions

Conditions	Yield
With sodium hydroxide

: trans-1,2-(R,R)-diammoniumcyclohexane tartrate

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

Conditions

Conditions	Yield
With triethylamine; sodium hydroxide In dichloromethane at 0℃; for 0.166667h;

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

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

Conditions

Conditions	Yield
With potassium hydroxide In dichloromethane at 20℃;

: C6H14N2*C6H10O4

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

Conditions

Conditions	Yield
With potassium carbonate In water at 20℃;

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

: 100-52-7
benzaldehyde

: 199180-98-8
(1R,2R)-N,N'-dibenzylidene-1,2-diaminocyclohexane

Conditions

Conditions	Yield
	100%
With 3 A molecular sieve In dichloromethane for 12h;	91%
	90%

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

: 108-24-7
acetic anhydride

: 156257-14-6
trans-Diacetamido-(1R,2R)-(-)-1,2-cyclohexane

Conditions

Conditions	Yield
In chloroform for 1h;	100%
With In(OSO2CF3)3 In acetonitrile at 20℃; Acetylation;	91%
In methanol for 4h; Ambient temperature;	73%

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

: 18209-14-8
N-methylmitomycin A

: 364753-62-8
C22H29N5O4

Conditions

Conditions	Yield
In methanol at 20℃; for 24h;	100%

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

: 100-52-7
benzaldehyde

: 65838-10-0, 135613-88-6, 143443-23-6
(1R,2R)-N,N'-dibenzylcyclohexane-1,2-diamine

Conditions

Conditions	Yield
Stage #1: (1R,2R)-1,2-diaminocyclohexane; benzaldehyde In methanol for 0.5h; Heating; Stage #2: With sodium tetrahydroborate In methanol for 0.25h; Heating;	100%
Stage #1: (1R,2R)-1,2-diaminocyclohexane; benzaldehyde Stage #2: With sodium tetrahydroborate In methanol	98%
Stage #1: (1R,2R)-1,2-diaminocyclohexane; benzaldehyde In methanol at 70℃; for 6h; Stage #2: With sodium tetrahydroborate In methanol at 20 - 70℃; for 4h; Stage #3: With hydrogenchloride; sodium hydroxide; water more than 3 stages;	93%

: 37942-07-7
3,5-di-tert-butyl-2-hydroxybenzaldehyde

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

: 135616-40-9
(R,R)-N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine

Conditions

Conditions	Yield
In ethanol for 1h; Heating;	100%
With formic acid In methanol at 20℃;	88%

: 5431-44-7
2,6-Pyridinedicarboxaldehyde

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

: (CH2C5H3NCH2HNC6H10NH)3*6HCl

Conditions

Conditions	Yield
Stage #1: 2,6-Pyridinedicarboxaldehyde; (1R,2R)-1,2-diaminocyclohexane With barium(II) chloride In methanol for 25h; Stage #2: With sodium tetrahydroborate In methanol for 7h; Stage #3: With hydrogenchloride In methanol at 0℃; Further stages.;	100%

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

: 616873-78-0
p-phenylenedioxydiacetic acid di-(3-tert-butyl-5-formyl-4-hydroxy-phenyl)ester

: 616873-79-1
1,3,5-benzenetrioxytriacetic acid tri-(3-tert-butyl-5-formyl-4-hydroxy-phenyl)ester

polymer, triester/diester w/w feed ratio 0.5/100; monomer(s): 1,3,5-benzenetrioxytriacetic acid tri-(3-tert-butyl-5-formyl-4-hydroxyphenyl)ester; p-phenylenedioxydiacetic acid di-(3-tert-butyl-5-formyl-4-hydroxyphenyl)ester; (R,R)-1,2-diaminocyclohexane: polymer, triester/diester w/w feed ratio 0.5/100; monomer(s): 1,3,5-benzenetrioxytriacetic acid tri-(3-tert-butyl-5-formyl-4-hydroxyphenyl)ester; p-phenylenedioxydiacetic acid di-(3-tert-butyl-5-formyl-4-hydroxyphenyl)ester; (R,R)-1,2-diaminocyclohexane

Conditions

Conditions	Yield
In tetrahydrofuran for 2h; Heating;	100%

...Expand

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

: 805314-84-5
(4-methoxy-phenoxy)-acetic acid 3-tert-butyl-5-formyl-4-hydroxy-phenyl ester

: (4-Methoxy-phenoxy)-acetic acid 3-tert-butyl-5-[((E)-(1R,2R)-2-{[1-{3-tert-butyl-2-hydroxy-5-[2-(4-methoxy-phenoxy)-acetoxy]-phenyl}-meth-(E)-ylidene]-amino}-cyclohexylimino)-methyl]-4-hydroxy-phenyl ester

Conditions

Conditions	Yield
In tetrahydrofuran for 2h; Heating;	100%

: 478282-20-1
5-tert-butyl-3-[(N,N-dimethylamino)methyl]-2-hydroxybenzaldehyde

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

: C34H52N4O2

Conditions

Conditions	Yield
In ethanol at 20℃; for 24h;	100%
In ethanol at 20℃; for 24h;

: 5-tert-butyl-2-hydroxy-3-(pyrrolidin-1-ylmethyl)benzaldehyde

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

: C38H56N4O2

Conditions

Conditions	Yield
In ethanol at 20℃; for 24h;	100%
In ethanol at 20℃; for 24h;

: 5-tert-butyl-2-hydroxy-3-quinolin-8-yl-benzaldehyde

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

: (-)-(R,R)-cyclohexanediamine-(p-tert-butyl)-(quinolin-8-yl)-salen

Conditions

Conditions	Yield
In ethanol at 20℃; for 6h;	100%
In ethanol at 20℃; for 24h;	100%

: 478555-34-9
(R)-5-tert-butyl-2-hydroxy-3-{[methyl-(1-phenyl-ethyl)-amino]-methyl}-benzaldehyde

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

: C48H64N4O2

Conditions

Conditions	Yield
In ethanol at 20℃; for 24h;	100%
In ethanol at 20℃; for 24h;

: 478555-35-0
(S)-5-tert-butyl-2-hydroxy-3-(2-methoxymethyl-pyrrolidin-1-ylmethyl)-benzaldehyde

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

: C42H64N4O4

Conditions

Conditions	Yield
In ethanol at 20℃; for 24h;	100%
In ethanol at 20℃; for 24h;

: 336195-59-6
2,6-dichloro-heptanedioic acid bis-(3-tert-butyl-5-formyl-4-hydroxy-phenyl) ester

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

: C70H88Cl4N4O12

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 2h;	100%

: 98-03-3
thiophene-2-carbaldehyde

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

: 630402-57-2
(1R,2R)-N,N'-bis(thiophen-2-ylmethylene)cyclohexane-1,2-diamine

Conditions

Conditions	Yield
	100%
With magnesium sulfate In chlorobenzene at 100℃; for 0.333333h; microwave irradiation;	91%

: 945629-73-2
4-[2,7-di-tert-butyl-5-(3-tert-butyl-5-formyl-4-hydroxyphenyl)-9,9-dimethyl-9H-xanthen-4-yl]benzoic acid methyl ester

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

: H2[HphSX*t-Bu-COOMe]

Conditions

Conditions	Yield
In ethanol for 12h; Heating;	100%

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

: 70197-13-6
methyltrioxorhenium(VII)

: methyltrioxorhenium(VII)/(1R,2R)-1,2-diaminocyclohexane adduct

Conditions

Conditions	Yield
In toluene equimolar organic ligand added to Re-compound in toluene at room temp.; filtrated; washed with n-hexane; elem. anal.;	100%

: 3163-76-6
benzene-1,3,5-trialdehyde

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

: CC3-R

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 12h;	100%
With trifluoroacetic acid In dichloromethane at 20℃; for 120h;	83%
With trifluoroacetic acid In dichloromethane at 20℃;	83%
With trifluoroacetic acid In dichloromethane at 20℃;	83%
In dichloromethane at 20℃;	70%

: 1092119-19-1
3-tert-butyl-2-hydroxy-5-((6-oxo-1,6-dihydropyridin-2-yl)ethynyl)benzaldehyde

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

: 6,6'-(5,5'-(1E,1'E)-(1R,2R)-cyclohexane-1,2-diylbis(azan-1-yl-1-ylidene)bis(methan-1-yl-1-ylidene)bis(3-tert-butyl-4-hydroxy-5,1-phenylene)bis(ethyne-2,1-diyl))dipyridin-2(1H)-one

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;	100%

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

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

: N,N'-bis(4-methoxysalicylidene)-(R,R')-1,2-cyclohexanediamine

Conditions

Conditions	Yield
In methanol	100%

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

: 23165-29-9
3,5-bistrifluoromethylphenylisothiocyanate

: (1R,2R)-1,2-bis[N-(3,5-bis(trifluoromethyl)phenyl)thiourea]cyclohexane

Conditions

Conditions	Yield
In methanol for 0.333333h;	100%

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

: 2131-61-5
p-nitrophenyl isothiocyanate

: 1402216-64-1
(1R,2R)-1,2-bis[N-(4-nitrophenyl)thiourea]cyclohexane

Conditions

Conditions	Yield
for 0.5h; neat (no solvent);	100%

: 1057558-12-9
1-(5-tert-butyl-3-formyl-2-hydroxybenzyl)pyridinium bromide

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

: (R,R)-(-)-N,N'-bis(3-tert-butyl-5-(pyridinium-1-ylmethyl)salicylidene)-1,2-cyclohexanediamine dibromide

Conditions

Conditions	Yield
In ethanol at 20℃; for 15h; Molecular sieve;	100%

: 1416171-26-0
3-(5-tert-butyl-3-formyl-2-hydroxybenzyl)-1-mesityl-1H-imidazol-3-ium chloride

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

: (R,R)-(-)-N,N′-bis(5-tert-butyl-3-((1-mesityl-1H-imidazol-3-ium)-3-ylmethyl)salicylidene)-1,2-cyclohexanediamine dichloride

Conditions

Conditions	Yield
In ethanol at 20℃; for 20h; Inert atmosphere; Molecular sieve;	100%

: 1416171-27-1
3-(5-tert-butyl-3-formyl-2-hydroxybenzyl)-1-methyl-1H-benzo[d]imidazol-3-ium chloride

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

: (R,R)-(-)-N,N′-bis(5-tert-butyl-3-((1-methyl-1H-benzo[d]imidazol-3-ium)-3-ylmethyl)salicylidene)-1,2-cyclohexanediamine dichloride

Conditions

Conditions	Yield
In ethanol at 20℃; for 20h; Inert atmosphere; Molecular sieve;	100%

: 1416171-24-8
3-(5-(tert-butyl)-3-formyl-2-hydroxybenzyl)-1-methyl-1H-imidazol-3-ium chloride

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

: (R,R)-(-)-N,N′-bis(5-tert-butyl-3-((1-methyl-1H-imidazol-3-ium)-3-ylmethyl)salicylidene)-1,2-cyclohexanediamine dichloride

Conditions

Conditions	Yield
In ethanol at 20℃; for 20h; Inert atmosphere; Molecular sieve;	100%

: 1416171-25-9
3-(5-tert-butyl-3-formyl-2-hydroxybenzyl)-1-phenyl-1H-imidazol-3-ium chloride

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

: (R,R)-(-)-N,N′-bis(5-tert-butyl-3-((1-phenyl-1H-imidazol-3-ium)-3-ylmethyl)salicylidene)-1,2-cyclohexanediamine dichloride

Conditions

Conditions	Yield
In ethanol at 20℃; for 20h; Inert atmosphere; Molecular sieve;	100%

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

: 503065-08-5
2-(cyclohexylsulfanyl)benzaldehyde

: 1383611-02-6
(1R,2R)-N,N'-bis(2-(cyclohexylthio)benzylidene)-1,2-cyclohexanediamine

Conditions

Conditions	Yield
In ethanol at 80℃;	100%

: 53606-32-9
2-(isopropylsulfanyl)benzenecarbaldehyde

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

: 1383610-96-5
(1R,2R)-N,N'-bis(2-(isopropylthio)benzylidene)-1,2-cyclohexanediamine

Conditions

Conditions	Yield
In ethanol at 80℃;	100%

: 1383612-01-8
4-(tert-butyl)-2-(tert-butylthio)benzaldehyde

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

: 1383611-42-4
(1R,2R)-N,N-bis[4-(tert-butyl)-2-(tert-butylthio)benzylidene]-1,2-cyclohexanediamine

Conditions

Conditions	Yield
In ethanol at 80℃;	100%

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

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

(1R,2R)-(-)-1,2-Diaminocyclohexane 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.

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

(1R,2R)-(-)-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

(1R,2R)-(-)-1,2-Diaminocyclohexane 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.

Product Name

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

Synthetic route

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

(1R,2R)-(-)-1,2-Diaminocyclohexane Uses

(1R,2R)-(-)-1,2-Diaminocyclohexane Production

(1R,2R)-(-)-1,2-Diaminocyclohexane Safety Profile

(1R,2R)-(-)-1,2-Diaminocyclohexane Specification

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