Conditions | Yield |
---|---|
With palladium on activated charcoal; ammonia; hydrogen In water at 110 - 250℃; under 18751.9 Torr; Pressure; Temperature; Solvent; Reagent/catalyst; Autoclave; | 95% |
2-aminocyclohexanecarboxamide
1,2-diaminocyclohexane
Conditions | Yield |
---|---|
With potassium hypobromite und Erwaermen des Reaktionsprodukts mit Salzsaeure; es liefert die freie Base mit KOH; |
cyclohexane-1,2-dicarboxylic acid dihydrazide
1,2-diaminocyclohexane
Conditions | Yield |
---|---|
beim Abbau nach Curtius; cis(?)-hexahydrophthalic acid dihydrazide; |
1,2-diazidocyclohexane
1,2-diaminocyclohexane
Conditions | Yield |
---|---|
With hydrogen; platinum(IV) oxide In methanol |
1,2-diaminocyclohexane
Conditions | Yield |
---|---|
With sodium hydroxide In ethylene glycol Heating; |
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride; 2; nitrogen(II) oxide 1) THF, 0 deg C, 120 min; 2) THF, -70 deg C, room temperature (overnight), reflux (1 h); Yield given. Multistep reaction; |
1,2-diaminocyclohexane
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In ethanol under 760 Torr; Ambient temperature; Yield given; |
2,3-diphenyl-4a,5,6,7,8,8a-hexahydroquinoxaline
A
1,2-diaminocyclohexane
B
benzil
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: NaHCO3 / tetrahydrofuran / Ambient temperature 2: H2 / 10percent Pd/C / ethanol / 760 Torr / Ambient temperature View Scheme |
2-amino-cyclohexanecarboxylic acid ethyl ester
1,2-diaminocyclohexane
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 145 °C / im geschlossenen Rohr 2: potassium hypobromite / und Erwaermen des Reaktionsprodukts mit Salzsaeure; es liefert die freie Base mit KOH View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: NaN3, Fe2(SO4)3, FeSO4, aq. H2O2 / methanol 2: H2 / PtO2 / methanol View Scheme | |
Multi-step reaction with 2 steps 1: (i) Cl2, (ii) /BRN= 906737/ 2: aq. NaOH / ethane-1,2-diol / Heating View Scheme |
Conditions | Yield |
---|---|
With silver nitrate In potassium hydroxide; water |
Conditions | Yield |
---|---|
With sodium tetrahydroborate; ammonia; hydrogen; 5% Rh/C In water at 125℃; under 52476.2 - 104192 Torr; for 3h; Product distribution / selectivity; Autoclave; | |
With hydrogen In tetrahydrofuran at 110℃; under 75007.5 Torr; for 3h; Autoclave; | |
With hydrogen In tetrahydrofuran at 130℃; under 37503.8 Torr; for 24h; Autoclave; Green chemistry; chemoselective reaction; |
Conditions | Yield |
---|---|
In chloroform-d1 for 1h; UV-irradiation; |
1,2-diaminocyclohexane
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; for 9h; | 69 mg |
phosphoric acid
zinc diacetate
water
1,2-diaminocyclohexane
Conditions | Yield |
---|---|
In water hydrothermal conditions, 180°C; | 100% |
zinc(II) nitrate
phosphoric acid
water
1,2-diaminocyclohexane
Conditions | Yield |
---|---|
In water hydrothermal conditions, 180°C; | 100% |
Conditions | Yield |
---|---|
In water hydrothermal conditions, molar ratio BPO4:Zn(OAc)2:diaminocyclohexane:water 2:1:2.5:117, , pH=8, 210°C; elem. anal.; | 100% |
1,2-diaminocyclohexane
3,5-dichlorosalicyclaldehyde
N,N'-bis(3,5-dichlorosalicylidene)-1,2-cyclohexanediamine
Conditions | Yield |
---|---|
In ethanol at 60℃; | 100% |
In ethanol Reflux; |
Conditions | Yield |
---|---|
In ethanol Reflux; | 100% |
Conditions | Yield |
---|---|
In ethanol Reflux; | 100% |
Conditions | Yield |
---|---|
With acetic acid In water | 99% |
trans-{RuCl2(1,3-bis(diphenylphosphino)propane)2}
1,2-diaminocyclohexane
trans-Cl2Ru(1,3-bis(diphenylphosphino)propane)(C6H10(NH2)2)
Conditions | Yield |
---|---|
In dichloromethane Ar; dropwise addn. of dichloromethane soln. of diamine to a stirred soln. of Ru complex in the same solvent within 5 min, stirring at room temp.for 10-30 min; filtration, concg. under reduced pressure, pptn. by addn. of diethyl ether, filtration, recrystn. of solid from dichloromethane-n-hexane; elem. anal.; | 99% |
di-tert-butyl dicarbonate
1,2-diaminocyclohexane
di-tert-butyl cyclohexane-1,2-diyldicarbamate
Conditions | Yield |
---|---|
With iron oxide In ethanol at 20℃; for 0.25h; Green chemistry; chemoselective reaction; | 99% |
With 1,3-disulfonic acid imidazolium hydrogen sulfate In neat (no solvent) at 20℃; for 0.0166667h; Green chemistry; chemoselective reaction; | 92% |
With N-sulfonic acid poly(4-vinyl)pyridinium chloride In neat (no solvent) at 20℃; for 0.0333333h; | 92% |
Conditions | Yield |
---|---|
In dichloromethane at 5℃; Inert atmosphere; | 99% |
In dichloromethane at 5 - 20℃; Inert atmosphere; | 99% |
tricyclo<4.3.1.1.3,8>undecan-4,5-dione
1,2-diaminocyclohexane
C17H24N2
Conditions | Yield |
---|---|
In ethanol at 25℃; for 48h; | 98% |
phenyl (chloromethyl)(isothiocyanato)thiophosphinate
1,2-diaminocyclohexane
Conditions | Yield |
---|---|
In chloroform at 20℃; for 24h; | 98% |
Conditions | Yield |
---|---|
for 0.0833333h; Neat (no solvent); Microwave irradiation; | 98% |
Conditions | Yield |
---|---|
With triethylamine at 65 - 80℃; for 6.5h; Temperature; Reagent/catalyst; | 98% |
In water at 65 - 80℃; for 3.5h; Solvent; | 89% |
Conditions | Yield |
---|---|
In ethanol at 80℃; | 98% |
1,2-diaminocyclohexane
benzil
2,3-diphenyl-4a,5,6,7,8,8a-hexahydroquinoxaline
Conditions | Yield |
---|---|
With alumina supported sulfuric acid In ethanol at 30℃; for 1h; | 97% |
With potassium hydrogensulfate In ethanol at 20℃; for 0.25h; | 95% |
With N,N,N’,N’-tetrabromobenzene-1,3-disulfonamide In ethanol; water at 20℃; for 0.166667h; | 95% |
Conditions | Yield |
---|---|
In dichloromethane at -78 - 20℃; for 20h; Inert atmosphere; | 97% |
Conditions | Yield |
---|---|
With N,N,N’,N’-tetrabromobenzene-1,3-disulfonamide In neat (no solvent) at 80℃; for 0.166667h; | 96% |
In methanol for 1h; Condensation; Heating; |
trans-dichlorobis((2-methoxyethyl)diphenylphosphine-O,P)ruthenium(II)
1,2-diaminocyclohexane
RuCl2((C6H5)2PCH2CH2OCH3)2(H2NC6H10NH2)
Conditions | Yield |
---|---|
In dichloromethane a soln. of the diamine ligand (10% excess) in CH2Cl2 was added dropwise under Ar to a stirred soln. of Ru-complex in CH2Cl2, the mixt. was stirred for approx. 45 min at room temp.; filtd., concd., Et2O was added, ppt. was filtd. off, dissolved in CH2Cl2, concd., n-hexane was added, ppt. was collected by filtn., washed with n-hexane and dried under vac.; elem. anal.; | 96% |
2-Hydroxy-4-methoxybenzaldehyde
1,2-diaminocyclohexane
N,N'-bis(4-methoxysalicylidene)cyclohexane-1,2-diamine
Conditions | Yield |
---|---|
In methanol at 20℃; for 0.166667h; | 96% |
2,7-dibromo-phenanthrene-9,10-dione
1,2-diaminocyclohexane
2,7-dibromo-10,11,12,13-tetrahydrodibenzo[a,c]phenazine
Conditions | Yield |
---|---|
Stage #1: 2,7-dibromo-phenanthrene-9,10-dione; rac-diaminocyclohexane In toluene for 1h; Inert atmosphere; Reflux; Dean-Stark; Stage #2: With manganese(IV) oxide In toluene at 84℃; Inert atmosphere; | 96% |
With toluene-4-sulfonic acid In ethanol Reflux; | 49% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In ethanol at 20℃; for 3h; | 96% |
zinc(II) acetate dihydrate
3-methoxy-2-hydroxybenzaldehyde
1,2-diaminocyclohexane
Conditions | Yield |
---|---|
In ethanol at 20℃; for 24h; | 96% |
carbon dioxide
1,2-diaminocyclohexane
(R*,R*)-N,N’-cyclohexa-1,2-diylurea
Conditions | Yield |
---|---|
at 180℃; under 75007.5 Torr; for 24h; Autoclave; | 95.9% |
With potassium hydroxide at 149.84℃; under 60006 Torr; for 10h; Autoclave; | 74.2% |
Conditions | Yield |
---|---|
In ethanol for 2h; Reflux; | 95.2% |
1-acetyl-1H-indole-2,3-dione
1,2-diaminocyclohexane
3-(2-Acetamidophenyl)-4a,5,6,7,8,8a-hexahydro-2(1H)-chinoxazolinon
Conditions | Yield |
---|---|
In ethanol for 2h; Heating; | 95% |
Conditions | Yield |
---|---|
In toluene for 3h; Heating / reflux; | 95% |
Conditions | Yield |
---|---|
for 0.0666667h; Neat (no solvent); Microwave irradiation; | 95% |
Conditions | Yield |
---|---|
for 0.0666667h; Neat (no solvent); Microwave irradiation; | 95% |
1,2-diaminocyclohexane
Conditions | Yield |
---|---|
With hydrogenchloride In diethyl ether for 2.33333h; | 95% |
1,2-Diaminocyclohexan, with the CAS NO.694-83-7 and the Molecular Formula of C6H14N2, has the other names of trans-1,2-cyclohexanediamine; (+/-)-trans-cyclohexane-1,2-diamine; trans-cyclohexane-1,2-diamine; (+/-)-1,2-diaminocyclohexane; trans-1,2-diaminocyclohexane; trans-1,2-diamiocyclohexane; DACH. This diamine is a building block for chiral ligands that are useful in asymmetric catalysis.
Physical properties about 1,2-Diaminocyclohexan are: (1)ACD/LogP: 0.171; (2)ACD/LogD (pH 5.5): -3.58; (3)ACD/LogD (pH 7.4): -2.77; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 1.00; (7)ACD/KOC (pH 7.4): 1.00; (8)#H bond acceptors: 2; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.484; (12)Molar Refractivity: 34.776 cm3; (13)Molar Volume: 121.597 cm3; (14)Polarizability: 13.786 10-24cm3; (15)Surface Tension: 37.0369987487793 dyne/cm; (16)Density: 0.939 g/cm3; (17)Flash Point: 75 °C; (18)Enthalpy of Vaporization: 42.984 kJ/mol; (19)Boiling Point: 193.643 °C at 760 mmHg; (20)Vapour Pressure: 0.46000000834465 mmHg at 25°C
When you are using this chemical, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. Wear suitable protective clothing, gloves and eye/face protection;
3. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);
You can still convert the following datas into molecular structure:
(1)InChI=1S/C6H14N2/c7-5-3-1-2-4-6(5)8/h5-6H,1-4,7-8H2;
(2)InChIKey=SSJXIUAHEKJCMH-UHFFFAOYSA-N;
(3)SmilesC1[C@@H]([C@@H](CCC1)N)N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
rat | LCLo | inhalation | 3200mg/m3/4H (3200mg/m3) | Toxicologist. Vol. 12, Pg. 357, 1992. | |
rat | LD50 | oral | 4556mg/kg (4556mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: TREMOR | National Technical Information Service. Vol. OTS0535386, |
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