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Name	1,2-Diaminocyclohexane	EINECS	211-776-7
CAS No.	694-83-7	Density	0.939 g/cm³
PSA	52.04000	LogP	1.61560
Solubility	miscible with water	Melting Point	41-45 °C
Formula	C₆H₁₄N₂	Boiling Point	193.643 °C at 760 mmHg
Molecular Weight	114.22	Flash Point	75 °C
Transport Information	UN 3259 8/PG 2	Appearance	clear slightly yellow to yellow liquid
Safety	26-36/37/39-45	Risk Codes	34
Molecular Structure		Hazard Symbols	C
Synonyms	1,2-Cyclohexanediamine;DHC 99;Dytek DCH 99;

1,2-Diaminocyclohexane Synthetic route

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

: 694-83-7
1,2-diaminocyclohexane

Conditions

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%

: 34126-95-9
2-aminocyclohexanecarboxamide

: 694-83-7
1,2-diaminocyclohexane

Conditions

Conditions	Yield
With potassium hypobromite und Erwaermen des Reaktionsprodukts mit Salzsaeure; es liefert die freie Base mit KOH;

: 32003-11-5
cyclohexane-1,2-dicarboxylic acid dihydrazide

: 694-83-7
1,2-diaminocyclohexane

Conditions

Conditions	Yield
beim Abbau nach Curtius; cis(?)-hexahydrophthalic acid dihydrazide;

: 26593-33-9
1,2-diazidocyclohexane

: 694-83-7
1,2-diaminocyclohexane

Conditions

Conditions	Yield
With hydrogen; platinum(IV) oxide In methanol

: N-(1-Ureido-ethyliden)-trans-2-chlor-cyclohexylamin

: 694-83-7
1,2-diaminocyclohexane

Conditions

Conditions	Yield
With sodium hydroxide In ethylene glycol Heating;

: 110-83-8
cyclohexene

: 694-83-7
1,2-diaminocyclohexane

Conditions

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;

: O-Ethyl-N-(2-nitro-cyclohexyl)-hydroxylamine

: 694-83-7
1,2-diaminocyclohexane

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol under 760 Torr; Ambient temperature; Yield given;

: 96058-39-8
2,3-diphenyl-4a,5,6,7,8,8a-hexahydroquinoxaline

mineral acid: mineral acid

A: 694-83-7
1,2-diaminocyclohexane

B: 134-81-6
benzil

: 2562-37-0
1-nitrocyclohexene

: 694-83-7
1,2-diaminocyclohexane

Conditions

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

: 64162-07-8
2-amino-cyclohexanecarboxylic acid ethyl ester

: 694-83-7
1,2-diaminocyclohexane

Conditions

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

: 110-83-8
cyclohexene

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

: 694-83-7
1,2-diaminocyclohexane

Conditions

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

: 99-14-9
tricarallylic acid

: platinum(II) chloride

: 694-83-7
1,2-diaminocyclohexane

Conditions

Conditions	Yield
With silver nitrate In potassium hydroxide; water

: 95-54-5
1,2-diamino-benzene

: 694-83-7
1,2-diaminocyclohexane

Conditions

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;

: N,N'-bis(salicylidene)cyclohexane-1,2-diamine

A: 90-02-8
salicylaldehyde

B: 694-83-7
1,2-diaminocyclohexane

Conditions

Conditions	Yield
In chloroform-d1 for 1h; UV-irradiation;

: 1-(2-azidocyclohexyl)-2-(4-methoxyphenyl)diazene

: 694-83-7
1,2-diaminocyclohexane

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; for 9h;	69 mg

: 86119-84-8, 7664-38-2
phosphoric acid

: 557-34-6
zinc diacetate

: 7732-18-5
water

: 694-83-7
1,2-diaminocyclohexane

: Zn3(PO4)2(PO3OH)(H2-1,2-diaminocyclohexane)*2H2O

Conditions

Conditions	Yield
In water hydrothermal conditions, 180°C;	100%

: 10196-18-6
zinc(II) nitrate

: 86119-84-8, 7664-38-2
phosphoric acid

: 7732-18-5
water

: 694-83-7
1,2-diaminocyclohexane

: Zn3(PO4)2(PO3OH)(H2-1,2-diaminocyclohexane)*2H2O

Conditions

Conditions	Yield
In water hydrothermal conditions, 180°C;	100%

: boron phosphate

: 557-34-6
zinc diacetate

: 7732-18-5
water

: 694-83-7
1,2-diaminocyclohexane

: Zn3(PO4)2(PO3OH)(H2-1,2-diaminocyclohexane)*2H2O

Conditions

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%

: 694-83-7
1,2-diaminocyclohexane

: 90-60-8
3,5-dichlorosalicyclaldehyde

: 413580-19-5
N,N'-bis(3,5-dichlorosalicylidene)-1,2-cyclohexanediamine

Conditions

Conditions	Yield
In ethanol at 60℃;	100%
In ethanol Reflux;

: 2-hydroxy-3-methyl-1-naphthaldehyde

: 694-83-7
1,2-diaminocyclohexane

: C30H30N2O2

Conditions

Conditions	Yield
In ethanol Reflux;	100%

: 3-ethyl-2-hydroxy-1-naphthaldehyde

: 694-83-7
1,2-diaminocyclohexane

: C32H34N2O2

Conditions

Conditions	Yield
In ethanol Reflux;	100%

: 147-71-7
D-tartaric acid

: 694-83-7
1,2-diaminocyclohexane

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

Conditions

Conditions	Yield
With acetic acid In water	99%

: 202289-10-9, 55669-28-8
trans-{RuCl2(1,3-bis(diphenylphosphino)propane)2}

: 694-83-7
1,2-diaminocyclohexane

: 1299494-45-3, 531498-67-6
trans-Cl2Ru(1,3-bis(diphenylphosphino)propane)(C6H10(NH2)2)

Conditions

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%

: 24424-99-5
di-tert-butyl dicarbonate

: 694-83-7
1,2-diaminocyclohexane

: 1350724-58-1
di-tert-butyl cyclohexane-1,2-diyldicarbamate

Conditions

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%

: 694-83-7
1,2-diaminocyclohexane

: 532-55-8
Benzoyl isothiocyanate

: CH bis-BTU

Conditions

Conditions	Yield
In dichloromethane at 5℃; Inert atmosphere;	99%
In dichloromethane at 5 - 20℃; Inert atmosphere;	99%

: 26775-76-8
tricyclo<4.3.1.1.3,8>undecan-4,5-dione

: 694-83-7
1,2-diaminocyclohexane

: 106913-34-2
C17H24N2

Conditions

Conditions	Yield
In ethanol at 25℃; for 48h;	98%

: 136398-79-3
phenyl (chloromethyl)(isothiocyanato)thiophosphinate

: 694-83-7
1,2-diaminocyclohexane

: C14H20N3OPS2*ClH

Conditions

Conditions	Yield
In chloroform at 20℃; for 24h;	98%

: 89-51-0
Homophthalic acid

: 694-83-7
1,2-diaminocyclohexane

: 1225210-98-9
C15H16N2O

Conditions

Conditions	Yield
for 0.0833333h; Neat (no solvent); Microwave irradiation;	98%

: 108-24-7
acetic anhydride

: 694-83-7
1,2-diaminocyclohexane

: trans-1,2-diacetyldiaminocyclohexane

Conditions

Conditions	Yield
With triethylamine at 65 - 80℃; for 6.5h; Temperature; Reagent/catalyst;	98%
In water at 65 - 80℃; for 3.5h; Solvent;	89%

: 80-71-7
2-hydroxy-3-methylcyclopent-2-en-1-one

: 694-83-7
1,2-diaminocyclohexane

: C12H18N2

Conditions

Conditions	Yield
In ethanol at 80℃;	98%

: 694-83-7
1,2-diaminocyclohexane

: 134-81-6
benzil

: 96058-39-8
2,3-diphenyl-4a,5,6,7,8,8a-hexahydroquinoxaline

Conditions

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%

: 694-83-7
1,2-diaminocyclohexane

: 93-97-0
benzoic acid anhydride

: N-(2-aminocyclohexyl)benzamide

Conditions

Conditions	Yield
In dichloromethane at -78 - 20℃; for 20h; Inert atmosphere;	97%

: 694-83-7
1,2-diaminocyclohexane

: 1226-42-2
1,2-bis(4-methoxyphenyl)-1,2-ethanedione

: 2,3-di-(p-metoxifenil)-4a,5,6,7,8,8a-hexahidroquinoxalina

Conditions

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;

: 109011-62-3
trans-dichlorobis((2-methoxyethyl)diphenylphosphine-O,P)ruthenium(II)

: 694-83-7
1,2-diaminocyclohexane

: 620945-35-9, 620949-90-8
RuCl2((C6H5)2PCH2CH2OCH3)2(H2NC6H10NH2)

Conditions

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%

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

: 694-83-7
1,2-diaminocyclohexane

: 1222393-15-8
N,N'-bis(4-methoxysalicylidene)cyclohexane-1,2-diamine

Conditions

Conditions	Yield
In methanol at 20℃; for 0.166667h;	96%

: 84405-44-7
2,7-dibromo-phenanthrene-9,10-dione

: 694-83-7
1,2-diaminocyclohexane

: 1333212-91-1
2,7-dibromo-10,11,12,13-tetrahydrodibenzo[a,c]phenazine

Conditions

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%

: 19005-93-7
1H-indol-2-ylcarboxaldehyde

: 694-83-7
1,2-diaminocyclohexane

: C24H24N4

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In ethanol at 20℃; for 3h;	96%

: 5970-45-6
zinc(II) acetate dihydrate

: 148-53-8
3-methoxy-2-hydroxybenzaldehyde

: 694-83-7
1,2-diaminocyclohexane

: [(R,R)-N,N’-bis(3-methoxysalicylidene)-1,2-cyclohexanediaminato]zinc(II)

Conditions

Conditions	Yield
In ethanol at 20℃; for 24h;	96%

: 124-38-9
carbon dioxide

: 694-83-7
1,2-diaminocyclohexane

: 1123-97-3, 7237-97-0, 139121-98-5
(R*,R*)-N,N’-cyclohexa-1,2-diylurea

Conditions

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%

: 824-42-0
2-methoxy-3-methylbenzaldehyde

: 694-83-7
1,2-diaminocyclohexane

: 6,6 '-((1E,1'E)-(cyclohexane-1,2- diylbis(azanylylidene))bis(methanylylidene))bis(2-methylphenol)

Conditions

Conditions	Yield
In ethanol for 2h; Reflux;	95.2%

: 574-17-4
1-acetyl-1H-indole-2,3-dione

: 694-83-7
1,2-diaminocyclohexane

: 81965-12-0
3-(2-Acetamidophenyl)-4a,5,6,7,8,8a-hexahydro-2(1H)-chinoxazolinon

Conditions

Conditions	Yield
In ethanol for 2h; Heating;	95%

: 126-81-8
dimedone

: 694-83-7
1,2-diaminocyclohexane

: MC08a

Conditions

Conditions	Yield
In toluene for 3h; Heating / reflux;	95%

: 89-01-0
2,3-dicarboxypyrazine

: 694-83-7
1,2-diaminocyclohexane

: 1225211-01-7
C12H12N4O

Conditions

Conditions	Yield
for 0.0666667h; Neat (no solvent); Microwave irradiation;	95%

: 110-15-6
succinic acid

: 694-83-7
1,2-diaminocyclohexane

: 1259371-17-9
C10H14N2O

Conditions

Conditions	Yield
for 0.0666667h; Neat (no solvent); Microwave irradiation;	95%

: 694-83-7
1,2-diaminocyclohexane

: 1,2-diaminocyclohexane monohydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In diethyl ether for 2.33333h;	95%

1,2-Diaminocyclohexane Specification

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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