Product Name

  • Name

    N-Methylcyclohexylamine

  • EINECS 202-869-3
  • CAS No. 100-60-7
  • Article Data99
  • CAS DataBase
  • Density 0.868 g/cm3
  • Solubility 5.4 g/100 mL (20 °C) in water
  • Melting Point -9--7 °C(lit.)
  • Formula C7H15N
  • Boiling Point 146.5 °C at 760 mmHg
  • Molecular Weight 113.203
  • Flash Point 29.4 °C
  • Transport Information UN 2734 8/PG 2
  • Appearance clear colourless to yellow liquid
  • Safety 16-26-36/37/39-45
  • Risk Codes 10-21/22-35-20/21/22
  • Molecular Structure Molecular Structure of 100-60-7 (N-Methylcyclohexylamine)
  • Hazard Symbols CorrosiveC
  • Synonyms Cyclohexylamine,N-methyl- (6CI,7CI,8CI);(Methylamino)cyclohexane;Cyclohexylmethylamine;Methylcyclohexylamine;N-Cyclohexyl-N-methylamine;N-Cyclohexylmethylamine;N-Methyl-N-cyclohexylamine;N-Methylcyclohexanamine;NSC 434;
  • PSA 12.03000
  • LogP 1.92940

Synthetic route

cyclohexanone
108-94-1

cyclohexanone

dimethyl amine
124-40-3

dimethyl amine

A

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

B

N,N-dimethyl-cyclohexanamine
98-94-2

N,N-dimethyl-cyclohexanamine

C

cyclohexanol
108-93-0

cyclohexanol

Conditions
ConditionsYield
With hydrogen at 160 - 220℃; under 67506.8 - 97509.8 Torr; for 100 - 1000h; Product distribution / selectivity;A 0.1%
B 96%
C 0.5%
With hydrogen at 160 - 180℃; under 63756.4 - 97509.8 Torr; for 100 - 400h; Product distribution / selectivity;A 0.1%
B 94%
C 2%
N-butylamine
109-73-9

N-butylamine

3-methyl-2-(N-methylcyclohexylamino)benzothiazolium iodide

3-methyl-2-(N-methylcyclohexylamino)benzothiazolium iodide

A

butyl-(3-methyl-3H-benzothiazol-2-ylidene)-amine
70038-63-0

butyl-(3-methyl-3H-benzothiazol-2-ylidene)-amine

B

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

Conditions
ConditionsYield
at 25℃; for 3h;A 95%
B 83%
In dichloromethane at 25℃; for 3h;A 95%
B 83%
Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

Conditions
ConditionsYield
With Zr12(μ3-O)5[(μ3-O)CoCl]8[(μ2-O)2(μ3-O)CoCl]3Li3(triphenyldicarboxylate)9; hydrogen In toluene at 110℃; under 30003 Torr; for 42h; Catalytic behavior; Inert atmosphere; Schlenk technique;92%
With dimethyl sulfoxide In water at 100℃; Green chemistry;65%
N-methylaniline
100-61-8

N-methylaniline

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

Conditions
ConditionsYield
With hydrogen In neat (no solvent) at 80℃; under 7600.51 Torr; for 24h; Catalytic behavior; Autoclave;91%
With dichloro(μ-chloro)(μ-hydrido)bis(η-p-cymene)diruthenium(II); hydrogen In neat (no solvent) at 75℃; under 37503.8 Torr; for 24h;80%
With lithium; methylamine
methylamine hydrochloride
593-51-1

methylamine hydrochloride

cyclohexanone
108-94-1

cyclohexanone

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

Conditions
ConditionsYield
With iridium bromide; zinc In 1,4-dioxane; water at 30℃; for 72h;85%
With titanium(IV) isopropylate; sodium tetrahydroborate; triethylamine 1.) EtOH, 25 deg C, 10 h, 2.) EtOH, 25 deg C, 8 h; Yield given. Multistep reaction;
cyclohexanone
108-94-1

cyclohexanone

methylamine
74-89-5

methylamine

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

Conditions
ConditionsYield
With hydrogenchloride; Zr(BH4)2Cl2(dabco)2 In methanol for 1h; Heating;78%
With D-glucose; glucose dehydrogenase CDX-901; imine reductase 48 from Rhizobium sullae; nicotinamide adenine dinucleotide phosphate In aq. buffer at 25℃; for 24h; pH=9; Enzymatic reaction;66%
With sodium tetrahydroborate; lithium chloride In tetrahydrofuran; methanol Flow reactor; chemoselective reaction;37%
methanol
67-56-1

methanol

cyclohexylamine
108-91-8

cyclohexylamine

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

Conditions
ConditionsYield
With rhodium(III) chloride hydrate; potassium tert-butylate at 130℃; for 48h; Sealed tube; High pressure;75%
With thorium dioxide at 320℃;
rhodium hydrido (PEt3)3 complex for 10h;99 % Chromat.
With platinum on carbon; hydrogen; sodium hydroxide at 130℃; under 30003 Torr; for 36h; Autoclave;74 %Chromat.
With palladium 10% on activated carbon; potassium tert-butylate at 130℃; for 12h;
N-(6-Methoxy-1,2,3,4-tetrahydro-naphthalen-1-yl)-N-methyl-hydroxylamine
141339-38-0

N-(6-Methoxy-1,2,3,4-tetrahydro-naphthalen-1-yl)-N-methyl-hydroxylamine

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

Conditions
ConditionsYield
With carbon disulfide In acetonitrile for 1.5h; Ambient temperature;71%
chloromethyltriethoxysilane
15267-95-5

chloromethyltriethoxysilane

cyclohexylamine
108-91-8

cyclohexylamine

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

Conditions
ConditionsYield
Stage #1: chloromethyltriethoxysilane; cyclohexylamine at 87℃; for 18h;
Stage #2: With water In ethanol for 48h; Heating; Further stages.;
68%
Cyclohexyl-phenylsulfanylmethyl-amine; hydrochloride

Cyclohexyl-phenylsulfanylmethyl-amine; hydrochloride

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether -60 degC -> room temp.;67%
N-(benzenesulfenyl)-N-methylcyclohexylamine
138710-07-3

N-(benzenesulfenyl)-N-methylcyclohexylamine

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

Conditions
ConditionsYield
With tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) In cyclohexane Heating;53%
With tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) In cyclohexane for 0.25h; Mechanism; Product distribution; Heating; other conditions: other solvent, no reagents and catalysts; other sulpenamides as starting material; Competitive reaction of C-SPh compound 11 with Bu3nH: comparison of the reactivities of N-SPh and C-SPh bonds;
cyclohexanone
108-94-1

cyclohexanone

methylamine
74-89-5

methylamine

A

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

B

cyclohexanol
108-93-0

cyclohexanol

Conditions
ConditionsYield
With hydrogenchloride; sodium tetrahydroborate In isopropyl alcohol at 20 - 30℃;A 45%
B 40%
With potassium hydroxide; potassium phosphate In water at 18 - 20℃; pH 12, electrochemical reaction;
cyclohexylamine
108-91-8

cyclohexylamine

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

A

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

B

N,N-dimethyl-cyclohexanamine
98-94-2

N,N-dimethyl-cyclohexanamine

Conditions
ConditionsYield
With binder-free NaY zeolite Heating;A 5%
B n/a
cyclohexylamine
108-91-8

cyclohexylamine

A

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

B

N,N-dimethyl-cyclohexanamine
98-94-2

N,N-dimethyl-cyclohexanamine

Conditions
ConditionsYield
With boron trifluoride diethyl etherate
N,N-dimethyl-cyclohexanamine
98-94-2

N,N-dimethyl-cyclohexanamine

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

Conditions
ConditionsYield
With sodium hydroxide; potassium hexacyanoferrate(III)
With diethyl ether; bromocyane und Erhitzen des hierbei erhaltenen Reaktionsprodukts mit wss. H2SO4;
With naphthalene-1,4-dicarbonitrile In methanol; acetonitrile for 0.166667h; UV-irradiation;11 % Chromat.
N-cyclohexylformamide
766-93-8

N-cyclohexylformamide

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride; diethyl ether
N-(cyanomethyl)cyclohexylamine
1074-58-4

N-(cyanomethyl)cyclohexylamine

A

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

B

N-cyclohexylethylenediamine
5700-53-8

N-cyclohexylethylenediamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride; diethyl ether
N-methylaniline hydrochloride
2739-12-0

N-methylaniline hydrochloride

A

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

B

N-Methyldicyclohexylamine
7560-83-0

N-Methyldicyclohexylamine

Conditions
ConditionsYield
With ethanol; platinum at 70℃; under 1520 - 2280 Torr; Hydrogenation;
4-methylamino-phenol; hydrochloride
22906-85-0

4-methylamino-phenol; hydrochloride

A

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

B

4-(methylamino)cyclohexanol
2987-05-5

4-(methylamino)cyclohexanol

Conditions
ConditionsYield
With water; platinum under 2280 Torr; Hydrogenation.entsteht ein Gemisch von cis- und trans-Form;
N-Methylformamide
123-39-7

N-Methylformamide

cyclohexanone
108-94-1

cyclohexanone

A

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

B

N-Methyldicyclohexylamine
7560-83-0

N-Methyldicyclohexylamine

Conditions
ConditionsYield
With formic acid
diethyl ether
60-29-7

diethyl ether

cyclohexylamine
108-91-8

cyclohexylamine

dimethyl sulfate
77-78-1

dimethyl sulfate

A

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

B

N,N-dimethyl-cyclohexanamine
98-94-2

N,N-dimethyl-cyclohexanamine

cyclohexylamine
108-91-8

cyclohexylamine

dimethyl sulfate
77-78-1

dimethyl sulfate

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

Conditions
ConditionsYield
With diethyl ether
N-(α-phenylbenzylidene)cyclohexylamine
16770-34-6

N-(α-phenylbenzylidene)cyclohexylamine

methyl iodide
74-88-4

methyl iodide

A

benzophenone
119-61-9

benzophenone

B

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

Conditions
ConditionsYield
anschliessend beim Kochen mit 90prozentigem Alkohol;
N-chloromethylamine
6154-14-9

N-chloromethylamine

cyclohexyl-dimethylborane
127146-33-2

cyclohexyl-dimethylborane

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

Conditions
ConditionsYield
a) 0 deg C, 5-10 min, b) RT, 60 min; Yield given;
Diphenylmethane
101-81-5

Diphenylmethane

lithium cyclohexyl(methyl)amide
84602-11-9

lithium cyclohexyl(methyl)amide

A

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

B

diphenylmethyllithium
881-42-5

diphenylmethyllithium

Conditions
ConditionsYield
In tetrahydrofuran at 30℃; Equilibrium constant;
triphenylmethane
519-73-3

triphenylmethane

lithium cyclohexyl(methyl)amide
84602-11-9

lithium cyclohexyl(methyl)amide

A

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

B

trityllithium
733-90-4

trityllithium

Conditions
ConditionsYield
In tetrahydrofuran at 30℃; Equilibrium constant;
1,3,5-tricyclohexyl-[1,3,5]triazinane
6281-14-7

1,3,5-tricyclohexyl-[1,3,5]triazinane

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

Conditions
ConditionsYield
With hydrogenchloride; zinc
methanol
67-56-1

methanol

cyclohexylamine
108-91-8

cyclohexylamine

A

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

B

N,N-dimethyl-cyclohexanamine
98-94-2

N,N-dimethyl-cyclohexanamine

Conditions
ConditionsYield
ruthenium trichloride; tri-n-butyl phosphite In 1,4-dioxane at 180℃; for 15h;A 3 % Chromat.
B 14 % Chromat.
With carbonylhydrido(tetrahydroborato)[bis(2-diphenylphosphinoethyl)amino]ruthenium(II); hydrogen at 120℃; under 30003 Torr; for 24h; Glovebox;A n/a
B 31 %Spectr.
With C19H37IrN4(2+)*2Cl(1-)*2H2O; potassium carbonate at 50℃; for 17h; Reagent/catalyst; Inert atmosphere; Schlenk technique; Sealed tube;A 14 %Chromat.
B 61 %Chromat.
With hydrogen at 55℃; under 750.075 Torr; for 24h; Irradiation; Green chemistry;
Methyltrimethoxyphosphonium tetrafluoroborate
15294-11-8

Methyltrimethoxyphosphonium tetrafluoroborate

cyclohexylamine
108-91-8

cyclohexylamine

A

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

B

N,N-dimethyl-cyclohexanamine
98-94-2

N,N-dimethyl-cyclohexanamine

Conditions
ConditionsYield
for 12h; Ambient temperature; Yield given. Yields of byproduct given;
N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

2-(vinyloxy)ethyl isothiocyanate
59565-09-2

2-(vinyloxy)ethyl isothiocyanate

1-Cyclohexyl-1-methyl-3-(2-vinyloxy-ethyl)-thiourea
121612-59-7

1-Cyclohexyl-1-methyl-3-(2-vinyloxy-ethyl)-thiourea

Conditions
ConditionsYield
100%
N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

2-phenyl-1-(2-thioxothiazolidin-3-yl)ethan-1-one
65439-58-9

2-phenyl-1-(2-thioxothiazolidin-3-yl)ethan-1-one

N-cyclohexyl-N-methyl-2-phenylacetamide
74472-25-6

N-cyclohexyl-N-methyl-2-phenylacetamide

Conditions
ConditionsYield
100%
In dichloromethane for 0.0333333h; Ambient temperature;100%
N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

benzenesulfenyl chloride
931-59-9

benzenesulfenyl chloride

N-(benzenesulfenyl)-N-methylcyclohexylamine
138710-07-3

N-(benzenesulfenyl)-N-methylcyclohexylamine

Conditions
ConditionsYield
With triethylamine In diethyl ether for 0.166667h;100%
N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

N-methyl-N-cyclohexylaminocarbonyl chloride
35028-38-7

N-methyl-N-cyclohexylaminocarbonyl chloride

Conditions
ConditionsYield
With pyridine In toluene100%
With pyridine In toluene
With pyridine In dichloromethane at 20℃; for 2h;
methanol
67-56-1

methanol

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

N,N-dimethyl-cyclohexanamine
98-94-2

N,N-dimethyl-cyclohexanamine

Conditions
ConditionsYield
chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II) at 100℃;100%
With rhodium(III) chloride hydrate; potassium tert-butylate at 130℃; for 48h; Sealed tube; High pressure;45%
With Ru(OAc)2(1,1′-bis(diisopropylphosphino)ferrocene)(CO); trifluoroacetic acid at 100℃; for 24h; Temperature; Inert atmosphere; Schlenk technique;
With palladium 10% on activated carbon; potassium tert-butylate at 130℃; for 14h;
N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

N-nitroso-N-methylcyclohexylamine
5432-28-0

N-nitroso-N-methylcyclohexylamine

Conditions
ConditionsYield
With trichloroisocyanuric acid; silica gel; sodium nitrite In dichloromethane at 20℃; for 0.25h;99%
With sulfuric acid; silica gel; sodium nitrite In dichloromethane at 20℃; for 0.166667h;98%
With N,N,N’,N’-tetrabromobenzene-1,3-disulfonamide; water; silica gel; sodium nitrite In dichloromethane at 20℃; for 0.0666667h; Reagent/catalyst;98%
N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

1-(2-Thioxo-thiazolidin-3-yl)-hexadecan-1-one
74058-64-3

1-(2-Thioxo-thiazolidin-3-yl)-hexadecan-1-one

N-cyclohexyl-N-methylhexadecanamide
74058-73-4

N-cyclohexyl-N-methylhexadecanamide

Conditions
ConditionsYield
In dichloromethane for 0.166667h; Ambient temperature;99%
N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

2-bromobenzoic acid chloride
7154-66-7

2-bromobenzoic acid chloride

2-bromo-N-cyclohexyl-N-methylbenzamide
349395-89-7

2-bromo-N-cyclohexyl-N-methylbenzamide

Conditions
ConditionsYield
With triethylamine In dichloromethane for 2h; Ambient temperature;99%
With N-ethyl-N,N-diisopropylamine In diethyl ether at 0 - 20℃; Inert atmosphere;4.5 g
N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

4-chloro-1H-pyrrolo[2,3-d]pyrimidine
3680-69-1

4-chloro-1H-pyrrolo[2,3-d]pyrimidine

N-cyclohexyl-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
252722-30-8

N-cyclohexyl-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine

Conditions
ConditionsYield
In 1,4-dioxane at 110℃; for 9h; Microwave irradiation; Sealed tube;99%
Stage #1: N-methylcyclohexylamine; 4-chloro-1H-pyrrolo[2,3-d]pyrimidine In tert-butyl alcohol at 100℃; for 24h;
Stage #2: With hydrogenchloride In water; tert-butyl alcohol pH=1;
Stage #3: With sodium hydroxide In water; tert-butyl alcohol pH=14;
88%
In tert-butyl alcohol at 85℃;
2,4,6-trimethyl-pyridine
108-75-8

2,4,6-trimethyl-pyridine

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

sulfuric acid
7664-93-9

sulfuric acid

tetrabutylammomium bromide
1643-19-2

tetrabutylammomium bromide

N-Isobutenyloxycarbonyl-N-methylcyclohexylamine

N-Isobutenyloxycarbonyl-N-methylcyclohexylamine

Conditions
ConditionsYield
In 1,1,2,2-tetrachloroethylene99%
N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

1-Bromo-2-bromomethyl-benzene
3433-80-5

1-Bromo-2-bromomethyl-benzene

N-(2-bromobenzyl)-N-methylcyclohexylamine
92299-13-3

N-(2-bromobenzyl)-N-methylcyclohexylamine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide Inert atmosphere;99%
2-chlorothiazole
3034-52-4

2-chlorothiazole

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

N-cyclohexyl-N-methylthiazol-2-amine

N-cyclohexyl-N-methylthiazol-2-amine

Conditions
ConditionsYield
With C50H61Cl2N3Pd; potassium tert-butylate In 1,4-dioxane at 100℃; for 2h;99%
2-chloro-1,3-benzoxazole
615-18-9

2-chloro-1,3-benzoxazole

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

N-cyclohexyl-N-methylbenzo[d]oxazol-2-amine
34173-49-4

N-cyclohexyl-N-methylbenzo[d]oxazol-2-amine

Conditions
ConditionsYield
With C50H61Cl2N3Pd; potassium tert-butylate In 1,4-dioxane at 100℃; for 2h;99%
N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

zirconium(IV) chloride
10026-11-6

zirconium(IV) chloride

tetrakis(cyclohexylmethylamide)zirconium
610786-42-0

tetrakis(cyclohexylmethylamide)zirconium

Conditions
ConditionsYield
With Li-n-Bu In hexane; toluene in oxygen and moisture free atmosphere; soln. of ligand in toluene addeddropwise to soln. of Li-n-Bu in hexane; stirred at room temp. for 2.5 h ; ZrCl4 added gradually for 30 min; stirred for 18 h; filtered; filtrate reduced to oil under reduced pressure; elem. anal.;98.7%
indole
120-72-9

indole

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

dichloromethane
75-09-2

dichloromethane

Cyclohexyl-(1H-indol-3-ylmethyl)-methyl-amine

Cyclohexyl-(1H-indol-3-ylmethyl)-methyl-amine

Conditions
ConditionsYield
In methanol at 50℃; under 6000480 Torr; for 96h;98%
N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

methyl 2-isothiocyanatobenzoate
16024-82-1

methyl 2-isothiocyanatobenzoate

methyl 2-(3-cyclohexyl-3-methylthioureido)benzoate
905486-98-8

methyl 2-(3-cyclohexyl-3-methylthioureido)benzoate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 3h;98%
In dichloromethane at 20℃;
5-methyl-1,3-benzoxazole
10531-78-9

5-methyl-1,3-benzoxazole

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

N-cyclohexyl-N'-(2-hydroxy-5-methylphenyl)-N-methylmethanimidamide
1323158-79-7

N-cyclohexyl-N'-(2-hydroxy-5-methylphenyl)-N-methylmethanimidamide

Conditions
ConditionsYield
at 80℃; for 12h;98%
In acetonitrile at 80℃; for 10h;
N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

2-Iodobenzoyl chloride
609-67-6

2-Iodobenzoyl chloride

N-cyclohexyl-2-iodo-N-methylbenzamide
1083239-65-9

N-cyclohexyl-2-iodo-N-methylbenzamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; for 5h;98%
N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

1-tosyl-4-vinyl-1,4-dihydro-2H-benzo[d] [1,3]oxazin-2-one
1038502-72-5

1-tosyl-4-vinyl-1,4-dihydro-2H-benzo[d] [1,3]oxazin-2-one

(S)-N-(2-(1-(cyclohexyl(methyl)amino)allyl)phenyl)-4-methylbenzenesulfonamide

(S)-N-(2-(1-(cyclohexyl(methyl)amino)allyl)phenyl)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
Stage #1: N-methylcyclohexylamine With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 1-((11bS)-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl)-1,2,3,4-tetrahydroquinoline In tetrahydrofuran at -10 - 20℃; for 0.166667h; Schlenk technique; Inert atmosphere;
Stage #2: 1-tosyl-4-vinyl-1,4-dihydro-2H-benzo[d] [1,3]oxazin-2-one In tetrahydrofuran at -10℃; for 5h; Schlenk technique; Inert atmosphere; enantioselective reaction;
98%
N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

ethyl 4-chloro-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate
227617-16-5

ethyl 4-chloro-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate

ethyl 4-(cyclohexyl(methyl)amino)-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate

ethyl 4-(cyclohexyl(methyl)amino)-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate

Conditions
ConditionsYield
In ethanol at 80℃; for 2h; Inert atmosphere;98%
N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

tert-butyl cyclohexyl(methyl)carbamate

tert-butyl cyclohexyl(methyl)carbamate

Conditions
ConditionsYield
With saccharin sulfonic acid In hexane at 20℃; for 1h;97%
With piperazine functionalized zirconium-Fe3O4-MCM-41 magnetic nanoparticles In neat (no solvent) at 20℃; for 0.166667h; Time;91%
With 1,3-disulfonic acid imidazolium hydrogen sulfate In neat (no solvent) at 20℃; for 0.166667h; Green chemistry; chemoselective reaction;90%
N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

Propiolic acid
471-25-0

Propiolic acid

N-cyclohexyl-N-methylpropiolamide
1309932-49-7

N-cyclohexyl-N-methylpropiolamide

Conditions
ConditionsYield
Stage #1: Propiolic acid With pivaloyl chloride; potassium carbonate In tetrahydrofuran for 1h; Inert atmosphere; Cooling;
Stage #2: N-methylcyclohexylamine In tetrahydrofuran for 1h; Inert atmosphere;
97%
potassium cyanate
590-28-3

potassium cyanate

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

para-nitrophenyl bromide
586-78-7

para-nitrophenyl bromide

1-cyclohexyl-3-(4-nitrophenyl)-1-methyl-urea
1442042-63-8

1-cyclohexyl-3-(4-nitrophenyl)-1-methyl-urea

Conditions
ConditionsYield
With copper(I) oxide; 2-(2,6-dimethylphenyl-amino)-2-oxoacetic acid potassium salt In acetonitrile at 110℃; Schlenk technique; Inert atmosphere;97%
iodobenzene
591-50-4

iodobenzene

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

N-cyclohexyl-N-methylaniline
18707-43-2

N-cyclohexyl-N-methylaniline

Conditions
ConditionsYield
With [Pd{C6H4(CH2N(CH2Ph)2)}(μ-Br)]2; potassium hydroxide In dimethyl sulfoxide at 120℃; for 0.5h;97%
With sodium t-butanolate In dimethyl sulfoxide at 110℃; for 12h; Buchwald-Hartwig Coupling; Green chemistry;95%
With sodium t-butanolate In dimethyl sulfoxide at 110℃; for 12h; Buchwald-Hartwig Coupling;87%
With potassium hydroxide In dimethyl sulfoxide at 120℃; for 0.666667h;75%
With copper(l) iodide; cesium fluoride In dimethyl sulfoxide at 130℃; for 24h; Ullmann Condensation; Inert atmosphere; Glovebox;
formaldehyd
50-00-0

formaldehyd

N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

β-naphthol
135-19-3

β-naphthol

N-[methyl(2-naphthyl)]-N-methyl-N-cyclohexylamine

N-[methyl(2-naphthyl)]-N-methyl-N-cyclohexylamine

Conditions
ConditionsYield
In methanol; water for 0.25h; Inert atmosphere;97%
N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

ethyl 2-isothiocyanato-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate
85716-87-6

ethyl 2-isothiocyanato-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

2-(3-Cyclohexyl-3-methyl-thioureido)-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid ethyl ester
207743-82-6

2-(3-Cyclohexyl-3-methyl-thioureido)-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid ethyl ester

Conditions
ConditionsYield
In dichloromethane for 5h; Ambient temperature;96%
In dichloromethane at 20℃; for 3h;
N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

cyclohexanone
108-94-1

cyclohexanone

N-cyclohexyl-N-methylcyclohex-1-enamine
62372-47-8

N-cyclohexyl-N-methylcyclohex-1-enamine

Conditions
ConditionsYield
With titanium tetrachloride In cyclohexane at 0 - 20℃; Inert atmosphere;96%
N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

o-bromobenzenesulfonyl chloride
2905-25-1

o-bromobenzenesulfonyl chloride

2-bromo-N-cyclohexyl-N-methylbenzenesulfonamide
1022649-92-8

2-bromo-N-cyclohexyl-N-methylbenzenesulfonamide

Conditions
ConditionsYield
With dmap; triethylamine In tetrahydrofuran at 20℃; for 16h; Inert atmosphere;96%
N-methylcyclohexylamine
100-60-7

N-methylcyclohexylamine

4-tert-butylphenyl triflate
154318-75-9

4-tert-butylphenyl triflate

C17H27N*ClH

C17H27N*ClH

Conditions
ConditionsYield
Stage #1: N-methylcyclohexylamine; 4-tert-butylphenyl triflate With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); XPhos In tetrahydrofuran at 80℃; for 16h; Buchwald-Hartwig Coupling; Inert atmosphere; Sealed tube;
Stage #2: With hydrogenchloride In diethyl ether Inert atmosphere;
96%

N-Methylcyclohexylamine Chemical Properties

MF: C7H15N
MW: 113.2
EINECS: 202-869-3
mp  -9 ~ -7 °C(lit.)
bp  149 °C(lit.)
density  0.868 g/mL at 25 °C(lit.)
vapor density  4 (vs air)
vapor pressure  11 mm Hg ( 40 °C)
refractive index  n20/D 1.456(lit.)
Fp  85 °F
storage temp.  Flammables area
Water Solubility  5.4 g/100 mL (20 oC)
Sensitive  Air Sensitive

N-Methylcyclohexylamine Toxicity Data With Reference

RTECS  GX1529000

N-Methylcyclohexylamine Safety Profile

Hazard Codes  C
Risk Statements  10-21/22-35-20/21/22
Safety Statements  16-26-36/37/39-45
RIDADR  UN 2734 8/PG 2
WGK Germany  1
Hazard Note  Corrosive
HazardClass  8
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