Conditions | Yield |
---|---|
With [Ru(H)(BH4)(CO)(PPh3)(3-(di-tert-butylphosphino)-N-((1-methyl-1H-imidazol-2 yl)methyl)propylamine)]; hydrogen In isopropyl alcohol at 70℃; for 3h; Inert atmosphere; Autoclave; | 99% |
With ammonia; hydrogen In toluene at 120℃; under 22502.3 Torr; for 16h; Autoclave; | 92% |
With hydrogen In ethanol at 88℃; under 37503.8 Torr; for 0.5h; | 91% |
N-(cyclohexylmethyl)-4-methylbenzenesulfonamide
cyclohexylmethylamine
Conditions | Yield |
---|---|
Stage #1: N-(cyclohexylmethyl)-4-methylbenzenesulfonamide With n-butyllithium In tetrahydrofuran at 0℃; Stage #2: With naphthalene; lithium In tetrahydrofuran at -78 - 20℃; | 94% |
Stage #1: N-(cyclohexylmethyl)-4-methylbenzenesulfonamide With n-butyllithium In tetrahydrofuran at 0℃; for 0.166667h; Inert atmosphere; Stage #2: With naphthalene; lithium In tetrahydrofuran at -78 - 25℃; Stage #3: With water In tetrahydrofuran | 94% |
Conditions | Yield |
---|---|
With ammonium hydroxide; hydrogen In ethanol at 130℃; under 7500.75 Torr; for 18h; Autoclave; | 92.8% |
With ammonium formate In toluene at 80℃; for 3h; Inert atmosphere; chemoselective reaction; | 90% |
With ammonium formate In toluene at 80℃; for 3h; Inert atmosphere; chemoselective reaction; | 90% |
cyclohexylcarboxamide
A
cyclohexylmethylamine
B
cyclohexylmethyl alcohol
Conditions | Yield |
---|---|
With hydrogen at 160℃; under 75007.5 Torr; | A 91% B 8% |
With dodecacarbonyl-triangulo-triruthenium; hydrogen; molybdenum hexacarbonyl In 1,2-dimethoxyethane at 160℃; under 75007.5 Torr; for 16h; Inert atmosphere; | |
With hydrogen In 1,2-dimethoxyethane at 160℃; under 75007.5 Torr; for 16h; | |
With 5 wt% ruthenium/carbon; water; hydrogen at 59.84℃; under 60006 Torr; for 4h; Reagent/catalyst; Autoclave; Sealed tube; |
cyclohexylcarboxamide
A
N,N-dicyclohexylmethylamine
B
cyclohexylmethylamine
Conditions | Yield |
---|---|
at 160℃; under 75007.5 Torr; | A 7% B 89% |
With ammonia; hydrogen at 200℃; under 42004.2 Torr; for 6h; Catalytic behavior; | A 18 %Chromat. B 80 %Chromat. |
cyclohexane carbonitrile
A
N,N-dicyclohexylmethylamine
B
cyclohexylmethylamine
Conditions | Yield |
---|---|
With 10% rhodium on carbon; hydrogen In cyclohexane at 25℃; under 760.051 Torr; for 24h; | A 89% B n/a |
(azidomethyl)cyclohexane
cyclohexylmethylamine
Conditions | Yield |
---|---|
With ammonium formate; zinc In methanol at 20℃; for 0.166667h; | 88% |
With hydrogen; 25% palladium on carbon In methanol under 2585.81 Torr; for 2h; |
cyclohexylamine
benzonitrile
A
N-phenyl(methylidene)cyclohexanamine
B
cyclohexylmethylamine
Conditions | Yield |
---|---|
With ammonium hydroxide; hydrogen In hexane at 100℃; under 3750.38 Torr; for 36h; Autoclave; Green chemistry; | A 78.2% B 10.6% |
benzoic acid
A
cyclohexane
B
N-(cyclohexylmethyl)cyclohexanecarboxamide
C
N,N-dicyclohexylmethylamine
D
cyclohexylcarboxamide
E
cyclohexylmethylamine
Conditions | Yield |
---|---|
Stage #1: benzoic acid With cyclopentyl methyl ether; ammonia at 200℃; under 4500.45 Torr; Sealed tube; Green chemistry; Stage #2: With cyclopentyl methyl ether; ammonia; hydrogen at 200℃; under 42004.2 Torr; for 6.5h; Cooling with ice; Green chemistry; | A 5% B 2% C 7% D 4% E 78% |
cyclohexylcarboxamide
A
N,N-dicyclohexylmethylamine
B
cyclohexylmethylamine
C
cyclohexylmethyl alcohol
Conditions | Yield |
---|---|
With hydrogen at 150℃; under 75007.5 Torr; | A 9% B 77% C 13% |
With tris(2,4-pentanedionato)ruthenium(III); hydrogen; molybdenum hexacarbonyl In 1,2-dimethoxyethane at 160℃; under 75007.5 Torr; for 16h; Inert atmosphere; | |
With hydrogen; lithium hydroxide In 1,2-dimethoxyethane at 160℃; under 75007.5 Torr; for 16h; |
Conditions | Yield |
---|---|
With platinum(IV) oxide; hydrogen In ethanol at 30℃; under 30003 Torr; for 12h; Autoclave; | A 77% B 21% C 2% |
Conditions | Yield |
---|---|
With carbonylchlorohydrido(4,5-bis((diisopropylphosphino)methyl)acridine)ruthenium(II); ammonia In toluene under 5700.38 Torr; for 25h; Inert atmosphere; Reflux; | A 73% B n/a |
With ammonia; carbonylchlorohydrido(4,5-bis((diisopropylphosphino)methyl)acridine)ruthenium(II) In toluene under 5700.38 Torr; for 25h; Product distribution / selectivity; Reflux; |
Pentafluorobenzonitrile
A
cyclohexylmethylamine
B
cyclohexylmethyl alcohol
Conditions | Yield |
---|---|
With water In aq. phosphate buffer at 25℃; for 18h; pH=2.7 - 3.2; Electrochemical reaction; | A 33% B 65% |
Conditions | Yield |
---|---|
With ammonium hydroxide; hydrogen In ethanol at 130℃; under 7500.75 Torr; for 12h; Autoclave; | A 64.8% B 16.9% |
4-fluorobenzonitrile
A
cyclohexylmethylamine
B
cyclohexylmethyl alcohol
Conditions | Yield |
---|---|
With water In aq. phosphate buffer at 25℃; for 6h; pH=2.7 - 3.2; Electrochemical reaction; | A 35% B 63% |
isophthalic acid
A
3-azabicyclo<3.3.1>nonane
B
3-azabicyclo[3.3.1]nonan-2-one
C
(3-methylcyclohexyl)methanamine
D
cyclohexylmethylamine
Conditions | Yield |
---|---|
Stage #1: isophthalic acid With cyclopentyl methyl ether; ammonia at 200℃; under 4500.45 Torr; Sealed tube; Green chemistry; Stage #2: With cyclopentyl methyl ether; ammonia; hydrogen at 200℃; under 42004.2 Torr; for 6.5h; Cooling with ice; Green chemistry; | A 57% B 21% C 11% D 3% |
salicylic acid
A
2-METHYLCYCLOHEXYLAMINE
B
cyclohexylamine
C
cyclohexylcarboxamide
D
cyclohexylmethylamine
Conditions | Yield |
---|---|
Stage #1: salicylic acid With cyclopentyl methyl ether; ammonia at 200℃; under 4500.45 Torr; Sealed tube; Green chemistry; Stage #2: With cyclopentyl methyl ether; ammonia; hydrogen at 200℃; under 42004.2 Torr; for 6.5h; Cooling with ice; Green chemistry; | A 11% B 50% C 11% D 10% |
Conditions | Yield |
---|---|
Stage #1: 3-Methoxybenzoic acid With cyclopentyl methyl ether; ammonia at 200℃; under 4500.45 Torr; Sealed tube; Green chemistry; Stage #2: With cyclopentyl methyl ether; ammonia; hydrogen at 200℃; under 42004.2 Torr; for 6.5h; Cooling with ice; Green chemistry; | A n/a B n/a C 6% D 44% |
Conditions | Yield |
---|---|
In ethanol for 2h; Inert atmosphere; Schlenk technique; Reflux; | A 36% B n/a |
cyclohexylmethylene diacetate
cyclohexylmethylamine
Conditions | Yield |
---|---|
With methanol; ammonia; nickel at 100℃; under 106400 Torr; Hydrogenation; |
Conditions | Yield |
---|---|
With sodium azide; sulfuric acid |
cyclohexylmethylcarbamic acid methyl ester
cyclohexylmethylamine
Conditions | Yield |
---|---|
With calcium hydroxide |
benzylamine hydrochloride
cyclohexylmethylamine
Conditions | Yield |
---|---|
With platinum(IV) oxide; ethanol at 50 - 60℃; under 1520 - 2280 Torr; Hydrogenation; |
Conditions | Yield |
---|---|
With ammonia; nickel at 100 - 110℃; under 91938.4 Torr; Hydrogenation; | |
With i-Amyl alcohol; sodium | |
(i) H2, Raney-Ni, (ii) aq. HCl; Multistep reaction; |
Conditions | Yield |
---|---|
With lithium |
formamide
cyclohexanecarbaldehyde
cyclohexylmethylamine
Conditions | Yield |
---|---|
With ammonium sulfate anschliessend mit wss.HCl; |
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride | |
Yield given. Multistep reaction; | |
Multi-step reaction with 2 steps 1: P2O5 / durch Destillation 2: sodium; alcohol View Scheme |
Conditions | Yield |
---|---|
With nickel at 170 - 180℃; Hydrogenation; | |
With acetic acid; platinum at 50 - 60℃; under 1520 - 2280 Torr; Hydrogenation; | |
With hydrogen In neat (no solvent) at 80℃; under 7600.51 Torr; for 24h; Autoclave; | 54 %Spectr. |
With hydrogen In tert-butyl alcohol at 135℃; for 24h; Autoclave; | 93 %Chromat. |
With hydrogen In 1,4-dioxane at 100℃; under 15001.5 Torr; for 3.33333h; Autoclave; |
Conditions | Yield |
---|---|
With ammonia; nickel at 185℃; | |
Multi-step reaction with 2 steps 1.1: potassium tert-butylate; copper diacetate / toluene / 120 h / 150 °C / Inert atmosphere 2.1: n-butyllithium / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere 2.2: -78 - 25 °C View Scheme | |
Multi-step reaction with 3 steps 1: triethylamine / dichloromethane / 0.5 h / 0 - 20 °C 2: sodium azide / N,N-dimethyl-formamide / 65 °C 3: hydrogen / 25% palladium on carbon / methanol / 2 h / 2585.81 Torr View Scheme |
chloroacetyl chloride
cyclohexylmethylamine
2-chloro-N-(cyclohexylmethyl)acetamide
Conditions | Yield |
---|---|
In dichloromethane | 100% |
With potassium carbonate In dichloromethane Heating; | 97% |
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere; | 60% |
Conditions | Yield |
---|---|
With magnesium sulfate In dichloromethane Heating; | 100% |
N-(4-fluoro-3-nitrophenyl)acetamide
cyclohexylmethylamine
N-{4-[(cyclohexylmethyl)amino]-3-nitrophenyl}acetamide
Conditions | Yield |
---|---|
With sodium carbonate In ethanol at 60℃; for 48h; Heating; | 100% |
With sodium carbonate In ethanol at 20 - 60℃; for 48h; | 100% |
With sodium carbonate In ethanol at 20 - 60℃; for 48h; | 100% |
4-fluoro-3-nitrobenzonitrile
cyclohexylmethylamine
4-[(cyclohexylmethyl)amino]-3-nitro-benzonitrile
Conditions | Yield |
---|---|
With sodium carbonate In ethanol at 20℃; | 100% |
di-tert-butyl dicarbonate
cyclohexylmethylamine
tert-butyl N-cyclohexylmethylcarbamate
Conditions | Yield |
---|---|
In dichloromethane at 0 - 20℃; | 100% |
With triethylamine In tetrahydrofuran for 1h; Cooling with ice; | 85% |
3-oxobenzo[d]isothiazole-2(3H)-carbaldehyde 1,1-dioxide
cyclohexylmethylamine
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 0.25h; chemoselective reaction; | 100% |
tert-butyl-[(1S,2S)-(4R)-4-(4-tert-butylsulfonylthieno[3,2-d]pyrimidin-7-yl)-2-(methoxymethoxymethyl)cyclopentoxy]-dimethyl-silane
cyclohexylmethylamine
7-[(1R,3S,4S)-3-[tert-butyl(dimethyl)silyl]oxy-4-(methoxymethoxymethyl)cyclopentyl]-N-(cyclohexylmethyl)thieno[3,2-d]pyrimidin-4-amine
Conditions | Yield |
---|---|
In 1,2-dimethoxyethane at 150℃; for 3h; Microwave irradiation; | 100% |
cyclohexylmethylamine
2,4-dichloro-5-methoxypyrimidine
Conditions | Yield |
---|---|
With DIPEA | 100% |
4-fluoro-3-nitro-benzoic acid methyl ester
cyclohexylmethylamine
4-(cyclohexylmethyl-amino)-3-nitro-benzoic acid methyl ester
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 16h; | 100% |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine | 100% |
4-chloro-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidine
cyclohexylmethylamine
Conditions | Yield |
---|---|
In ethanol for 24h; Reflux; | 100% |
cyclohexylmethylamine
Conditions | Yield |
---|---|
In 1,4-dioxane for 20h; | 100% |
Conditions | Yield |
---|---|
In tetrahydrofuran Ambient temperature; | 99% |
Cyclohexyl isocyanate
cyclohexylmethylamine
1-Cyclohexyl-3-cyclohexylmethyl-urea
Conditions | Yield |
---|---|
In hexane at 20℃; | 99% |
cyclohexylmethylamine
(4-fluoro-3-nitrophenyl)carbamic acid tert butyl ester
N-(4-[(cyclohexylmethyl)amino]-3-nitrophenyl)-2,2-dimethylpropanamide
Conditions | Yield |
---|---|
With triethylamine In ethanol at 75℃; for 24h; | 99% |
4-(4'-trifluoromethyl-biphenyl-2-carbonylamino)-1-methyl-pyrrole-2-carboxylic acid
cyclohexylmethylamine
N-(cyclohexylmethyl)-4-(4'-trifluoromethylbiphenyl-2-carbonylamino)-1-methyl-pyrrole-2-carboxylic acid amide
Conditions | Yield |
---|---|
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine In N-methyl-acetamide | 99% |
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine In N-methyl-acetamide | 99% |
2,3,5,6-tetrabromoterephthaloyl dichloride
cyclohexylmethylamine
C22H28Br4N2O2
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20℃; for 23h; Reflux; | 99% |
2-cyclopropyl-5-((2-trimethylsilanyl)ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-7-carboxylic acid
cyclohexylmethylamine
2-cyclopropyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid cyclohexylmethyl-amide
Conditions | Yield |
---|---|
Stage #1: 2-cyclopropyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 60℃; for 0.75h; Stage #2: cyclohexylmethylamine In tetrahydrofuran at 20℃; for 3h; | 99% |
dimethyl (S)-2-[N-(chloroacetyl)-N-(naphthalen-1-ylmethyl)amino]butandioate
cyclohexylmethylamine
methyl (S)-2-[4-(cyclohexylmethyl)-1-(naphthalen-1-ylmethyl)-3,6-dioxopiperazin-2-yl]acetate
Conditions | Yield |
---|---|
With triethylamine In acetonitrile at 20℃; for 16h; Molecular sieve; | 99% |
With triethylamine In acetonitrile at 20℃; Inert atmosphere; |
N,N-dimethyl-formamide
cyclohexylmethylamine
1,3-Bis(cyclohexylmethyl)urea
Conditions | Yield |
---|---|
With [carbonylchlorohydrido{bis[2-(diphenylphosphinomethyl)ethyl]amino}ethylamino] ruthenium(II); potassium tert-butylate In 5,5-dimethyl-1,3-cyclohexadiene at 165℃; for 24h; Schlenk technique; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With pentamethoxy tantalum; 1-(Trimethylsilyl)imidazole In neat (no solvent) at 50℃; for 48h; Inert atmosphere; Sealed tube; | 99% |
Conditions | Yield |
---|---|
With sodium carbonate In water pH=9 - 10; | 99% |
Conditions | Yield |
---|---|
With pyridine at 0 - 20℃; for 7h; | 98% |
cyclohexylmethylamine
2-(bromomethyl)-7-(benzyloxy)chroman
(7-Benzyloxy-chroman-2-ylmethyl)-cyclohexylmethyl-amine
Conditions | Yield |
---|---|
at 100℃; for 2h; | 98% |
cyclohexylmethylamine
Methacryloyl chloride
N-(cyclohexylmethyl)methacrylamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; | 98% |
2-chloro-3-methyl-5-nitropyridine
cyclohexylmethylamine
N-(cyclohexylmethyl)-3-methyl-5-nitro-2-pyridinamine
Conditions | Yield |
---|---|
With triethylamine In ethanol for 12h; Heating / reflux; | 98% |
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 760.051 Torr; for 36h; | 98% |
cyclohexylmethylamine
carbonic acid dimethyl ester
cyclohexylmethylcarbamic acid methyl ester
Conditions | Yield |
---|---|
lipase from Candida antarctica In toluene at 70℃; for 15h; | 98% |
The CAS register number of Cyclohexanemethanamine is 3218-02-8. It also can be called as Hexahydrobenzylamine and the IUPAC name about this chemical is cyclohexylmethanamine. The molecular formula about this chemical is C7H15N and the molecular weight is 113.20. It belongs to the following product categories which include Amines and Anilines; API intermediates and so on.
Physical properties about Cyclohexanemethanamine are: (1)ACD/LogP: 1.93; (2)ACD/LogD (pH 5.5): -1.17; (3)ACD/LogD (pH 7.4): -0.83; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 1; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 3.24Å2; (12)Index of Refraction: 1.459; (13)Molar Refractivity: 35.89 cm3; (14)Molar Volume: 131.1 cm3; (15)Polarizability: 14.23x10-24cm3; (16)Surface Tension: 32.6 dyne/cm; (17)Flash Point: 43.3 °C; (18)Enthalpy of Vaporization: 38.3 kJ/mol; (19)Boiling Point: 146 °C at 760 mmHg; (20)Vapour Pressure: 4.73 mmHg at 25°C.
Uses of Cyclohexanemethanamine: it can be used to produce N-cyclohexylmethyl-benzamide with 3-benzoyl-oxazolidin-2-one of 25 ℃. This reaction will need catalyst Cp2TiCl2 and solvent tetrahydrofuran with reaction time of 18 hours. The yield is about 86%.
When you are using this chemical, please be cautious about it as the following:
This chemical is flammable. It can also cause burns. If you want to use this chemical, please keep away from sources of ignition. When you are using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. In case of accident or if you feel unwell, please seek medical advice immediately (show the label whenever possible.)
You can still convert the following datas into molecular structure:
(1)SMILES: NCC1CCCCC1
(2)InChI: InChI=1/C7H15N/c8-6-7-4-2-1-3-5-7/h7H,1-6,8H2
(3)InChIKey: AVKNGPAMCBSNSO-UHFFFAOYAS
(4)Std. InChI: InChI=1S/C7H15N/c8-6-7-4-2-1-3-5-7/h7H,1-6,8H2
(5)Std. InChIKey: AVKNGPAMCBSNSO-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intravenous | 56mg/kg (56mg/kg) | U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#10002, |
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