1-Cyclohexene-1-ethanamine supplier

Name
2-(1-CYCLOHEXENYL)ETHYLAMINE
EINECS 222-267-4
CAS No. 3399-73-3
Article Data21
CAS DataBase
Density 0.9 g/cm³
Solubility
Melting Point -55 °C
Formula C₈H₁₅N
Boiling Point 197.5 °C at 760 mmHg
Molecular Weight 125.214
Flash Point 57 °C
Transport Information
Appearance clear slightly yellow liquid
Safety 26-45-36/37/39
Risk Codes 34
Molecular Structure
Hazard Symbols C
Synonyms 1-Cyclohexene-1-ethylamine(6CI,7CI);1-(2-Aminoethyl)cyclohexene;1-Cyclohexen-1-ylethylamine;2-(1-Cyclohexen-1-yl)ethylamine;2-(1-Cyclohexenyl)ethanamine;2-(1-Cyclohexenyl)ethylamine;2-(Cyclohexenyl)ethanamine;NSC 26453;Cyclohexylethylamine;
PSA 26.02000
LogP 2.53590

Synthetic route

: 6975-71-9
1-cyclohexenylacetonitrile

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

Conditions

Conditions	Yield
With sodium bis(2-methoxyethoxy)aluminium dihydride In tetrahydrofuran at 15℃; for 21h; Solvent; Inert atmosphere; Green chemistry;	95%
With hydrogen In ethanol at 70℃; under 15001.5 Torr; Temperature; Pressure; Autoclave;	91.8%
With lithium aluminium tetrahydride In di-isopropyl ether 1.) 5 deg C, 1 h, 2.) RT, 2 h;	89.5%

: 648910-21-8
N-[(3-methyl-2-butenyl)oxycarbonyl]-2-(1-cyclohexenyl)ethylamine

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

Conditions

Conditions	Yield
Stage #1: N-[(3-methyl-2-butenyl)oxycarbonyl]-2-(1-cyclohexenyl)ethylamine With iodine In methanol at 20℃; for 7h; Stage #2: With zinc In methanol at 20℃; for 0.5h;	88%

: C14H25N4(1+)*Cl(1-)

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water at 80℃; for 5h; Temperature; Solvent;	80%

: 87143-30-4
(cyclohex-1-en-1-yl)-CH2-CO-NH2

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

Conditions

Conditions	Yield
With lithium aluminium tetrahydride

: 245321-69-1
(2-Cyclohex-1-enyl-ethyl)-carbamic acid benzyl ester

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

Conditions

Conditions	Yield
With triethylsilane; triethylamine; palladium diacetate In dichloromethane at 23℃; for 12h; Hydrogenolysis;

: (2-cyclohex-1-enyl-ethyl)-carbamic acid 2-iodo-3-methoxy-3-methyl-butyl ester

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

Conditions

Conditions	Yield
With iodine; zinc In methanol for 0.5h;

: 6975-71-9
1-cyclohexenylacetonitrile

A: 4442-85-7
2-cyclohexylethylamine

B: 3399-73-3
2-(1-cyclohexenyl)ethylamine

Conditions

Conditions	Yield
With ammonia; hydrogen; chromium; cobalt; iron; nickel In methanol at 100℃; under 60004.8 Torr;

: 6975-71-9
1-cyclohexenylacetonitrile

A: 4435-18-1, 76293-17-9
2-cyclohexylideneacetonitrile

B: 4435-14-7
2-cyclohexylacetonitrile

C: 4442-85-7
2-cyclohexylethylamine

D: 3399-73-3
2-(1-cyclohexenyl)ethylamine

Conditions

Conditions	Yield
With Raney Co; ammonia; hydrogen In methanol at 100℃; under 60004.8 Torr; Product distribution; Further Variations:; Reagents;

...Expand

: 42185-27-3
2-(cyanomethyl)cyclohexanone

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: NaBH4 / methanol; H2O / 1 h / Ambient temperature 2: acetic anhydride / 6 h / Heating 3: 89.5 percent / lithium aluminum hydride / diisopropyl ether / 1.) 5 deg C, 1 h, 2.) RT, 2 h View Scheme

: 90242-33-4
2-(2-hydroxycyclohexyl)acetonitrile

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: acetic anhydride / 6 h / Heating 2: 89.5 percent / lithium aluminum hydride / diisopropyl ether / 1.) 5 deg C, 1 h, 2.) RT, 2 h View Scheme

: 108-94-1
cyclohexanone

oxygen: oxygen

A: 3399-73-3
2-(1-cyclohexenyl)ethylamine

B (+-)-<1,4-dioxa-spiro<4.5>dec-6-yl>-acetic acid ethyl ester: (+-)-<1,4-dioxa-spiro<4.5>dec-6-yl>-acetic acid ethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: LiAlH4 View Scheme
Multi-step reaction with 2 steps 2: LiAlH4 / Ambient temperature View Scheme

...Expand

: 108-94-1
cyclohexanone

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ammonium acetate / toluene / 16 h / 90 °C / Reflux; Dean-Stark 2: lithium aluminium tetrahydride View Scheme
Multi-step reaction with 2 steps 1: ammonium acetate / toluene / 3 h / 160 °C 2: lithium aluminium tetrahydride; aluminum (III) chloride / diethyl ether / 0 - 20 °C View Scheme
Multi-step reaction with 2 steps 1: ammonium acetate / toluene / 16 h / Reflux; Dean-Stark 2: lithium aluminium tetrahydride View Scheme
Multi-step reaction with 4 steps 1: tetrahydrofuran / 10 h / 0 - 20 °C 2: pyridine; thionyl chloride / tetrahydrofuran / 0.75 h / 0 °C 3: tetrahydrofuran / 12 h / 20 °C 4: hydrogenchloride / ethanol; water / 5 h / 80 °C View Scheme

: (1-bromocyclohexyl)ethylamine

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

Conditions

Conditions	Yield
With sodium hydroxide In ethanol at 150℃; Temperature;

: 1940-19-8
1-vinylcyclohexanol

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: pyridine; thionyl chloride / tetrahydrofuran / 0.75 h / 0 °C 2: tetrahydrofuran / 12 h / 20 °C 3: hydrogenchloride / ethanol; water / 5 h / 80 °C View Scheme

: 3848-42-8
O-(4-nitrophenyl)-N-(4-tolyl)carbamate

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: 1-(2-Cyclohex-1-enyl-ethyl)-3-p-tolyl-urea

Conditions

Conditions	Yield
In tetrahydrofuran for 0.5h; Ambient temperature;	100%

: 1268467-88-4
C17H16N2O3

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: 1268467-75-9
C25H29N3O2

Conditions

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In tetrahydrofuran; N,N-dimethyl-formamide at 20℃;	100%

: 64-19-7
acetic acid

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: 2-cyclohexylethanaminium acetate

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 760.051 Torr; for 72h;	100%

: 79-22-1
methyl chloroformate

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: 142992-04-9
methyl N-(2-(1-cyclohexen-1-yl)ethyl)carbamate

Conditions

Conditions	Yield
With triethylamine In dichloromethane	99%
With potassium carbonate In acetone

: 88284-48-4
2-(trimethylsilyl)phenyl trifluoromethanesulfonate

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: N-[2-(cyclohex-1-en-1-yl)ethyl]-N,N-diphenylamine

Conditions

Conditions	Yield
With cesium fluoride In acetonitrile at 25℃; for 72h;	99%
With cesium fluoride In acetonitrile at 20℃; for 72h;	99%

: 2942-58-7
diethyl cyanophosphonate

: 124-38-9
carbon dioxide

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: 1195163-24-6
(2-cyclohexenylethyl)carbamoyl cyanide

Conditions

Conditions	Yield
With tetramethylphenylguanidine In acetonitrile at 0℃; for 1h;	99%

...Expand

: 104-01-8
4-Methoxyphenylacetic acid

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: 51072-36-7
(+)-1-(p-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline

Conditions

Conditions	Yield
Stage #1: 4-Methoxyphenylacetic acid; 2-(1-cyclohexenyl)ethylamine In 5,5-dimethyl-1,3-cyclohexadiene at 70 - 80℃; Dean-Stark; Stage #2: With trichlorophosphate In 5,5-dimethyl-1,3-cyclohexadiene at 50 - 110℃; for 3.16667h; Stage #3: With sodium tetrahydroborate; water; sodium hydroxide at 25 - 30℃; pH=5 - 5.5;	99%

: 3,3-dimethoxypropylsulfonyl chloride

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: N-2-(cyclohex-1-enyl)ethyl-3,3-dimethoxypropylsulfonamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	99%

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: 259171-81-8
4,4-bis(ethyllsulfanyl)butyric acid

: N-((2-cyclohex-1-enyl)ethyl)-4,4-bis(ethylsulfanyl)butyramide

Conditions

Conditions	Yield
Stage #1: 4,4-bis(ethyllsulfanyl)butyric acid With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 1h; Substitution; Stage #2: 2-(1-cyclohexenyl)ethylamine at 25℃; for 0.5h; Acylation; Further stages.;	98%

: 591-50-4
iodobenzene

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: 101113-58-0
N-(2-(cyclohex-1-en-1-yl)ethyl)aniline

Conditions

Conditions	Yield
Stage #1: iodobenzene With copper(l) iodide; L-proline In dimethyl sulfoxide for 0.0833333h; Inert atmosphere; Stage #2: 2-(1-cyclohexenyl)ethylamine In dimethyl sulfoxide at 20℃; Inert atmosphere;	98%
With copper(l) iodide; potassium carbonate; L-proline In dimethyl sulfoxide at 100℃;	63%

: 1878-66-6
4-chlorophenylacetic Acid

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: 2-(4-chlorophenyl)-N-[2-(cyclohex-1-en-1-yl)ethyl]acetamide

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Inert atmosphere;	98%

: 3424-93-9
4-methoxyphenylacetamide

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: N-(2-(cyclohex-1-en-1-yl)ethyl)-4-methoxybenzamide

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 20℃;	98%

: 104-01-8
4-Methoxyphenylacetic acid

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: 51072-34-5
N-(2-cyclohex-1-enylethyl)-2-(4-methoxyphenyl)-acetamide

Conditions

Conditions	Yield
Stage #1: 4-Methoxyphenylacetic acid With 1,1'-carbonyldiimidazole In acetonitrile at 60 - 65℃; for 1h; Stage #2: 2-(1-cyclohexenyl)ethylamine In acetonitrile at 60 - 65℃; for 3h;	97.2%
With dmap; diisopropyl-carbodiimide In dichloromethane at 0 - 20℃; for 10h;	95%
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Inert atmosphere;	70%

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: 706810-24-4
3-methylbut-2-en-1-yl 1H-imidazole-1-carboxylate

: 648910-21-8
N-[(3-methyl-2-butenyl)oxycarbonyl]-2-(1-cyclohexenyl)ethylamine

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 4h;	97%

: 75-05-8
acetonitrile

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: N-(2-cyclohexylethyl)-N-ethylamine

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 760.051 Torr; for 10h;	97%

: 1020-31-1
3,5-Di-tert-butylcatechol

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: 5,7-di-tert-butyl-2-(cyclohex-1-en-1-ylmethyl)benzo[d]oxazole

Conditions

Conditions	Yield
With manganese oxide octahedral molecular sieve-supported copper hydroxide; air In ethanol at 20℃; for 2h; Green chemistry;	97%

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: 202409-33-4
etoricoxib

: N-(2-(cyclohex-1-en-1-yl)ethyl)-6'-methyl-3-(4-(methylsulfonyl)phenyl)-[2,3'-bipyridin]-5-amine

Conditions

Conditions	Yield
With C47H70BrO4PPdSi; sodium t-butanolate In tetrahydrofuran at 20℃; for 1h; Schlenk technique; Inert atmosphere; Sealed tube;	97%

: 16939-57-4
(E)-1-Phenyl-1,3-butadiene

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: (S,E)-N-(2-(cyclohex-1-en-1-yl)ethyl)-4-phenylbut-3-en-2-amine

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel(0); 1,2-bis((2S,5S)-2,5-dimethylphospholano)benzene; benzene-1,2-dicarboxylic acid In toluene at 25℃; for 96h; Sealed tube;	96%

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: 6975-71-9
1-cyclohexenylacetonitrile

Conditions

Conditions	Yield
With nickel(II) sulphate; sodium hydroxide; dipotassium peroxodisulfate In dichloromethane for 24h; Ambient temperature;	95%
With oxygen; RuHAP In toluene at 110℃; for 24h;	99 % Chromat.
With ammonium hydroxide; oxygen In tert-Amyl alcohol at 110℃; under 2250.23 Torr; for 15h; Autoclave; Green chemistry;	90 %Chromat.

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: 259171-83-0
5,5-bis(methylsulfanyl)pentanoic acid

: N-(2-cyclohex-1-enyl)-5,5-bis(methylsulfanyl)butyramide

Conditions

Conditions	Yield
Stage #1: 5,5-bis(methylsulfanyl)pentanoic acid With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 1h; Substitution; Stage #2: 2-(1-cyclohexenyl)ethylamine at 25℃; for 0.5h; Acylation; Further stages.;	95%

: 106-38-7
para-bromotoluene

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: N-[2-(1-cyclohexenyl)ethyl]-4-methylaniline

Conditions

Conditions	Yield
With potassium phosphate; copper(l) iodide; N,N-diethylsalicylamide In N,N-dimethyl-formamide at 90℃; for 20h;	95%
In hexane; ethyl acetate	95%
In hexane; ethyl acetate	92%

: 6-bromobenzo[d][1,3]-dioxole-5-sulfonyl chloride

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: 6-bromo-N-(2-(cyclohex-1-en-1-yl)ethyl)benzo[d][1,3]-dioxole-5-sulfonamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 15h;	95%

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: 405-50-5
p-Fluorophenylacetic acid

: N-[2-(cyclohex-1-en-1-yl)ethyl]-2-(4-fluorophenyl)acetamide

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Inert atmosphere;	95%

: 644-36-0
o-methylphenylacetic acid

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: N-[2-(cyclohex-1-en-1-yl)ethyl]-2-(o-tolyl)acetamide

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Inert atmosphere;	95%

: 16588-74-2
3,5-ditrifluoromethylisocyanate

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: 1-(3,5-bis(trifluoromethyl)phenyl)-3-(2-(cyclohex-1-en-1-yl)ethyl)urea

Conditions

Conditions	Yield
In dichloromethane at 0 - 20℃; for 0.166667h;	95%

: 26421-36-3
2,5-Dimethylthiophen-3-ylacetic acid chloride

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: 98237-58-2
N-<2-(Cyclohexen-1-yl)-ethyl>-2,5-dimethyl-thiophen-3-essigsaeureamid

Conditions

Conditions	Yield
With potassium carbonate In benzene for 2h; Ambient temperature;	94.7%

: 13781-65-2
2-(thiophen-3-yl)acetyl chloride

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: 98237-57-1
N-<2-(Cyclohexen-1-yl)-ethyl>-thiophen-3-essigsaeureamid

Conditions

Conditions	Yield
With potassium carbonate In benzene for 1h; Ambient temperature;	94.4%

: 39098-97-0
2-thienylacetic acid chloride

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: 89413-09-2
N-<2-(cyclohexen-1-yl)ethyl>thiophene-2-acetamide

Conditions

Conditions	Yield
With potassium carbonate In benzene for 1h; Ambient temperature;	94%

: 124-38-9
carbon dioxide

: 3399-73-3
2-(1-cyclohexenyl)ethylamine

: (+/-)-(6S,7R)-3-aza-7-iodo-1-oxaspiro[5.5]undecan-2-one

Conditions

Conditions	Yield
With N,N,N',N'-tetramethyl-N-phenylguanidine; iodine In acetonitrile at 20℃; for 21h; atmospheric pressure;	94%

1-Cyclohexene-1-ethanamine Specification

The 1-Cyclohexene-1-ethanamine, with the CAS registry number 3399-73-3, is also known as Cyclohexylethylamine. It belongs to the product categoriy of Pharmaceutical Intermediates. Its EINECS number is 222-267-4. This chemical's molecular formula is C₈H₁₅N and molecular weight is 125.21. What's more, its systematic name is 2-(cyclohexen-1-yl)ethanamine. It is stable at common pressure and temperature, and it should be sealed and stored in a cool, ventilated and dry place. What's more, it should be protected from light. It is used as organic reagents and pharmaceutical intermediates.

Physical properties of 1-Cyclohexene-1-ethanamine are: (1)ACD/LogP: 2.26; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.84; (4)ACD/LogD (pH 7.4): -0.71; (5)ACD/BCF (pH 5.5): 1; (6)ACD/KOC (pH 5.5): 1; (7)#H bond acceptors: 1; (8)#H bond donors: 2; (9)#Freely Rotating Bonds: 3; (10)Polar Surface Area: 3.24 Å2; (11)Index of Refraction: 1.489; (12)Molar Refractivity: 40.13 cm³; (13)Molar Volume: 138.9 cm³; (14)Polarizability: 15.9×10^-24cm³; (15)Surface Tension: 33.5 dyne/cm; (16)Density: 0.9 g/cm³; (17)Flash Point: 73.2 °C; (18)Enthalpy of Vaporization: 43.37 kJ/mol; (19)Boiling Point: 197.5 °C at 760 mmHg; (20)Vapour Pressure: 0.378 mmHg at 25°C.

Preparation: this chemical can be prepared by cyclohex-1-enyl-acetonitrile at the temperature of 5 °C. This reaction will need reagent lithium aluminum hydride and solvent diisopropyl ether with the reaction time of 1 hour. The yield is about 89.5%.

Uses of 1-Cyclohexene-1-ethanamine: it can be used to produce (2-cyclohex-1-enyl-ethyl)-carbamic acid methyl ester. It will need reagent Et₃N and solvent CH₂Cl₂. The yield is about 99%.

When you are using this chemical, please be cautious about it as the following:
It can cause burns. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1CCC(=CC1)CCN
(2)InChI: InChI=1S/C8H15N/c9-7-6-8-4-2-1-3-5-8/h4H,1-3,5-7,9H2
(3)InChIKey: IUDMXOOVKMKODN-UHFFFAOYSA-N

Product Name

2-(1-CYCLOHEXENYL)ETHYLAMINE

Synthetic route

1-Cyclohexene-1-ethanamine Specification

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