Aminomethylcyclopropane supplier

Name
Aminomethylcyclopropane
EINECS 219-737-6
CAS No. 2516-47-4
Article Data18
CAS DataBase
Density 0.912 g/cm³
Solubility Fully miscible in water.
Melting Point
Formula C₄H₉N
Boiling Point 86.1 °C at 760 mmHg
Molecular Weight 71.1222
Flash Point -23 °F
Transport Information UN 2733 3/PG 2
Appearance clear colourless to slightly yellow liquid
Safety 16-26-36/37/39-45-24/25
Risk Codes 11-34
Molecular Structure
Hazard Symbols F, C
Synonyms Cyclopropanemethylamine(6CI,7CI,8CI);(Cyclopropylmethyl)amine;1-Cyclopropylmethanamine;Cyclopropanemethanamine;C-Cyclopropylmethylamine;Cyclopropylmethanamine;N-(Cyclopropylmethyl)amine;
PSA 26.02000
LogP 1.05540

Synthetic route

: 15687-07-7
Cyprazepam

A: 17433-16-8
6-Chlor-2-methyl-4-phenyl-3,4-dihydrochinazolin

B: 2516-47-4
cyclopropanemethylamine

Conditions

Conditions	Yield
In methanol; water for 14h; Mechanism; cathodic reduction, -1.480 V, Hg cathode, acetate buffer;	A 80% B n/a

: 186581-53-3, 908094-01-9
diazomethane

: 107-11-9
1-amino-2-propene

: 2516-47-4
cyclopropanemethylamine

Conditions

Conditions	Yield
bis(benzonitrile)palladium(II) dichloride In diethyl ether; dichloromethane at 5 - 10℃; for 0.5h;	65%
With bis(benzonitrile)palladium(II) dichloride In dichloromethane at 0 - 10℃; Yield given;

: 186581-53-3, 908094-01-9
diazomethane

: 107-11-9
1-amino-2-propene

A: 106434-96-2
1-cyclopropyl-but-3-en-1-ol

B: 126909-80-6
1-cyclopropylbut-3-en-2-ol

C: 2516-47-4
cyclopropanemethylamine

Conditions

Conditions	Yield
bis(benzonitrile)palladium(II) dichloride In dichloromethane at 0 - 10℃;	A 31% B 10% C 65%

...Expand

: 5500-21-0
cyclopropropanecarbonitrile

: 2516-47-4
cyclopropanemethylamine

Conditions

Conditions	Yield
With sodium tetrahydroborate; nickel dichloride In tetrahydrofuran at 25℃; for 16h; Temperature; Inert atmosphere; Large scale;	53%
With ethanol; sodium
With sodium ethanolate In ethanol
With lithium aluminium tetrahydride In tetrahydrofuran for 18h; Inert atmosphere; Reflux;
With samarium diiodide; ammonia; water In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;

: (1R,2R)-1-Azido-2-iodo-cyclobutane

: 2516-47-4
cyclopropanemethylamine

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether

: C4H8NPol

: 2516-47-4
cyclopropanemethylamine

Conditions

Conditions	Yield
With trifluoroacetic acid for 3h;

: 2516-47-4
cyclopropanemethylamine

: 66441-23-4, 71283-80-2
fenoxaprop-p-ethyl

A: (6-Chloro-benzooxazol-2-yl)-cyclopropylmethyl-amine

B: 71301-98-9
(R)-2-(4-hydroxyphenoxy)propionic acid ethyl ester

Conditions

Conditions	Yield
at 20℃;	A 100% B n/a

...Expand

: 872-85-5
pyridine-4-carbaldehyde

: 2516-47-4
cyclopropanemethylamine

: 165806-99-5
pyridine-4-carboxaldehyde cyclopropylmethylimine

Conditions

Conditions	Yield
With magnesium sulfate	100%

: 541-41-3
chloroformic acid ethyl ester

: 2516-47-4
cyclopropanemethylamine

: 6558-68-5
ethyl (cyclopropylmethyl)carbamate

Conditions

Conditions	Yield
Stage #1: chloroformic acid ethyl ester; cyclopropanemethylamine With triethylamine In dichloromethane at 0 - 20℃; for 2.5h; Stage #2: With hydrogenchloride In dichloromethane; water pH=3;	100%
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	97%

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 2516-47-4
cyclopropanemethylamine

: 710973-92-5
4-(cyclopropylmethylamino)piperidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With hydrogen; palladium 10% on activated carbon In tetrahydrofuran under 2068.65 Torr; for 1h;	100%
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃; Acidic conditions;	74%
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 25℃;
Stage #1: N-tert-butyloxycarbonylpiperidin-4-one; cyclopropanemethylamine With sodium acetate; acetic acid In tetrahydrofuran at 20℃; for 1h; Stage #2: With sodium tris(acetoxy)borohydride In tetrahydrofuran at 20℃; for 15h; Stage #3: With hydrogenchloride In diethyl ether; water
Stage #1: N-tert-butyloxycarbonylpiperidin-4-one; cyclopropanemethylamine With sodium acetate; acetic acid In tetrahydrofuran at 20℃; for 1h; Stage #2: With sodium tris(acetoxy)borohydride In tetrahydrofuran for 15h; Stage #3: With sodium hydroxide; water

: 3460-18-2
1,4-dibromo-2-nitrobenzene

: 2516-47-4
cyclopropanemethylamine

: 886049-61-2
4-bromo-N-(cyclopropylmethyl)-2-nitroaniline

Conditions

Conditions	Yield
at 80℃; for 18h;	100%
In ethanol at 80℃; for 18h;	100%

: 532-55-8
Benzoyl isothiocyanate

: 2516-47-4
cyclopropanemethylamine

: 229636-55-9
1-benzoyl-3-cyclopropylmethyl-thiourea

Conditions

Conditions	Yield
In chloroform at 5 - 20℃;	100%

: 21961-30-8
3-amino-5-chloro-benzoic acid

: 2516-47-4
cyclopropanemethylamine

: 3-amino-5-chloro-N-(cyclopropylmethyl)benzamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;	100%

: 89-54-3
2-chloro-5-aminobenzoic acid

: 2516-47-4
cyclopropanemethylamine

: 5-amino-2-chloro-N-(cyclopropylmethyl)benzamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;	100%

: (S)-5-(5-(5-(1-((tert-butoxycarbonyl)amino)ethyl)-4-((2,4-difluorobenzyl)carbamoyl)oxazol-2-yl)-2-(difluoromethoxy)phenoxy)pentanoic acid

: 2516-47-4
cyclopropanemethylamine

: (S)-tert-butyl (1-(2-(3-((5-((cyclopropylmethyl)amino)-5-oxopentyl)oxy)-4-(difluoromethoxy)phenyl)-4-((2,4-difluorobenzyl)carbamoyl)oxazol-5-yl)ethyl)carbamate

Conditions

Conditions	Yield
Stage #1: (S)-5-(5-(5-(1-((tert-butoxycarbonyl)amino)ethyl)-4-((2,4-difluorobenzyl)carbamoyl)oxazol-2-yl)-2-(difluoromethoxy)phenoxy)pentanoic acid; cyclopropanemethylamine With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 0.5h; Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 10h;	99.11%

: 2516-47-4
cyclopropanemethylamine

: 194853-86-6
4-fluoro-2-(trifluoromethyl)benzonitrile

: 4-[(cyclopropylmethyl)amino]-2-(trifluoromethyl)benzonitrile

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 55℃; for 12h;	99%
With potassium carbonate In acetonitrile at 55℃; for 12h;	99%

: 602309-67-1
5-(4-fluoro-3-methoxybenzoyl)-6-(methylsulfanyl)-1-phenyl-2(1H)-pyridinone

: 2516-47-4
cyclopropanemethylamine

: 6-[(cyclopropylmethyl)amino]-5-(4-fluoro-3-methoxybenzoyl)-1-phenyl-2(1E/Z)-pyridinone

Conditions

Conditions	Yield
With triethylamine In ethanol at 70℃; for 24h;	99%

: 623-00-7
4-bromobenzenecarbonitrile

: 2516-47-4
cyclopropanemethylamine

: 1019607-58-9
4-(cyclopropylmethylamino)benzonitrile

Conditions

Conditions	Yield
With copper(l) iodide; dimethylaminoacetic acid; tetra(n-butyl)phosphonium malonate In dimethyl sulfoxide at 25℃; for 24h; Inert atmosphere;	99%

: 1246448-78-1
2-(1-(2,2,2-trifluoroacetyl)piperidin-4-ylidene)acetic acid

: 2516-47-4
cyclopropanemethylamine

: 1246448-79-2
N-(cyclopropylmethyl)-2-(1-(2,2,2-trifluoroacetyl)piperidin-4-ylidene)acetamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; water for 3h;	99%

: 2516-47-4
cyclopropanemethylamine

: 183208-35-7
5-bromo-1H-pyrrolo[2,3-b]pyridine

: 1248587-76-9
N-(cyclopropylmethyl)-1H-pyrrolo[2,3-b]pyridin-5-amine

Conditions

Conditions	Yield
With dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); lithium hexamethyldisilazane In tetrahydrofuran at 65℃; for 4h; Inert atmosphere; Sealed vial;	99%

: 2-bromo-4-(ethylsulfonyl)-1-fluorobenzene

: 2516-47-4
cyclopropanemethylamine

: 2-bromo-N-(cyclopropylmethyl)-4-(ethylsulfonyl)aniline

Conditions

Conditions	Yield
In 1,4-dioxane at 100℃;	99%

: 589-87-7
1,4-bromoiodobenzene

: 2516-47-4
cyclopropanemethylamine

: (4-bromophenyl)-cyclopropylmethylamine

Conditions

Conditions	Yield
With 2-(2-methyl-1-oxopropane)cyclohexanone; caesium carbonate; copper(l) iodide In N,N-dimethyl-formamide at 20℃; for 3h;	98%

: 946505-27-7
5-bromo-2-chloro-3-methyl-pyrimidin-4(3H)-one

: 2516-47-4
cyclopropanemethylamine

: 949557-32-8
5-bromo-2-(cyclopropylmethylamino)-3-methylpyrimidin-4(3H)-one

Conditions

Conditions	Yield
With sodium hydrogencarbonate In butan-1-ol at 60℃; for 1h;	98%
With sodium hydrogencarbonate In butan-1-ol at 60℃; for 1h;	98%

: 791848-82-3
3-[4-(chloromethyl)phenyl-2-(trifiuoromethyl)phenyl]methoxy-N-(ter-butyl)azetidine-1-carboxamide

: 2516-47-4
cyclopropanemethylamine

: 3-[4-(cyclopropylmethylaminomethyl)phenyl-2-(trifluoromethyl)phenyl]methoxy-N-(tert-butyl)azetidine-1-carboxamide

Conditions

Conditions	Yield
at 50℃; for 18h;	98%

: 1042722-41-7
methyl 3-bromo-2-bromomethyl-4,5-dimethoxybenzoate

: 2516-47-4
cyclopropanemethylamine

: 1144527-32-1
C14H16BrNO3

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃;	98%

: 39684-80-5
2-(tert-butoxycarbonylamino)ethyl bromide

: 2516-47-4
cyclopropanemethylamine

: 1,1-dimethylethyl {2-[(cyclopropylmethyl)amino]ethyl}carbamate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 60℃; for 24h;	98%

: 1373257-36-3
C19H16FN3O4

: 2516-47-4
cyclopropanemethylamine

: 1373257-43-2
C23H24N4O4

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	98%

Aminomethylcyclopropane Specification

The CAS register number of Aminomethylcyclopropane is 2516-47-4. It also can be called as 1-Cyclopropylmethanamine and the IUPAC name about this chemical is cyclopropylmethanamine. The molecular formula about this chemical is C₄H₉N and the molecular weight is 71.12. It belongs to the Amines and Anilines.

Physical properties about Aminomethylcyclopropane are: (1)ACD/LogP: 0.23; (2)ACD/LogD (pH 5.5): -2.86; (3)ACD/LogD (pH 7.4): -2.52; (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: 1.477; (13)Molar Refractivity: 22.06 cm³; (14)Molar Volume: 77.9 cm³; (15)Polarizability: 8.74x10^-24cm³; (16)Surface Tension: 37.9 dyne/cm; (17)Enthalpy of Vaporization: 32.64 kJ/mol; (18)Boiling Point: 86.1 °C at 760 mmHg; (19)Vapour Pressure: 67.5 mmHg at 25°C.

Preparation: this chemical can be prepared by diazomethane and allylamine. This reaction will need reagent (PhCN)₂PdCl₂ and solvent CH₂Cl₂. The reaction temperature is 0 - 10 ℃.

Uses of Aminomethylcyclopropane: it can be used to produce 1-benzyl-3-cyclopropylmethyl-thiourea with isothiocyanatomethyl-benzene at heating. This reaction will need solvent acetone with reaction time of 3 hours. The yield is about 47%.

When you are using this chemical, please be cautious about it as the following:
This chemical is highly flammable. It can react violently with water. If you want to use it, please keep away from sources of ignition, you also need avoid contact with skin and eyes. 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: NCC1CC1
(2)InChI: InChI=1/C4H9N/c5-3-4-1-2-4/h4H,1-3,5H2
(3)InChIKey: IGSKHXTUVXSOMB-UHFFFAOYAV
(4)Std. InChI: InChI=1S/C4H9N/c5-3-4-1-2-4/h4H,1-3,5H2
(5)Std. InChIKey: IGSKHXTUVXSOMB-UHFFFAOYSA-N

Product Name

Aminomethylcyclopropane

Synthetic route

Aminomethylcyclopropane Specification

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