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Basic Information
CAS No.: 58644-53-4
Name: Cyclopropyl isocyanide
Molecular Structure:
Molecular Structure of 58644-53-4 (Cyclopropyl isocyanide)
Formula: C4H5N
Molecular Weight: 67.0904
Synonyms: Cyclopropylisocyanide;Cyclopropyl isonitrile;Isocyanocyclopropane;
PSA: 0.00000
LogP: 0.29880
Synthetic route
58644-54-5

N-cyclopropylformamide

58644-53-4

cyclopropyl isocyanide

Conditions
ConditionsYield
With tributyl-amine; p-toluenesulfonyl chloride
With p-toluenesulfonyl chloride at 100℃;
With isocyanate de chlorosulfonyle; triethylamine In methanol; dichloromethane; toluene at 0 - 40℃; for 5.5h;
With triethylamine; trichlorophosphate In dichloromethane for 0.0666667h; Cooling with ice; Green chemistry;
67-66-3

chloroform

765-30-0

Cyclopropylamine

58644-53-4

cyclopropyl isocyanide

Conditions
ConditionsYield
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In dichloromethane; water at 20℃; for 12h;
58644-53-4

cyclopropyl isocyanide

153371-25-6

(2S)-2-(tert-butoxycarbonyl)aminobutyraldehyde

1439404-21-3

(2S,3S)-3-(tert-butoxycarbonylamino)-1-(cyclopropylamino)-1-oxopentan-2-yl acetate

Conditions
ConditionsYield
With acetic acid In dichloromethane Inert atmosphere;100%
With acetic acid In dichloromethane at 20℃; Inert atmosphere;100%
1101869-53-7

{1-[2-(1-formyl-3-methyl-cyclobutylcarbamoyl)-6,6-dimethyl-3-aza-bicyclo[3.1.0]hexane-3-carbonyl]-2,2-dimethyl-propyl}-carbamic acid tert-butyl ester

58644-53-4

cyclopropyl isocyanide

64-19-7

acetic acid

1101869-54-8

acetic acid (1-{[3-(2-tert-butoxycarbonylamino-3,3-dimethyl-butyryl)-6,6-dimethyl-3-aza-bicyclo[3.1.0]hexane-2-carbonyl]-amino}-3-methyl-cyclobutyl)-cyclopropylcarbamoyl-methyl ester

Conditions
ConditionsYield
94%
58644-53-4

cyclopropyl isocyanide

5500-21-0

cyclopropropanecarbonitrile

Conditions
ConditionsYield
at 520 - 550℃; under 0.01 Torr;92%
With 1,1-Diphenylethylene In various solvent(s) at 210℃; Rate constant; Thermodynamic data; ΔG(excit.) <250 deg C>; ΔH(excit.), ΔS(excit.);98 % Chromat.
1231183-20-2

C26H41F2N3O5

58644-53-4

cyclopropyl isocyanide

64-19-7

acetic acid

1231182-76-5

C32H50F2N4O7

Conditions
ConditionsYield
In ethyl acetate at 20℃; Passerini reaction; Cooling with ice;90%
500-22-1

3-pyridinecarboxaldehyde

88-14-2

2-furanoic acid

58644-53-4

cyclopropyl isocyanide

92-67-1

4-Aminobiphenyl

2-(N-{[1,1′-biphenyl]-4-yl}-1-(furan-2-yl)formamido)-N-cyclopropyl-2-(pyridin-3-yl)acetamide

Conditions
ConditionsYield
Stage #1: 3-pyridinecarboxaldehyde; 4-phenylalanine In methanol at 20℃; for 0.5h; Ugi Condensation; Inert atmosphere;
Stage #2: 2-furanoic acid; cyclopropyl isocyanide In methanol at 20℃; Ugi Condensation; Inert atmosphere;
89%
25187-00-2

2-iodobenzophenone

58644-53-4

cyclopropyl isocyanide

2-benzoyl-N-cyclopropylbenzamide

Conditions
ConditionsYield
With 2,6-dimethylpyridine; copper(I) oxide In water at 80℃; for 1h; Sonication; Green chemistry;85%
58644-53-4

cyclopropyl isocyanide

(1S,3aR,6aS)-2-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoyl)-N-((S)-1-hydroxypent-2-yl)octahydrocyclopenta[c]pyrrole-1-carboxamide

64-19-7

acetic acid

1257874-86-4

C38H57N7O7

Conditions
ConditionsYield
Stage #1: (1S,3aR,6aS)-2-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoyl)-N-((S)-1-hydroxypent-2-yl)octahydrocyclopenta[c]pyrrole-1-carboxamide With sulfur trioxide pyridine complex; triethylamine In dichloromethane; dimethyl sulfoxide at -12 - -10℃;
Stage #2: cyclopropyl isocyanide; acetic acid In dichloromethane at 0 - 20℃; for 18h;
84%
58644-53-4

cyclopropyl isocyanide

(R)-2,2,5,5-tetramethyl-[1,3]dioxane-4-carboxylic acid (3-oxopropyl)amide

(R)-2,2,5,5-tetramethyl-[1,3]dioxane-4-carboxylic acid (3-cyclopropylcarbamoyl-3-hydroxypropyl)amide

Conditions
ConditionsYield
Stage #1: cyclopropyl isocyanide; (R)-2,2,5,5-tetramethyl-[1,3]dioxane-4-carboxylic acid (3-oxopropyl)amide With chloroacetic acid In dichloromethane at 0 - 20℃; for 12h;
Stage #2: With water; potassium carbonate In methanol at 20℃; for 5h;
81%
Raw Materials
58644-54-5
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    Cyclopropyl isocyanide

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  • Cyclopropane, isocyano-

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    58644-53-4

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    58644-53-4

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  • Cyclopropyl isocyanide

  • Casno:

    58644-53-4

    Cyclopropyl isocyanide

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  • Cyclopropane, isocyano-

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    58644-53-4

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  • Cyclopropyl isocyanide

  • Casno:

    58644-53-4

    Cyclopropyl isocyanide

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  • Cyclopropyl isocyanide 58644-53-4 98%

  • Casno:

    58644-53-4

    Cyclopropyl isocyanide 58644-53-4 98%

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  • Cyclopropyl isocyanide

  • Casno:

    58644-53-4

    Cyclopropyl isocyanide

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  • Cyclopropyl isocyanide

  • Casno:

    58644-53-4

    Cyclopropyl isocyanide

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  • 58644-53-4

  • Casno:

    58644-53-4

    58644-53-4

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  • Cyclopropyl isocyanide

  • Casno:

    58644-53-4

    Cyclopropyl isocyanide

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    Used in medicine Application:Used in medicine

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Specification

The cas register number of Cyclopropyl isocyanide is 58644-53-4. It also can be called as Cyclopropane, isocyano- and the Systematic name about this chemical is cyclopropyl isocyanide.

Physical properties about Cyclopropyl isocyanide are: (1)#H bond acceptors: 1; (2)#H bond donors: 0; (3)#Freely Rotating Bonds: 0; (4)Polar Surface Area: 4.36Å2.

You can still convert the following datas into molecular structure:
(1)SMILES: [C-]#[N+]C1CC1
(2)InChI: InChI=1/C4H5N/c1-5-4-2-3-4/h4H,2-3H2
(3)InChIKey: AMIXWJQKUQVEEC-UHFFFAOYAG
(4)Std. InChI: InChI=1S/C4H5N/c1-5-4-2-3-4/h4H,2-3H2
(5)Std. InChIKey: AMIXWJQKUQVEEC-UHFFFAOYSA-N