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Sigma-Aldrich

Cyclohexylisocyanid

98%

Synonym(e):

Isocyancyclohexan

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About This Item

Lineare Formel:
C6H11NC
CAS-Nummer:
931-53-3
Molekulargewicht:
109.17
Beilstein:
3662332
EG-Nummer:
213-238-7
MDL-Nummer:
MFCD00003839
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24848099
NACRES:
NA.22

Qualitätsniveau

100

Assay

98%

Form

liquid

Brechungsindex

n20/D 1.45 (lit.)

Dichte

0.878 g/mL at 25 °C (lit.)

Lagertemp.

2-8°C

SMILES String

[C-]#[N+]C1CCCCC1

InChI

1S/C7H11N/c1-8-7-5-3-2-4-6-7/h7H,2-6H2

InChIKey

XYZMOVWWVXBHDP-UHFFFAOYSA-N

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Allgemeine Beschreibung

Cyclohexyl isocyanide reacts with dimethyl acetylenedicarboxylate to give a mixture of cyclopenta[b]pyridine derivatives, azaspirononatriene derivative and the azabicyclononatriene. It reacts with dialkyl acetylenedicarboxylates to form 1:1 intermediate which on facile addition to 1-benzylisatin and tryptantrin yields highly functionalized novel unsaturated γ-spiroiminolactones.

Anwendung

  • Isocyanide in coordination chemistry: The study on mixed "2 + 1" tricarbonyl dithiocarbamate complexes highlights Cyclohexyl isocyanide′s role as an effective monodentate ligand, contributing to advancements in radiopharmaceutical applications using Re, Tc, and Re isotopes (Shegani et al., 2021).
  • Organic synthesis reagent in vascular treatments: The article discusses the use of Cyclohexyl isocyanide in modifying the endocannabinoid system, emphasizing its potential in developing treatments for conditions like hypertension through biochemical pathway modulation (Baranowska-Kuczko et al., 2021).
  • Chemical process optimization in dye decolorization: Cyclohexyl isocyanide plays a crucial role in the covalent immobilization of enzymes used for the decolorization of textile dyes, demonstrating its utility in environmental chemistry and industrial applications related to pollution control (Salami et al., 2018).
  • Application in nanocellulose modification: Demonstrates the versatility of Cyclohexyl isocyanide in nanotechnology by facilitating the covalent attachment of temperature-responsive polymers to cellulose nanofibrils, enhancing the material′s properties for use in smart textiles and responsive materials (Khine et al., 2018).

Piktogramme

Skull and crossbones
GHS06

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

Lagerklassenschlüssel

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flammpunkt (°F)

170.6 °F - closed cup

Flammpunkt (°C)

77 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Analysenzertifikate (COA)

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Cyclohexylisocyanat 98%

Sigma-Aldrich

C105198

Cyclohexylisocyanat

1,1,3,3-Tetramethylbutylisocyanid technical grade

Sigma-Aldrich

226491

1,1,3,3-Tetramethylbutylisocyanid

p-Toluolsulfonylmethylisocyanid 98%

Sigma-Aldrich

188204

p-Toluolsulfonylmethylisocyanid

1,1,3,3-Tetramethylbutyl isocyanide for synthesis

Sigma-Aldrich

8.18105

1,1,3,3-Tetramethylbutyl isocyanide

Synthesis of some novel ?-spiroiminolactones from reaction of cyclohexyl isocyanide and dialkyl acetylene dicarboxylates with 1-benzylisatin and tryptanthrine.
Azizian J, et al.
Synthetic Communications, 33(3), 387-391 (2003)
Structure and Thermal Isomerization of the Adducts Formed in the Reaction of Cyclohexyl Isocyanide with Dimethyl Acetylenedicarboxylate1.
Junjappa H, et al.
The Journal of Organic Chemistry, 63(26), 9801-9805 (1998)
Ghasem Marandi
Combinatorial chemistry & high throughput screening, 21(4), 298-301 (2018-04-18)
The reaction of cyclohexylisocyanide and 2-aminopyridine-3- carboxylic acid in the presence of benzaldehyde derivatives in ethanol led to 3-(cyclohexylamino)-2- arylimidazo[1,2-a]pyridine-8-carboxylic acids in high yields. In a three component condensation reaction, isocyanide reacts with 2-aminopyridine-3-carboxylic acid and aromatic aldehydes without any

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