133302
Cyclohexyl isocyanide
98%
Synonym(s):
Isocyanocyclohexane
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About This Item
Linear Formula:
C6H11NC
CAS Number:
Molecular Weight:
109.17
Beilstein:
3662332
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
98%
form
liquid
refractive index
n20/D 1.45 (lit.)
density
0.878 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
[C-]#[N+]C1CCCCC1
InChI
1S/C7H11N/c1-8-7-5-3-2-4-6-7/h7H,2-6H2
InChI key
XYZMOVWWVXBHDP-UHFFFAOYSA-N
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General description
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.
Application
- 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).
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral
Storage Class Code
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
WGK
WGK 3
Flash Point(F)
170.6 °F - closed cup
Flash Point(C)
77 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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)
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)
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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