Isopropyl isocyanide

HCID 150783

Notizen Reaktionen

Teilstruktursuche Ähnliche Strukturen suchen

Grundinformationen

CAS: 598-45-8
Standard-SMILES: [C-]#[N+]C(C)C
InChIKey: MJZUMMKYWBNKIP-UHFFFAOYSA-N
Summenformel: C4H7N
Durchschnittliche Molmasse: 69,11 g/mol
Monoisotopische Masse: 69,05784922

Namen und Bezeichner

Bevorzugter Name: Isopropyl isocyanide
IUPAC: 2-isocyanopropane
Englischer Name: I-PROPYLISOCYANIDE
Summenformel: C4H7N
Molmasse: 69.11

Namen und Synonyme

Isopropyl isocyanide598-45-8DTXSID30208532RefChem:792177DTXCID80131023633-124-42-isocyanopropanePropane, 2-isocyano-I-PROPYLISOCYANIDEMFCD00015503isopropylisocyanideisopropylisonitrile

Weitere Namen anzeigen

1-Propylisocyanide2-IsonitrilopropaneIsopropyl-isonitrileisopropylcarbylaminei-Propylisocyanide,99%Isopropyl isocyanide 97%

isopropyl isonitrileisopropylisoni-trile2-Isocyano-propaneiso-propyl isonitrileSCHEMBL295079CHEMBL4061178MJZUMMKYWBNKIP-UHFFFAOYSA-NAKOS015912693

Datenbank-Bezeichner

CAS: 598-45-8
PubChem CID: 150783
DTXSID: DTXSID30208532
ChEMBL: CHEMBL4061178
EC Number: 633-124-4
Nikkaji: J6.791A

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 0,7
Polarare Oberfläche (TPSA): 4,4 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 1
Frei drehbare Bindungen: 0
Schwere Atome: 5
Formalladung: 0
Komplexität: 55,3

Physikochemische Eigenschaften

Siedepunkt: 75 °C · 75 °C(lit.)
Dichte: 0.733 g/mL · 0.733 g/mL at 25 °C(lit.)
Brechungsindex: 20 · n20/D 1.371(lit.)
Flammpunkt: 69 °F · 69 °F
storage temp.: 2 · 2-8°C
Aggregatzustand: liquid
Wichte: 0.7596 · 0.7596
Farbe: colorless
Stabilität: store cold
InChI: 1S/C4H7N/c1-4(2)5-3/h4H,1-2H3
InChIKey: MJZUMMKYWBNKIP-UHFFFAOYSA-N
SMILES: CC(C)[N+]#[C-]

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P262, P264, P270, P271, P280, P301+P316, P302+P352, P303+P361+P353, P304+P340, P316, P321, P330, P361+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesFlam. Liq. 2 (100%)

Sicherheitsdaten

wgk: 3
ridadr: UN 1992 3/PG 2
risk_code: 11-23/24/25
hazard_code: F,T
safety_code: 16-23-26-33-36/37/39-45
hazard_class: 3, 6.1
Speicherklasse: 3 - Flammable liquids
Hazard Classifications: Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralFlam. Liq. 2

Chemie und Industrie

Anwendungen · 1 Eintrag

VerwendenIsopropyl isocyanide may be used in the preparation of:Ugi ligand A2C11I1, which is employed in the solid-phase Ugi synthesis.Pentafluorophenyl (PFP) functional monomers, via Passerini reaction.Dinuclear copper complex [Cu2(μ-PiPr2bipy)2{μ-CNCH(CH3)2}](PF6)2 [PiPr2bipy = 6-(diisopropylphosphanyl)-2,2′-bipyridine].(3E)-(Imino)thiaisoindoline 1,1-dioxide derivative.N,N′-diisopropylcarbodiimide (DIC) analog via reaction with propan-2-amine.1-t-butyl-2-isopropyldiaziridinone via reaction with 2-methyl-2-nitrosopropaneisopropyl isocyanate via reaction with ozone1-phthalimidoazetidines via [1+3]cycloaddition reaction with 1-pththalimidoaziridines

Darstellung · 1 Eintrag

synthetischeTo a flask containing 100 ml (0.85 mole) of distilled quinoline is added with stirring 41 gm (0.214 mole) of /7-toluenesulfonyl chloride (see Note), and the solution is warmed to 75°C. Then 18.4 gm (0.212 mole) of isopropylformamide is added and the pressure of the system is reduced to 70 mm Hg. The isopropylisonitrile as it forms distills into a liquid nitrogencooled receiver. (Dry ice is not as effective but may be used.) The product is redistilled to afford 4.2 gm (30%), b.p. 88-89°C (735 mm Hg).