CAS 598-45-8 Isopropyl isocyanide (HCID 150783)

Names & identifiers

Preferred name: Isopropyl isocyanide
IUPAC: 2-isocyanopropane
English name: I-PROPYLISOCYANIDE
Molecular formula: C4H7N
Molecular weight: 69.11

Names & synonyms

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

Show more names

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

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

Database identifiers

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

Properties

Computed structural properties

XLogP: 0.7
Topological polar surface area: 4.4 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 0
Heavy atoms: 5
Formal charge: 0
Complexity: 55.3

Physicochemical properties

Boiling point: 75 °C · 75 °C(lit.)
Density: 0.733 g/mL · 0.733 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.371(lit.)
Flash point: 69 °F · 69 °F
storage temp.: 2 · 2-8°C
form: liquid
Specific Gravity: 0.7596 · 0.7596
color: colorless
Stability: store cold
InChI: 1S/C4H7N/c1-4(2)5-3/h4H,1-2H3
InChIKey: MJZUMMKYWBNKIP-UHFFFAOYSA-N
SMILES: CC(C)[N+]#[C-]
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 2 · GHS02,GHS06
Signal word: Danger
Hazard statements: 225 · H225-H301+H311+H331
Precautionary statements: 210 · P210-P233-P280-P301+P310-P303+P361+P353-P304+P340+P311
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: F,T
Risk Statements: 11 · 11-23/24/25
Safety Statements: 16 · 16-23-26-33-36/37/39-45
RIDADR: 1992 · UN 1992 3/PG 2
WGK Germany: 3 · 3
HazardClass: 3 · 3, 6.1
Storage Class: 3 · 3 - Flammable liquids
Hazard Classifications: 3 DermalAcute · Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralFlam. Liq. 2
Limited Quantities: 1 L · 1.0 L (0.3 gallon) (liquid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)

Safety & regulation

GHS classification

GHS Classification · 4 items

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.

Hazard information

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

Safety data

PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
ridadr: UN 1992 3/PG 2
risk_code: 11-23/24/25
Signal word: Danger
Symbol(GHS): GHS02,GHS06
hazard_code: F,T
safety_code: 16-23-26-33-36/37/39-45
hazard_class: 3, 6.1
Storage Class: 3 - Flammable liquids
Hazard statements: H225-H301+H311+H331
Limited Quantities: 1.0 L (0.3 gallon) (liquid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
Hazard Classifications: Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralFlam. Liq. 2
Precautionary statements: P210-P233-P280-P301+P310-P303+P361+P353-P304+P340+P311

Chemistry & industry

Applications · 2 items

UsesIsopropyl 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

General DescriptionIsopropyl isocyanide is an alkyl isocyanide.

Preparation methods · 1 item

PreparationTo 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).