Basic information
- CAS
624-79-3- Standard SMILES
[C-]#[N+]CC- InChIKey
BPCWCZCOOFUXGQ-UHFFFAOYSA-N- Molecular formula
- C3H5N
- Average molar mass
- 55.08 g/mol
- Monoisotopic mass
- 55.04219916
Names & identifiers
- Preferred name
- Ethane, isocyano-
- IUPAC
- isocyanoethane
- English name
- Ethyl isocyanide
- Molecular formula
- C3H5N
- Molecular weight
- 55.08
Names & synonyms
Show more names
Database identifiers
- CAS
624-79-3- PubChem CID
- 12226
- DTXSID
DTXSID90977959- EC Number
- 210-863-7
- Nikkaji
- J6.855A
Properties
Computed structural properties
- XLogP
- 0.3
- Topological polar surface area
- 4.4 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 4
- Formal charge
- 0
- Complexity
- 38.5
Physicochemical properties
- Boiling point
- 96.85 °C · 96.85°C (estimate)
- Density
- 0.7378 · 0.7378
- refractive index
- 1.3607 · 1.3607
- Water Solubility
- 999 mg/L · 999mg/L(temperature not stated)
- EPA Substance Registry System
- Ethane, isocyano- (624-79-3)
- Symbol(GHS)
- 7 · GHS07,GHS02
- Signal word
- Danger
- Hazard statements
- 225 · H225-H302-H332-H312
- Precautionary statements
- 261 · P261-P271-P304+P340-P312-P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378-P403+P235-P501-P264-P270-P301+P312-P330-P501-P280-P302+P352-P312-P322-P363-P501
- RIDADR
- 2929 · UN2929
- HazardClass
- 6.1 · 6.1, 3
- Limited Quantities
- 100 ml · 100ml (liquid) or 0.5 Kg (solid)
- Excepted Quantities
- Max Inner Pack (1g or 1ml) and Max Outer Pack (500g or 500ml)
Safety & regulation
GHS classification
GHS Classification
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, P301+P317, P302+P352, P303+P361+P353, P304+P340, P316, P317, P321, P330, P361+P364, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Safety data
- ridadr
- UN2929
- Signal word
- Danger
- Symbol(GHS)
- GHS07,GHS02
- hazard_class
- 6.1, 3
- Hazard statements
- H225-H302-H332-H312
- Limited Quantities
- 100ml (liquid) or 0.5 Kg (solid)
- Excepted Quantities
- Max Inner Pack (1g or 1ml) and Max Outer Pack (500g or 500ml)
- Precautionary statements
- P261-P271-P304+P340-P312-P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378-P403+P235-P501-P264-P270-P301+P312-P330-P501-P280-P302+P352-P312-P322-P363-P501
Chemistry & industry
Applications
UsesPrincipal use in toxicology was in the characterization of cytochrome P450 isozymes. Ethyl isocyanide and the reduced cytochrome form a characteristic optical difference spectrum with two peaks in the Soret Region (type III). The pH equilibrium point (the pH at which the two peaks are of equal height) varies between different isozymes.
Preparation methods
PreparationCAUTION: The reaction and distillation should be conducted behind a safety shield. Precautions for handling toxic cyanides should be observed.To a three-necked flask equipped with a condenser and ground glass stirrer (or Hershberg stirrer) is added 116 gm (0.75 mole) of ethyl iodide and 100 gm (0.75 mole) of silver cyanide. The mixture is refluxed for 2 hr, the stirrer blade raised, the mixture cooled, filtered (see Note a), the solid washed with ether, dried, and 260 gm of a 50% solution of potassium cyanide (2.0 moles) added. The reaction mixture is distilled to afford a mixture of isonitrile and water (see Note b). The crude isonitrile 49.5- 52.3 gm (90-95%) is separated after being salted out of the water. The isonitrile is washed twice with 24-ml portions of ice-cold saturated sodium chloride solution, dried over magnesium sulfate, and fractionally distilled, to afford 25.9-30.3 gm (47-55%), b.p. 77-79°C (760 mm Hg).
Upstream & downstream products
Upstream raw materials
Suppliers6 total
Related reactions
Compound notes
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