Basic information
- CAS
593-75-9- Standard SMILES
[C-]#[N+]C- InChIKey
ZRKSVHFXTRFQFL-UHFFFAOYSA-N- Molecular formula
- C2H3N
- Average molar mass
- 41.05 g/mol
- Monoisotopic mass
- 41.0265491
Overview
Isocyanomethane is an isocyanide.
Names & identifiers
- Preferred name
- Methyl isocyanide
- IUPAC
- isocyanomethane
- English name
- METHYL ISOCYANIDE
- Molecular formula
- C2H3N
- Molecular weight
- 41.05
Names & synonyms
Show more names
Database identifiers
- CAS
593-75-9- PubChem CID
- 11646
- DTXSID
DTXSID3075040- ChEBI
CHEBI:44177- UNII
- B5B6DXM7GG
- EC Number
- 209-806-9
- Nikkaji
- J2.698K
Properties
Computed structural properties
- XLogP
- 0
- Topological polar surface area
- 4.4 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 3
- Formal charge
- 0
- Complexity
- 29.3
Experimental & physicochemical properties
Physicochemical properties
- Melting point
- -45 °C · -45°C
- Boiling point
- 81.65 °C · 81.65°C (estimate)
- Density
- 0.7424 · 0.7424
- refractive index
- 1.3427 · 1.3427
- storage temp.
- Refrigerator, Under inert atmosphere
- solubility
- Chloroform (Soluble), Methanol (Slightly)
- form
- Oil
- color
- Light Orange to Orange
- Water Solubility
- 91 g/L · 91g/L(15 ºC)
- Specific Heat Capacity
- 1.29 J/ · Cp(gas): 1.29 J/(g·K), at 25℃
- FDA UNII
- 5 B6DXM7GG · B5B6DXM7GG
- EPA Substance Registry System
- Methyl isocyanide (593-75-9)
- Symbol(GHS)
- 8 · GHS08,GHS07
- Signal word
- Warning
- Hazard statements
- 373 · H373-H332-H302-H312
- Precautionary statements
- 280 · P280-P302+P352-P312-P322-P363-P501-P264-P270-P301+P312-P330-P501-P260-P314-P501-P261-P271-P304+P340-P312
- 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
Warning
H302 (95%): Harmful if swallowed [Warning Acute toxicity, oral]
P260, P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P319, P321, P330, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Toxicology
Treatment
Antidotes to cyanide poisoning include hydroxocobalamin and sodium nitrite, which release the cyanide from the cytochrome system, and rhodanase, which is an enzyme occurring naturally in mammals that combines serum cyanide with thiosulfate, producing comparatively harmless thiocyanate. Oxygen therapy can also be administered. (L97)
Health Effects
Exposure to high levels of cyanide for a short time harms the brain and heart and can even cause coma, seizures, apnea, cardiac arrest and death. Chronic inhalation of cyanide causes breathing difficulties, chest pain, vomiting, blood changes, headaches, and enlargement of the thyroid gland. Skin contact with cyanide salts can irritate and produce sores. (L96, L97)
Toxicity Summary
Cyanide is an inhibitor of cytochrome c oxidase in the fourth complex of the electron transport chain (found in the membrane of the mitochondria of eukaryotic cells). It complexes with the ferric iron atom in this enzyme. The binding of cyanide to this cytochrome prevents transport of electrons from cytochrome c oxidase to oxygen. As a result, the electron transport chain is disrupted and the cell can no longer aerobically produce ATP for energy. Tissues that mainly depend on aerobic respiration, such as the central nervous system and the heart, are particularly affected. Cyanide is also known produce some of its toxic effects by binding to catalase, glutathione peroxidase, methemoglobin, hydroxocobalamin, phosphatase, tyrosinase, ascorbic acid oxidase, xanthine oxidase, succinic dehydrogenase, and Cu/Zn superoxide dismutase. Cyanide binds to the ferric ion of methemoglobin to form inactive cyanmethemoglobin. (L97)
Safety data
- ridadr
- UN2929
- Signal word
- Warning
- Symbol(GHS)
- GHS08,GHS07
- hazard_class
- 6.1, 3
- Hazard statements
- H373-H332-H302-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
- P280-P302+P352-P312-P322-P363-P501-P264-P270-P301+P312-P330-P501-P260-P314-P501-P261-P271-P304+P340-P312
Chemistry & industry
Pharmacology
Metabolism/Metabolites
Cyanide is rapidly alsorbed through oral, inhalation, and dermal routes and distributed throughout the body. Cyanide is mainly metabolized into thiocyanate by either rhodanese or 3-mercaptopyruvate sulfur transferase. Cyanide metabolites are excreted in the urine. (L96)
Uses & manufacturing
Applications
UsesIsocyanomethane can be used as porous embolization microspheres comprising drugs.
Suppliers9 total
Additional notes
DefinitionChEBI: Isocyanomethane is an isocyanide.
Related reactions
Compound notes
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