Isocyanobenzene
Basic information
- CAS
931-54-4- Standard SMILES
[C-]#[N+]c1ccccc1- InChIKey
RCIBIGQXGCBBCT-UHFFFAOYSA-N- Molecular formula
- C7H5N
- Average molar mass
- 103.12 g/mol
- Monoisotopic mass
- 103.04219916
Overview
Phenyl isocyanide is an isocyanide.
Names & identifiers
- Preferred name
- Isocyanobenzene
- IUPAC
- isocyanobenzene
- English name
- Isocyanobenzene
- Molecular formula
- C7H5N
- Molecular weight
- 103.12
Names & synonyms
ISOCYANOBENZENEPhenyl isocyanide931-54-4PhenylisocyanideDS3UDW47UGCHEBI:29367DTXSID50239267RefChem:861751DTXCID70161758213-239-2Benzene, isocyano-1-isocyanobenzene
Show more names
isocyano-benzeneMFCD05148520C6H5-NCPHENYL ISOCYANIDE (1-ISOCYANOBENZENE)Phenyl carbylamineBenzoisonitrilephenyl isonitrileEINECS 213-239-2
Database identifiers
- CAS
931-54-4- PubChem CID
- 13606
- DTXSID
DTXSID50239267- ChEBI
CHEBI:29367- UNII
- DS3UDW47UG
- EC Number
- 213-239-2
- Nikkaji
- J1.299.337D、J7.178A
Properties
Computed structural properties
- XLogP
- 1.6
- Topological polar surface area
- 4.4 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 103
Experimental & physicochemical properties
Chemical ClassesNitrogen Compounds -> Other Nitrogen Compounds
SpringerMaterials PropertiesCoriolis coupling
Vapor Pressure2.4 [mmHg]
Physicochemical properties
- Boiling point
- 183.35 °C · 183.35°C (rough estimate)
- Density
- 1.0248 · 1.0248 (rough estimate)
- refractive index
- 1.676 · 1.6760 (estimate)
- solubility
- Chloroform (Soluble), Methanol (Slightly)
- form
- Oil to Thick Oil
- color
- Very Dark Red to Black
- Symbol(GHS)
- 6 · GHS06
- Signal word
- Danger
- Hazard statements
- 331 · H331-H301-H311
- Precautionary statements
- 280 · P280-P302+P352-P312-P322-P361-P363-P405-P501-P261-P271-P304+P340-P311-P321-P403+P233-P405-P501-P264-P270-P301+P310-P321-P330-P405-P501
- Risk Statements
- 20 · 20/21/22
- Safety Statements
- 26 · 26-36/37/39
- RIDADR
- 1672 · UN 1672 6.1/ PGI
- HazardClass
- 6.1 · 6.1
- PackingGroup
- I
- 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
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (50%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P262, P264, P270, P271, P280, P301+P316, P301+P317, P302+P352, P304+P340, P316, P317, P321, P330, P361+P364, P362+P364, P403+P233, 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
Hazards SummarySee Ethyl isocyanide.
Hazard Classes and CategoriesAcute Tox. 3 (50%)
Toxicology
Adverse EffectsOther Poison - Chemical Asphyxiant
Safety data
- ridadr
- UN 1672 6.1/ PGI
- risk_code
- 20/21/22
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- safety_code
- 26-36/37/39
- hazard_class
- 6.1
- packing_group
- I
- Hazard statements
- H331-H301-H311
- 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-P361-P363-P405-P501-P261-P271-P304+P340-P311-P321-P403+P233-P405-P501-P264-P270-P301+P310-P321-P330-P405-P501
Chemistry & industry
Applications
UsesIsocyanobenzene is used in the study of the inhibition mechanism of reconstituted cytochrome p-450scc-linked monooxygenase system by antimycotic reagent and other inhibitors.
Preparation methods
PreparationTo a flask containing 7.9 gm (0.33 mole) of sodium hydride in 100 ml of tetrahydrofuran is slowly added a mixture of 9.3 gm (0.1 mole) of aniline and 25.3 gm (0.10 mole) of bromoform. After the addition, the reaction is stirred for 1-2 hr at room temperature, and water is added (100 ml) dropwise. Ether (200 ml) is added and the ether layer washed four times with 50-ml portions of water, three times with 20-ml portions of dilute hydrochloric acid, and then with water. The resulting ether layer is dried over sodium sulfate, concentrated, and the residue distilled to afford 4.7 gm (45%), b.p. 52-53°C (13 mm Hg).
Additional notes
DefinitionChEBI: Phenyl isocyanide is an isocyanide.
Related reactions
1 records
Compound notes
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