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Basic information
- CAS
630-18-2- Standard SMILES
CC(C)(C)C#N- InChIKey
JAMNHZBIQDNHMM-UHFFFAOYSA-N- Molecular formula
- C5H9N
- Average molar mass
- 83.13 g/mol
- Monoisotopic mass
- 83.07349929
Names & identifiers
- Preferred name
- Pivalonitrile
- IUPAC
- 2,2-dimethylpropanenitrile
- English name
- Trimethylacetonitrile
- Molecular formula
- C5H9N
- Molecular weight
- 83.13
Names & synonyms
TRIMETHYLACETONITRILEPivalonitrile630-18-22,2-DimethylpropanenitrilePropanenitrile, 2,2-dimethyl-EINECS 211-133-02,2-Dimethyl-propionitrileAI3-33242(CH3)3C-CNDTXSID7060887RefChem:174623DTXCID8043608
Show more names
TrimethylacetonitrilPivalonitrilPivalic nitrilePivalonitrile>tert.-ButylcyanidPivalinsαurenitril
211-133-0InChI=1/C5H9N/c1-5(2,3)4-6/h1-3HJAMNHZBIQDNHMM-UHFFFAOYSA-Ntert-Butyl cyanide2,2-Dimethylpropionitriletert-Butylnitrile2-Cyano-2-methylpropaneTrimethyl acetonitrile
Database identifiers
- CAS
630-18-2- PubChem CID
- 12416
- DTXSID
DTXSID7060887- UNII
- AQD7ZXJ3PR
- EC Number
- 211-133-0
- Nikkaji
- J6.890J
Properties
Computed structural propertiesFilling in
- XLogP
- 1.1
- Topological polar surface area
- 23.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 6
- Formal charge
- 0
- Complexity
- 77
Experimental & physicochemical properties
Physical DescriptionColorless liquid; mp = 16-18 deg C; [MSDSonline]
Kovats Retention Index657.6
Physicochemical properties
- Melting point
- 15 · 15-16 °C (lit.)
- Boiling point
- 105 · 105-106 °C (lit.)
- Density
- 0.752 g/mL · 0.752 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.377(lit.)
- Flash point
- 40 °F · 40 °F
- storage temp.
- Sealed in dry,Room Temperature
- form
- Liquid
- color
- Clear colorless
- Water Solubility
- Miscible with ethanol, acetone and toluene. Slightly miscible with water.
- Specific Heat Capacity
- 2.16 J/ · Cp(liquid): 2.16 J/(g·K), at 25℃
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
H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]；H301 (88%): Toxic if swallowed [Danger Acute toxicity, oral]；H302 (12%): Harmful if swallowed [Warning Acute toxicity, oral]；H311 (88%): Toxic in contact with skin [Danger Acute toxicity, dermal]；H312 (10%): Harmful in contact with skin [Warning Acute toxicity, dermal]；H315 (12%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (12%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H331 (88%): Toxic if inhaled [Danger Acute toxicity, inhalation]；H332 (10%): Harmful if inhaled [Warning Acute toxicity, inhalation]；H335 (10%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P210, P233, P240, P241, P242, P243, P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, 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 50 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory Information
Chemical: Propanenitrile, 2,2-dimethyl-
Status: Active Update: 21-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25033
Hazards SummaryAn irritant; Can be absorbed through skin; [MSDSonline] See NITRILES.
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationPropanenitrile, 2,2-dimethyl-: ACTIVE
Applications
DescriptionTrimethylacetonitrile is a colorless and transparent liquid with high polarity and solubility. Its dielectric constant varies with temperature and frequency. At room temperature, the dielectric constant of trimethylacetonitrile is approximately 37.5, which gradually decreases at high temperatures. The high dielectric constant of trimethylacetonitrile makes it widely used in the field of electrochemistry. For example, in electrochemical reactions, trimethylacetonitrile can be used as a solvent and electrolyte to improve the efficiency and rate of the reaction. At the same time, trimethylacetonitrile can also be used as a dielectric for capacitors, to store charge and energy.
UsesTrimethylacetonitrile used as a solvent and as a labile ligand in coordination chemistry. It is also used as an intermediate in organic synthesis. It is used in the presence of titanium(II) chloride and zinc to undergoes reductive coupling reaction of aromatic and aliphatic ketones including acyclic aliphatic ketones to give the corresponding pinacols.
Upstream & downstream products
Upstream raw materials
Related reactions
26 records
Compound notes
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