1-Naphthaleneacetonitrile
Basic information
- CAS
132-75-2- Standard SMILES
N#CCc1cccc2ccccc12- InChIKey
OQRMWUNUKVUHQO-UHFFFAOYSA-N- Molecular formula
- C12H9N
- Average molar mass
- 167.21 g/mol
- Monoisotopic mass
- 167.07349929
Names & identifiers
- Preferred name
- 1-Naphthaleneacetonitrile
- IUPAC
- 2-naphthalen-1-ylacetonitrile
- English name
- 1-Naphthylacetonitrile
- Molecular formula
- C12H9N
- Molecular weight
- 167.21
Names & synonyms
1-Naphthylacetonitrile1-NAPHTHALENEACETONITRILEalpha-Naphthyl acetonitrileNSC 9844EINECS 205-078-1BRN 1101012OV0P82P2R0AI3-26061UNII-OV0P82P2R0DTXSID30596304-09-00-02428 (Beilstein Handbook Reference)NAPHAZOLINE HYDROCHLORIDE IMPURITY C [EP IMPURITY]
Show more names
ANNAFOMINA1-NAPHTHALENEACETO1-Naphthyl acetonitr1-Naphtylacetonitrile1-phthyl acetonitrileLABOTEST-BB LTBB001326a-naphthylacetonitrileNaphazoline Impurity CNaphazoline Impurity 3
NAPHAZOLINE HYDROCHLORIDE IMPURITY C (EP IMPURITY)RefChem:76453DTXCID3034080OQRMWUNUKVUHQO-UHFFFAOYSA-N132-75-22-(Naphthalen-1-yl)acetonitrile1-Naphthyl acetonitrile2-(1-naphthyl)acetonitrile
Database identifiers
- CAS
132-75-2- PubChem CID
- 8596
- DTXSID
DTXSID3059630- UNII
- OV0P82P2R0
- EC Number
- 205-078-1
- Nikkaji
- J30.383F
Properties
Computed structural properties
- XLogP
- 2.9
- Topological polar surface area
- 23.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 1
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 212
Experimental & physicochemical properties
SpringerMaterials PropertiesSurface tension
Physicochemical properties
- Melting point
- 33 · 33-35 °C(lit.)
- Boiling point
- 191 · 191-194 °C18 mm Hg(lit.)
- Density
- 1.111 · 1.1110 (rough estimate)
- refractive index
- 20 · n20/D 1.6192(lit.)
- Flash point
- 230 °F · >230 °F
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform (Sparingly), Dichloromethane (Slightly), Methanol (Slightly)
- form
- Liquid After Melting
- color
- Clear yellow to brown
- BRN
- 1101012 · 1101012
- InChI
- InChI=1S/C12H9N/c13-9-8-11-6-3-5-10-4-1-2-7-12(10)11/h1-7H,8H2
- InChIKey
- OQRMWUNUKVUHQO-UHFFFAOYSA-N
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
This chemical does not meet GHS hazard criteria for 4% (2 of 50) of reports.
Warning
H302 (92%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 50 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationStatus: Active Update: 31-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/26186
Hazard Classes and CategoriesAcute Tox. 4 (92%)
Safety data
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- AM1240000
- ridadr
- 3276
- hs_code
- 29269090
- Toxicity
- mouse,LD50,intravenous,180mg/kg (180mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#03835,
- risk_code
- 20/21/22-36/37/38-22
- Signal word
- Warning
- Symbol(GHS)
- GHS06,GHS07
- hazard_code
- Xn
- safety_code
- 26-37/39-24/25-37-36
Chemistry & industry
Uses & manufacturing
General Manufacturing Information1-Naphthaleneacetonitrile: INACTIVE
Applications
Uses2-(Naphthalen-1-yl)acetonitrile is useful for the preparation of tert-Bu benzoates.
Preparation methods
PreparationSynthesis of 1-naphthylacetonitrile: 695g of 1-chloromethyl naphthalene, 1500ml of methanol and 475ml of water, 350g of sodium cyanide mixture boiling reflux, stirring the reaction for 2h. 1300ml of methanol was evaporated, cooled, and the reactants were washed with water to neutral to obtain 670-680g of 1-naphthylacetonitrile.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
40 records
Compound notes
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