HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Naphthaleneacetonitrile
ANNAFOMINA · 1-NAPHTHALENEACETO · 1-Naphthyl acetonitr · 1-Naphtylacetonitrile · 1-phthyl acetonitrile · LABOTEST-BB LTBB001326 · a-naphthylacetonitrile · 1-NAPHTHYLACETONITRILE
Identifiers & Physical Properties
| CAS No. | 132-75-2 |
|---|---|
| Molecular formula | C12H9N |
| Average molar mass | 167.21 g/mol |
| Monoisotopic mass | 167.07349929 g/mol |
| SMILES | N#CCc1cccc2ccccc12 |
| InChIKey | OQRMWUNUKVUHQO-UHFFFAOYSA-N |
| PubChem CID | 8596 |
| EC No. | 205-078-1 |
| DTXSID | DTXSID3059630 |
Chemical & Physical Properties
| XLogP | 2.9 |
|---|---|
| Topological polar surface area | 23.8 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 1 |
| Rotatable bonds | 1 |
| Heavy atoms | 13 |
| Formal charge | 0 |
| Complexity | 212 |
| SpringerMaterials Properties | Surface tension |
| Melting point | 33-35 °C(lit.) |
| Boiling point | 191-194 °C18 mm Hg(lit.) |
| Density | 1.1110 (rough estimate) |
| Refractive index | n20/D 1.6192(lit.) |
| Flash point | >230 °F |
| Storage conditions | Sealed in dry,Room Temperature |
| Solubility | Chloroform (Sparingly), Dichloromethane (Slightly), Methanol (Slightly) |
| Physical state | Liquid After Melting |
| Color | Clear yellow to brown |
| BRN | 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 |
| SMILES | C1(CC#N)=C2C(C=CC=C2)=CC=C1 |
| CAS DataBase Reference | 132-75-2(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | OV0P82P2R0 |
| NIST Chemistry Reference | 1-Naphthaleneacetonitrile(132-75-2) |
| EPA Substance Registry System | 1-Naphthaleneacetonitrile (132-75-2) |
| GHS pictogram | GHS06,GHS07 |
| Signal word | Warning |
| GHS hazard statements | H302-H312-H315-H319-H332-H335-H331 |
| GHS precautionary statements | P261-P280-P305+P351+P338-P304+P340-P405-P501a |
| Hazard symbols | Xn |
| Risk statements (R) | 20/21/22-36/37/38-22 |
| Safety statements (S) | 26-37/39-24/25-37-36 |
| UN transport number | 3276 |
| Water hazard class (WGK) | 3 |
| RTECS number | AM1240000 |
| TSCA inventory status | TSCA listed |
| Hazard class | 6.1 |
| Packing group | III |
| Customs 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, |
| REACH registrations | Inactive |
Safety & Regulations
| GHS classification | This chemical does not meet GHS hazard criteria for 4% (2 of 50) of reports.WarningH302 (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. |
|---|---|
| Regulatory information | Status: Active Update: 31-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/26186 |
| Hazard Classes and Categories | Acute Tox. 4 (92%) |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| RTECS number | AM1240000 |
| UN transport number | 3276 |
| Customs 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 statements (R) | 20/21/22-36/37/38-22 |
| Signal word | Warning |
| GHS pictogram | GHS06,GHS07 |
| Hazard symbols | Xn |
| Safety statements (S) | 26-37/39-24/25-37-36 |
| Hazard class | 6.1 |
| Packing group | III |
| GHS hazard statements | H302-H312-H315-H319-H332-H335-H331 |
| REACH registrations |
Applications & Uses
Uses
2-(Naphthalen-1-yl)acetonitrile is useful for the preparation of tert-Bu benzoates.
Preparation & Synthesis
Preparation
Synthesis 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.