1-Naphthaleneacetonitrile (HCID 8596)

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 Å²
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
SMILES: C1(CC#N)=C2C(C=CC=C2)=CC=C1
CAS DataBase Reference: 132 · 132-75-2(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 0 P82P2R0 · OV0P82P2R0
NIST Chemistry Reference: 1 · 1-Naphthaleneacetonitrile(132-75-2)
EPA Substance Registry System: 1 · 1-Naphthaleneacetonitrile (132-75-2)
Symbol(GHS): 6 · GHS06,GHS07
Signal word: Warning
Hazard statements: 302 · H302-H312-H315-H319-H332-H335-H331
Precautionary statements: 261 · P261-P280-P305+P351+P338-P304+P340-P405-P501a
Hazard Codes: Xn
Risk Statements: 20 · 20/21/22-36/37/38-22
Safety Statements: 26 · 26-37/39-24/25-37-36
RIDADR: 3276 · 3276
WGK Germany: 3 · 3
RTECS: 1240000 · AM1240000
TSCA: TSCA listed
HazardClass: 6.1 · 6.1
PackingGroup: III
HS Code: 29269090 · 29269090
Toxicity: 50 · 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 & regulation

GHS classification

GHS Classification · 5 items

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
hazard_class: 6.1
packing_group: III
Hazard statements: H302-H312-H315-H319-H332-H335-H331
REACH Registrations: Inactive
Precautionary statements: P261-P280-P305+P351+P338-P304+P340-P405-P501a

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 · 1 item

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.