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1-Naphthyl acetonitrile

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Name

1-Naphthyl acetonitrile

EINECS 205-078-1
CAS No. 132-75-2 Density 1.116 g/cm3
PSA 23.79000 LogP 2.90588
Solubility N/A Melting Point 33-35 °C(lit.)
Formula C12H9N Boiling Point 323.9 °C at 760 mmHg
Molecular Weight 167.21 Flash Point 180.3 °C
Transport Information N/A Appearance White crystalline powder
Safety 26-37/39-24/25-37-36 Risk Codes 20/21/22-36/37/38-22
Molecular Structure Molecular Structure of 132-75-2 (1-Naphthyl acetonitrile) Hazard Symbols HarmfulXn
Synonyms

1-Cyanomethylnaphthalene;1-Naphthylacetonitrile;2-(1-Naphthyl)acetonitrile;NSC 9844;a-Naphthylacetonitrile;1-Naphthaleneacetonitrile;

Article Data 65

1-Naphthyl acetonitrile Synthetic route

C25H18N2O4

A

132-75-2

naphthalen-1-ylacetonitrile

B

92-92-2

biphenyl-4-carboxylic acid

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene Heating;A 98%
B 95%
139109-57-2

2-[(Z)-Hydroxyimino]-3-naphthalen-1-yl-propionic acid

132-75-2

naphthalen-1-ylacetonitrile

Conditions
ConditionsYield
With 1,1'-carbonyldiimidazole In benzene 1.) r.t., 15 min, 2.) 68-70 deg C, 1 h;97%
86-86-2

1-Naphthylacetamide

132-75-2

naphthalen-1-ylacetonitrile

Conditions
ConditionsYield
With trichloromethyl chloroformate In various solvent(s) 0-5 deg C then heated to 60 deg C, 5 min;96%
With (dimethoxy)methylsilane; copper diacetate; 1,2-bis-(dicyclohexylphosphino)ethane In tetrahydrofuran at 20℃; for 12h; Sealed tube;96%
With phosgene In tetrahydrofuran; toluene at 25℃; for 4h; Inert atmosphere;91%
151-50-8

potassium cyanide

86-52-2

1-Chloromethylnaphthalene

132-75-2

naphthalen-1-ylacetonitrile

Conditions
ConditionsYield
In acetonitrile at 60℃; for 3h; 18-crown-6 polyether;96%
37630-26-5, 4735-49-3

β-(1-naphthyl)nitroethylene

132-75-2

naphthalen-1-ylacetonitrile

Conditions
ConditionsYield
With titanium tetrachloride; tetraethylammonium tosylate In N,N-dimethyl-formamide electroreduction - 4 mA/cm2;95%
90-11-9

1-Bromonaphthalene

1071-36-9

sodium cyanoacetate

132-75-2

naphthalen-1-ylacetonitrile

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; bis(η3-allyl-μ-chloropalladium(II)) In 1,3,5-trimethyl-benzene at 20 - 140℃; for 5.16667h; Inert atmosphere; Sealed tube; chemoselective reaction;95%
13922-41-3

1-Naphthylboronic acid

107-14-2

chloroacetonitrile

132-75-2

naphthalen-1-ylacetonitrile

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; sodium carbonate In 1,4-dioxane; water at 60℃; for 12h; Inert atmosphere; Sealed tube;93%
133712-83-1

2-[(Z)-Hydroxyimino]-3-naphthalen-1-yl-propionic acid

132-75-2

naphthalen-1-ylacetonitrile

Conditions
ConditionsYield
With 1,1'-oxalyldiimidazole In benzene 1.) r.t., 15 min, 2.) 68-70 deg C, 1 h;90%

2-(3,4-dihydronaphthalen-1-yl)acetonitrile

132-75-2

naphthalen-1-ylacetonitrile

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,2-dichloro-ethane at 100℃; for 24h;90%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,2-dichloro-ethane at 100℃; for 24h;90%
74607-42-4

Methylsulfanyl-naphthalen-1-yl-acetonitrile

132-75-2

naphthalen-1-ylacetonitrile

Conditions
ConditionsYield
With acetic acid; zinc at 100℃; for 1h;89%

1-Naphthyl acetonitrile Chemical Properties

Product Name: 1-Naphthyl acetonitrile (CAS NO.132-75-2)

Molecular Formula: C12H9N
Molecular Weight: 167.21g/mol
Mol File: 132-75-2.mol
EINECS: 205-078-1
Appearance: White to yellow solid or melt
Melting Point: 33-35 °C(lit.)
Boiling point: 323.9 °C at 760 mmHg
Flash Point: 180.3 °C
Density: 1.116 g/cm3
Refractive index: n20/D 1.6192(lit.)
Index of Refraction: 1.634 
Molar Refractivity: 53.55 cm3 
Molar Volume: 149.7 cm3 
Surface Tension: 48.8 dyne/cm
Enthalpy of Vaporization: 58 kJ/mol
Vapour Pressure: 0.000255 mmHg at 25°C
XLogP3-AA: 2.9
H-Bond Donor: 0
H-Bond Acceptor: 1
Structure Descriptors of 1-Naphthyl acetonitrile (CAS NO.132-75-2):
  IUPAC Name: 2-naphthalen-1-ylacetonitrile
  Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2CC#N
  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
Product Categories: Intermediates of Dyes and Pigments; Aromatic Nitriles

1-Naphthyl acetonitrile Uses

 1-Naphthyl acetonitrile (CAS NO.132-75-2) is used in organic synthesis.

1-Naphthyl acetonitrile Toxicity Data With Reference

1.    

ivn-mus LD50:180 mg/kg

    CSLNX*    U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#03835 .

1-Naphthyl acetonitrile Consensus Reports

Cyanide and its compounds are on the Community Right-To-Know List. Reported in EPA TSCA Inventory.

1-Naphthyl acetonitrile Safety Profile

Poison by intravenous route. When heated to decomposition it emits toxic fumes of NOx and CN. See also NITRILES.
Safety Information of 1-Naphthyl acetonitrile (CAS NO.132-75-2):
Hazard Codes: XnHarmful
Risk Statements: 20/21/22-36/37/38-22   
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R22:Harmful if swallowed.
Safety Statements: 26-37/39-24/25-37-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection. 
S24/25:Avoid contact with skin and eyes. 
S37:Wear suitable gloves. 
S36:Wear suitable protective clothing.
RIDADR: 3276
WGK Germany: 3
RTECS: AM1240000
HazardClass: 6.1
PackingGroup: III

1-Naphthyl acetonitrile Specification

 1-Naphthyl acetonitrile , its CAS NO. is 132-75-2, the synonyms are  Acetonitrile, (1-naphthyl)- ; alpha-(1-Naphthyl)acetonitrile ; alpha-Naphthyl acetonitrile ; alpha-Naphthylacetonitrile ;  1-Naphthaleneacetonitrile ; 1-Naphthylacetonitrile .

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