1-Naphthylacetonitrile

Base Information

• Chemical Name: 1-Naphthylacetonitrile
• CAS No.: 132-75-2
• Molecular Formula: C12H9N
• Molecular Weight: 167.21
• Hs Code.: 29269090
• European Community (EC) Number: 205-078-1
• NSC Number: 9844
• UNII: OV0P82P2R0
• DSSTox Substance ID: DTXSID3059630
• Nikkaji Number: J30.383F
• Wikidata: Q72493670
• Mol file: 132-75-2.mol

Synonyms:1-Naphthylacetonitrile;132-75-2;2-(Naphthalen-1-yl)acetonitrile;1-NAPHTHALENEACETONITRILE;1-Naphthyl acetonitrile;2-naphthalen-1-ylacetonitrile;Acetonitrile, (1-naphthyl)-;alpha-Naphthylacetonitrile;alpha-Naphthyl acetonitrile;.alpha.-Naphthylacetonitrile;2-(1-naphthyl)acetonitrile;Naphthaleneacetonitrile;MFCD00004041;alpha-(1-Naphthyl)acetonitrile;NSC 9844;EINECS 205-078-1;BRN 1101012;AI3-26061;OV0P82P2R0;.alpha.-(1-naphthyl)acetonitrile;4-09-00-02428 (Beilstein Handbook Reference);(Naphthalen-1-yl)acetonitrile (1-Naphthylacetonitrile);1-Naphthylmethylcyanide;naphthylacetonitrile;1-naphtylacetonitrile;1-naphthyl-acetonitrile;1-naphthylaceto-nitrile;naphth-1-ylacetonitrile;naphthalenyl-acetonitrile;(1-naphthyl)acetonitrile;Naphthalene-1-acetonitrile;naphthalen-1-ylacetonitrile;naphthalen-1-yl-acetonitrile;UNII-OV0P82P2R0;.alpha.-naphthyl acetonitrile;WLN: L66J B1CN;1-Naphthylacetonitrile, 97%;SCHEMBL182660;DTXSID3059630;NSC9844;STL182770;AKOS000155895;AC-5788;CS-W021449;FS-2653;FT-0608130;N0366;EN300-37277;D77923;A806493;W-108309;Z285184572;NAPHAZOLINE HYDROCHLORIDE IMPURITY C [EP IMPURITY]

Chemical Property of 1-Naphthylacetonitrile

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 0.000255mmHg at 25°C
• Melting Point: 33-35 °C(lit.)
• Refractive Index: n20/D 1.6192(lit.)
• Boiling Point: 323.9 °C at 760 mmHg
• Flash Point: 180.3 °C
• PSA: 23.79000
• Density: 1.116 g/cm³
• LogP: 2.90588
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 167.073499291
• Heavy Atom Count: 13
• Complexity: 212

Purity/Quality:

99% ^*data from raw suppliers

2-(Naphthalen-1-yl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-37/39-24/25-37-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2CC#N
• Uses: 2-(Naphthalen-1-yl)acetonitrile is useful for the preparation of tert-Bu benzoates.

Technology Process of 1-Naphthylacetonitrile

There total 53 articles about 1-Naphthylacetonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

C25H18N2O4 → naphthalen-1-ylacetonitrile (132-75-2) + biphenyl-4-carboxylic acid (92-92-2)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; Heating;

DOI:10.1016/0040-4039(96)01779-0

Reference yield: 97.0%

2-[(Z)-Hydroxyimino]-3-naphthalen-1-yl-propionic acid (139109-57-2) → naphthalen-1-ylacetonitrile (132-75-2)

Guidance literature:

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

DOI:10.1248/cpb.39.3030

Reference yield: 96.0%

1-Naphthylacetamide (86-86-2) → naphthalen-1-ylacetonitrile (132-75-2)

Guidance literature:

With trichloromethyl chloroformate; In various solvent(s); 0-5 deg C then heated to 60 deg C, 5 min;

DOI:10.1016/S0040-4039(00)84487-1

upstream raw materials:

1-Naphthylacetamide

naphthalene

chloroacetonitrile

1-Methylnaphthalene

Downstream raw materials:

4-Amino-5-(1-naphthyl)pyrimidine

1-Naphthylcyanomethylen-p-benzochinon-oxim

1-phenyl-4-(1-naphthyl)-5,6,8-tribenzoyl-2-oxabicyclo<2.2.2>octan-3-one

Ethyl β-phenyl-γ-cyano-γ-(1-naphthyl)butyrate

Refernces

• 1、 King,Henshall. "-". . p. 417. Retrieved 1945.
• 2、 Alipoor, Hamideh,Pordel, Mehdi,Morsali, Ali. "Synthesis, characterisation, optical properties and theoretical calculations of a new fluorescent heterocyclic system: 3H-benzo[a]pyrazolo[3,4-j]acridine". . p. 371 - 375. Retrieved 2017.
• 3、 Maffioli, Sonia I.,Marzorati, Ettore,Marazzi, Alessandra. "Mild and reversible dehydration of primary amides with PdCl2 in aqueous acetonitrile". . p. 5237 - 5239. Retrieved 2005.
• 4、 Briggs,Wilson. "-". . p. 500. Retrieved 1941.
• 5、 -. "Method for dehydrating primary amide into nitriles under catalysis of cobalt". Paragraph 0078-0080. . Retrieved 2021/06/21.
• 6、 Chen, Ying,Xu, Lanting,Jiang, Yongwen,Ma, Dawei. "Assembly of α-(Hetero)aryl Nitriles via Copper-Catalyzed Coupling Reactions with (Hetero)aryl Chlorides and Bromides". supporting information. p. 7082 - 7086. Retrieved 2021/02/26.