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1-Naphthylacetonitrile

  • CAS:132-75-2
  • MF:C12H9N
  • Purity:99%
  • Molecular Weight:167.21
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Product Details

  • CAS: 132-75-2
  • MF: C12H9N
  • Appearance: White crystalline powder
  • Export Top Purity 1-Naphthylacetonitrile 132-75-2 In Stock

    • Molecular Formula:C12H9N
    • Molecular Weight:167.21
    • 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 

    1-Naphthyl acetonitrile(Cas 132-75-2) Usage

    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.

    Synthesis Reference(s)

    Chemical and Pharmaceutical Bulletin, 39, p. 3030, 1991 DOI: 10.1248/cpb.39.3030

    Application

    1-Naphthylacetonitrile is an organic synthesis intermediate. It is used in the synthesis of 1-naphthylacetate.

    InChI:InChI=1/C12H9N/c13-9-8-11-6-3-5-10-4-1-2-7-12(10)11/h1-7H,8H2

    132-75-2 Relevant articles

    -

    King,Henshall

    , p. 417 (1945)

    -

    Mechanistic Insight Facilitates Discovery of a Mild and Efficient Copper-Catalyzed Dehydration of Primary Amides to Nitriles Using Hydrosilanes

    Liu, Richard Y.,Bae, Minwoo,Buchwald, Stephen L.

    , p. 1627 - 1631 (2018)

    Metal-catalyzed silylative dehydration o...

    Synthesis, characterisation, optical properties and theoretical calculations of a new fluorescent heterocyclic system: 3H-benzo[a]pyrazolo[3,4-j]acridine

    Alipoor, Hamideh,Pordel, Mehdi,Morsali, Ali

    , p. 371 - 375 (2017)

    Four new fluorescent dyes derived from t...

    Straightforward conversion of alcohols into nitriles

    Tarrade-Matha, Aurelie,Pillon, Florence,Doris, Eric

    , p. 1646 - 1649 (2010)

    The reaction of various alcohols with cy...

    Mild and reversible dehydration of primary amides with PdCl2 in aqueous acetonitrile

    Maffioli, Sonia I.,Marzorati, Ettore,Marazzi, Alessandra

    , p. 5237 - 5239 (2005)

    (Chemical Equation Presented) A new, mil...

    -

    Rossi et al.

    , p. 3371 (1976)

    -

    -

    Briggs,Wilson

    , p. 500 (1941)

    -

    Facile dehydration of primary amides to nitriles catalyzed by lead salts: The anionic ligand matters

    Ruan, Shixiang,Ruan, Jiancheng,Chen, Xinzhi,Zhou, Shaodong

    , (2020/12/09)

    The synthesis of nitrile under mild cond...

    Method for dehydrating primary amide into nitriles under catalysis of cobalt

    -

    Paragraph 0078-0080, (2021/06/21)

    The invention provides a method for dehy...

    Preparation method of naphthalene ring C marked α .

    -

    , (2021/10/05)

    The invention discloses C labeled α - na...

    Assembly of α-(Hetero)aryl Nitriles via Copper-Catalyzed Coupling Reactions with (Hetero)aryl Chlorides and Bromides

    Chen, Ying,Xu, Lanting,Jiang, Yongwen,Ma, Dawei

    supporting information, p. 7082 - 7086 (2021/02/26)

    α-(Hetero)aryl nitriles are important st...

    132-75-2 Process route

    1-Naphthylacetamide
    86-86-2

    1-Naphthylacetamide

    naphthalen-1-ylacetonitrile
    132-75-2

    naphthalen-1-ylacetonitrile

    Conditions
    Conditions Yield
    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%
    With lead acetate; In dichloromethane; for 12h; Reflux;
    90%
    With 1,3,5-trichloro-2,4,6-triazine; In N,N-dimethyl-formamide; for 14h; Ambient temperature;
    85%
    With 1,3,5-trichloro-2,4,6-triazine; In N,N-dimethyl-formamide; for 14h; Product distribution; Ambient temperature; also in dioxan, other temperature, other time;
    85%
    With C20H25Cl2CoN3; sodium triethylborohydride; In toluene; at 60 ℃; for 6h; Inert atmosphere;
    85%
    With ammonium sulfamate salt;
    palladium dichloride; In water; acetonitrile; at 20 ℃; for 16h;
    80 % Chromat.
    naphthalene
    91-20-3,71998-51-1,72931-45-4

    naphthalene

    chloroacetonitrile
    107-14-2

    chloroacetonitrile

    naphthalen-1-ylacetonitrile
    132-75-2

    naphthalen-1-ylacetonitrile

    Conditions
    Conditions Yield
    With iron(III) chloride; at 175 ℃;
    With iron(III) oxide; potassium bromide;

    132-75-2 Upstream products

    • 86-86-2
      86-86-2

      1-Naphthylacetamide

    • 91-20-3
      91-20-3

      naphthalene

    • 107-14-2
      107-14-2

      chloroacetonitrile

    • 90-12-0
      90-12-0

      1-Methylnaphthalene

    132-75-2 Downstream products

    • 2876-78-0
      2876-78-0

      methyl 1-naphthylacetate

    • 835-31-4
      835-31-4

      naphazoline

    • 86-87-3
      86-87-3

      naphth-1-yl acetic acid

    • 86-86-2
      86-86-2

      1-Naphthylacetamide

    Antioxidant BHT 264

    CAS:128-37-0

    Purity:99%

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