1-ADAMANTANEACETONITRILE

Base Information

• Chemical Name: 1-ADAMANTANEACETONITRILE
• CAS No.: 16269-13-9
• Molecular Formula: C12H17N
• Molecular Weight: 175.274
• Hs Code.: 2926909090
• Mol file: 16269-13-9.mol

Synonyms:1-Adamantaneacetonitrile(8CI);1-(Cyanomethyl)adamantane;1-Adamantylacetonitrile;

Chemical Property of 1-ADAMANTANEACETONITRILE

Chemical Property:

• Vapor Pressure: 0.00157mmHg at 25°C
• Melting Point: 70
• Refractive Index: 1.534
• Boiling Point: 295 °C at 760 mmHg
• Flash Point: 137.4 °C
• PSA: 23.79000
• Density: 1.061g/cm³
• LogP: 3.11648
• Water Solubility.: Sparingly soluble in water.

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Adamantaneacetonitrile ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22
• Safety Statements: 22-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-Adamantaneacetonitrile is used as pharmaceutical intermediate.

Technology Process of 1-ADAMANTANEACETONITRILE

There total 11 articles about 1-ADAMANTANEACETONITRILE 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: 91.0%

adamantan-1-ylacetaldehyde (18220-83-2) → 1-Carboxymethyladamantane nitrile (16269-13-9)

Guidance literature:

With ammonia; iodine; at 0 ℃; for 1h;

DOI:10.1002/ejoc.201700277

Reference yield: 63.0%

(adamant-1-yl)-acetic acid (4942-47-6) → 1-Carboxymethyladamantane nitrile (16269-13-9)

Guidance literature:

With sulfuric acid; acetonitrile; at 95 ℃; for 4h;

DOI:10.1055/s-2005-871967

Reference yield: 48.0%

1-ethynyladamantane (40430-66-8) → 1-Carboxymethyladamantane nitrile (16269-13-9)

Guidance literature:

With trifuran-2-yl-phosphane; (hydridotris(1-pyrazolyl)borato)bis(ethylene)rhodium(I); tert-butylhydrazine; In 1,4-dioxane; at 100 ℃; for 6h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.6b00116

upstream raw materials:

1-<(p-tolylsulfonyl)methoxy>adamantane

potassium cyanide

(adamant-1-yl)-acetic acid

2-(1-adamantyl)acetamide

Downstream raw materials:

C₃₁H₃₂N₂

C₃₁H₃₂N₂*ClHO₄

Thiosulfuric acid S-[N-(2-adamantan-1-yl-ethyl)-carbamimidoylmethyl] ester

2-(1-adamantyl)acetamide

Refernces

• 1、 Fieser,Nazer,Archer,Berberian,Slighter. "Napthoquinone antimalarials. XXX. 2-hydroxy-3-[omega-(1-adamantyl)alkyl]-1,4-naphthoquinones.". . p. 517 - 521. Retrieved 1967.
• 2、 Ezawa, Masatoshi,Togo, Hideo. "One-Pot Preparation of C1-Homologated Aliphatic Nitriles from Aldehydes through a Wittig Reaction under Metal-Cyanide-Free Conditions". . p. 2379 - 2384. Retrieved 2017/05/01.
• 3、 Mlinari?-Majerski, Kata,Margeta, Renato,Veljkovi?, Jelena. "A facile and efficient one-pot synthesis of nitriles from carboxylic acids". . p. 2089 - 2091. Retrieved 2007/10/03.