2-(Dipropylamino)acetonitrile

Base Information

• Chemical Name: 2-(Dipropylamino)acetonitrile
• CAS No.: 18071-35-7
• Molecular Formula: C8H16 N2
• Molecular Weight: 140.228
• Hs Code.: 2926909090
• European Community (EC) Number: 241-978-0
• NSC Number: 75640
• DSSTox Substance ID: DTXSID40170998
• Nikkaji Number: J260.862F
• Wikidata: Q83041026
• Mol file: 18071-35-7.mol

Synonyms:2-(dipropylamino)acetonitrile;18071-35-7;Dipropylaminoacetonitrile;Di-N-Propylaminoacetonitrile;EINECS 241-978-0;NSC75640;(dipropylamino)acetonitrile;NCIOpen2_000655;Acetonitrile, (dipropylamino)-;SCHEMBL4173370;DTXSID40170998;NSC 75640;NSC-75640;AKOS000173590

Chemical Property of 2-(Dipropylamino)acetonitrile

Chemical Property:

• Vapor Pressure: 0.132mmHg at 25°C
• Boiling Point: 217.6°Cat760mmHg
• Flash Point: 76.3°C
• PSA: 27.03000
• Density: 0.869g/cm³
• LogP: 1.63198
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 140.131348519
• Heavy Atom Count: 10
• Complexity: 106

Purity/Quality:

99% ^*data from raw suppliers

2-(Dipropylamino)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.; R36/38:Irritating to eyes and skin.
• Hazard Codes: R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.; R36/38:Irritating to eyes and skin.
• Statements: R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.; R36/38:Irritating to eyes and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39:Wear suitabl

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCN(CCC)CC#N

Technology Process of 2-(Dipropylamino)acetonitrile

There total 7 articles about 2-(Dipropylamino)acetonitrile 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: 88.0%

di-n-propylamine (142-84-7) + chloroacetonitrile (107-14-2) → (N,N-dipropylamino)acetonitrile (18071-35-7)

Guidance literature:

chloroacetonitrile; With potassium carbonate; potassium iodide; In acetonitrile; Reflux;

di-n-propylamine; In acetonitrile; at 80 - 85 ℃; for 20h;

DOI:10.1016/j.ejmech.2011.07.037

Reference yield: 25.0%

di-n-propylamine (142-84-7) + cyanomethyl N-(cyanomethyl)piperidine-2-carboxylate (267220-57-5) → (N,N-dipropylamino)acetonitrile (18071-35-7) + (+/-)-N-(cyanomethyl)piperidine-2-carboxylic acid (267220-58-6)

Guidance literature:

With sodium cyanide; In acetonitrile; at 80 ℃; for 20h;

DOI:10.1016/S0968-0896(99)00307-7

Reference yield:

bis-(dipropylamino)methane (10333-53-6) → (N,N-dipropylamino)acetonitrile (18071-35-7)

Guidance literature:

With 1,4-dioxane; hydrogenchloride; Behandeln des Reaktionsgemisches mit HCN;

upstream raw materials:

bis-(dipropylamino)methane

formaldehyd

potassium cyanide

di-n-propylamine

Downstream raw materials:

cyanomethyl bromide

N₁-(2-(dipropylamino)ethyl)-N₄-((S)-4-methyl-1-((S)-4-methyl-1-((S)-4-methyl-1-oxopentan-2-ylamino)-1-oxopentan-2-ylamino)-1-oxopentan-2-yl)terephthalamide hydrochloride

N₁-((5S,8S,11S)-5,8-diisobutyl-3,13-dimethyl-4,7,10-trioxo-2-oxa-3,6,9-triazatetradecan-11-yl)-N₄-(2-(dipropylamino)ethyl)terephthalamide

lithium 4-((2-(dipropylamino)ethyl)carbamoyl)benzoate

Refernces

• 1、 Vivier, Magali,Rapp, Maryse,Galmier, Marie-Josephe,Jarrousse, Anne-Sophie,Miot-Noirault, Elisabeth,Leal, Fernand,Weber, Valérie,Métin, Jacques,Sauzire, Jacques,Chezal, Jean-Michel,Madelmont, Jean-Claude. "New aldehyde and vinylsulfone proteasome inhibitors for targeted melanoma therapy". supporting information; experimental part. p. 5705 - 5710. Retrieved 2011/12/21.