Diisopropylethylamine

Base Information

• Chemical Name: Diisopropylethylamine
• CAS No.: 7087-68-5
• Deprecated CAS: 1200454-07-4
• Molecular Formula: C8H19N
• Molecular Weight: 129.246
• Hs Code.: 2942000000
• European Community (EC) Number: 230-392-0
• NSC Number: 147491
• UNII: 5SIQ15721L
• DSSTox Substance ID: DTXSID8064561
• Nikkaji Number: J108.742H
• Wikipedia: N,N-Diisopropylethylamine
• Wikidata: Q306946
• Mol file: 7087-68-5.mol

Synonyms:DIEA;DIPEA;N,N-diisopropylethylamine;N,N-diisopropylethylamine hydrochloride;N-ethyldiisopropylamine

Chemical Property of Diisopropylethylamine

Chemical Property:

• Appearance/Colour: clear, colorless to light yellow liquid
• Vapor Pressure: 11.6mmHg at 25°C
• Melting Point: -46 °C
• Refractive Index: n20/D 1.457
• Boiling Point: 126.5 °C at 760 mmHg
• PKA: 10.98±0.28(Predicted)
• Flash Point: 10.6 °C
• PSA: 3.24000
• Density: 0.766 g/cm³
• LogP: 2.12510
• Storage Temp.: Store in dark!
• Solubility.: miscible
• Water Solubility.: miscible
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 129.151749610
• Heavy Atom Count: 9
• Complexity: 59

Purity/Quality:

N,N-Diisopropylethylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, C
• Hazard Codes: C,F,T
• Statements: 11-22-34-52/53-20/21/22-10-41-37/38-20/22-36/37/38-61
• Safety Statements: 26-36/37/39-45-61-16-27-60-23-9-53

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aliphatic
• Canonical SMILES: CCN(C(C)C)C(C)C
• Description: N,N-Diisopropylethylamine is also known as Hunig's base and abbreviated as DIPEA or DIEA, It is a sterically hindered amine and an organic compound. The colourless liquid was named as Hung’s base after Siegfried Hunig, a German chemist. It is noteworthy that the compound is commercially available.In organic chemistry, N,N-Diisopropylethylamine is used as a base. Since the nitrogen centre is isolated by an ethyl group and the two isopropyl groups, It can bind to protons. The compound is, therefore, a base similar to 2,2,6,6-tetramethylpiperidine, but a poor nucleophile, a blend of properties that makes it valuable as an organic reagent.
• Uses: N,N-Diisopropylethylamine is used as a base in organic reactions. Used in the preparation of (-)Gambierol a marine polycyclic ether toxin. It is also used in the synthesis of potent inhibitors of human brain memapsin, a key effector in the progression of Alzheimer’s disease.

Technology Process of Diisopropylethylamine

There total 25 articles about Diisopropylethylamine 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: 97.2%

tetraethylammonium chloride (56-34-8) + diisopropylamine (108-18-9) → N-ethyl-N,N-diisopropylamine (7087-68-5)

Guidance literature:

With potassium hydroxide; In butan-1-ol; at 115 ℃; for 7h; Solvent; Reagent/catalyst; Temperature;

Reference yield: 97.0%

→ N-ethyl-N,N-diisopropylamine (7087-68-5)

Guidance literature:

Reference yield: 96.7%

chloroethane (75-00-3) + diisopropylamine (108-18-9) → N-ethyl-N,N-diisopropylamine (7087-68-5)

Guidance literature:

With lithium chloride; zinc(II) chloride; at 190 ℃; for 10h; under 16501.7 Torr; Temperature; Pressure; Time; Reagent/catalyst; Catalytic behavior; Autoclave;

upstream raw materials:

ethyl iodide

diisopropylamine

diethyl sulfate

methyl iodide

Downstream raw materials:

α-bromo-β-methylstyrene

cis-stilben

trans-stilbene radical anion

trans-stilbene-ethyldiisopropylamine

Refernces

• 1、 Appiagyei, Benjamin,Bhatia, Souful,Keeney, Gabriela L.,Dolmetsch, Troy,Jackson, James E.. "Electroactivated alkylation of amines with alcohols: Via both direct and indirect borrowing hydrogen mechanisms". supporting information. p. 860 - 869. Retrieved 2020/02/21.
• 2、 -. "METHOD FOR PRODUCING N-ETHYL-DIISOPROPYLAMINE". Paragraph 0078-0079. . Retrieved 2017/01/26.