Diisopropylamine

Base Information

• Chemical Name: Diisopropylamine
• CAS No.: 108-18-9
• Deprecated CAS: 1051915-25-3,2247130-86-3
• Molecular Formula: C6H15N
• Molecular Weight: 101.192
• Hs Code.: 2921.19 Oral rat LD50: 770 mg/kg
• European Community (EC) Number: 203-558-5
• ICSC Number: 0449
• NSC Number: 6758
• UN Number: 1158
• UNII: BR9JLI40NO
• DSSTox Substance ID: DTXSID9025085
• Nikkaji Number: J1.496F
• Wikipedia: Diisopropylamine
• Wikidata: Q420331
• RXCUI: 1362925
• ChEMBL ID: CHEMBL1450356
• Mol file: 108-18-9.mol

Synonyms:diisopropylamine;diisopropylamine hydrochloride;diisopropylamine sulfate (2:1);diisopropylamine, lithium salt;Disotat;lithium diisopropylamide;N,N-diisopropylamine

Chemical Property of Diisopropylamine

Chemical Property:

• Appearance/Colour: clear colorless liquid with an ammonia-like odor
• Vapor Pressure: 74mmHg at 25°C
• Melting Point: -61 °C
• Refractive Index: 1.3920
• Boiling Point: 83.9 °C at 760 mmHg
• PKA: 10.76±0.29(Predicted)
• Flash Point: -7 °C
• PSA: 12.03000
• Density: 0.737 g/cm³
• LogP: 1.78370
• Water Solubility.: 100 g/L (20℃)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 101.120449483
• Heavy Atom Count: 7
• Complexity: 33.4
• Transport DOT Label: Flammable Liquid Corrosive

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): F,C
• Hazard Codes: F:Flammable;;
• Statements: R11:; R20/22:; R34:
• Safety Statements: S16:; S26:; S36/37/39:; S45:

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aliphatic
• Canonical SMILES: CC(C)NC(C)C
• Inhalation Risk: A harmful contamination of the air can be reached very quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is corrosive to the eyes, skin and respiratory tract. Corrosive on ingestion. Contact of the vapour with the eyes may cause visual disturbances. Exposure could cause asphyxiation due to swelling in the throat. Inhalation of high concentrations may cause lung oedema, but only after initial corrosive effects on the eyes and the upper respiratory tract have become manifest.
• Effects of Long Term Exposure: Repeated or prolonged contact with skin may cause dermatitis.

Technology Process of Diisopropylamine

There total 134 articles about Diisopropylamine 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: 75.0%

N,N'-bis(isopropyl)benzamidine (111515-28-7) → benzonitrile (100-47-0) + diisopropylamine (108-18-9)

Guidance literature:

With bis(trimethylsilyl)amide yttrium(III); In toluene; at 100 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c8cy01481g

Reference yield: 59.9%

isopropyl alcohol (67-63-0,8013-70-5) → isopropylamine (75-31-0) + diisopropylamine (108-18-9) + acetone (67-64-1)

Guidance literature:

With ammonia; hydrogen; at 160 ℃; for 0.5h; under 760.051 Torr; Reagent/catalyst; Catalytic behavior; Flow reactor; Inert atmosphere;

DOI:10.1007/s10562-016-1695-8

Reference yield:

isopropylamine (75-31-0) → triisopropylamine (3424-21-3) + diisopropylamine (108-18-9)

Guidance literature:

at 400 ℃;

upstream raw materials:

2-iodo-propane

potassium cyanide

acetone oxime

propene

Downstream raw materials:

3-(N,N-diisopropylamino)-propanol

2-(diisopropylamino)-1-phenylethan-1-ol

N,N-diisopropylbenzothiazole-2-sulphenamide

N-(2,4-dinitrophenyl)-di-isopropylamine

Refernces

• 1、 Tayh, Jamal A.,Scott, Ronald M.. "STERIC FACTORS IN THE SHORT-RANGE SOLVATION OF SECONDARY AMINES". . p. 297 - 305. Retrieved 1990.
• 2、 Pitman et al.. "-". . p. 8147. Retrieved 1972.
• 3、 Cho, Jun Hee,Park, Jung-Hyun,Chang, Tae-Sun,Kim, Jin-Eok,Shin, Chae-Ho. "Reductive amination of 2-propanol to monoisopropylamine over Ni/γ-Al2O3 catalysts". . p. 1319 - 1327. Retrieved 2013.
• 4、 Koley, Arijit,O'Donohue, Christopher T.,Nolan, Michelle M.,McClain, K. Randall,Bonsu, Richard O.,Korotkov, Roman Y.,Anderson, Tim,McElwee-White, Lisa. "Effect of the Ligand Structure on Chemical Vapor Deposition of WNxCy Thin Films from Tungsten Nitrido Complexes of the Type WN(NR2)3". . p. 8326 - 8336. Retrieved 2015.
• 5、 Reich,H.J.,Cohen,M.L.. "-". . p. 3148 - 3151. Retrieved 1979.
• 6、 García-Domínguez, Andrés,Gonzalez, Jorge A.,Leach, Andrew G.,Lloyd-Jones, Guy C.,Nichol, Gary S.,Taylor, Nicholas P.. "A Lewis Base Nucleofugality Parameter, NFB, and Its Application in an Analysis of MIDA-Boronate Hydrolysis Kinetics". supporting information. . Retrieved 2022/01/04.
• 7、 Banert, Klaus,Hagedorn, Manfred,Heck, Manuel,Hertel, Raphael,Ihle, Andreas,Müller, Ioana,Pester, Tom,Shoker, Tharallah,Rablen, Paul R.. "Synthesis of Trialkylamines with Extreme Steric Hindrance and Their Decay by a Hofmann-like Elimination Reaction". . p. 13630 - 13643. Retrieved 2020/11/13.