Diethylamine

Base Information

• Chemical Name: Diethylamine
• CAS No.: 109-89-7
• Deprecated CAS: 1637232-73-5
• Molecular Formula: C4H11N
• Molecular Weight: 73.138
• Hs Code.: 2921.12
• European Community (EC) Number: 203-716-3
• ICSC Number: 0444
• UN Number: 1154
• UNII: B035PIS86W
• DSSTox Substance ID: DTXSID6021909
• Nikkaji Number: J807I
• Wikipedia: Diethylamine
• Wikidata: Q414196
• Metabolomics Workbench ID: 49594
• ChEMBL ID: CHEMBL1189
• Mol file: 109-89-7.mol

Synonyms:diethylamine;diethylamine acetate;diethylamine hydrobromide;diethylamine hydrochloride;diethylamine perchlorate;diethylamine phosphate (1:1);diethylamine sulfate;diethylamine sulfite (1:1)

Chemical Property of Diethylamine

Chemical Property:

• Appearance/Colour: Colorless liquid
• Vapor Pressure: 14.14 psi ( 55 °C)
• Melting Point: -50 °C
• Refractive Index: n20/D 1.385(lit.)
• Boiling Point: 57.3 °C at 760 mmHg
• PKA: 11.02(at 40℃)
• Flash Point: ?20°F
• PSA: 12.03000
• Density: 0.7074 g/cm³
• LogP: 1.00670
• Storage Temp.: Store at RT
• Sensitive.: Air Sensitive
• Solubility.: H2O: soluble1M at 20°C, clear, colorless
• Water Solubility.: soluble
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 73.089149355
• Heavy Atom Count: 5
• Complexity: 11.1
• Transport DOT Label: Flammable Liquid Corrosive

Purity/Quality:

99.5% ^*data from raw suppliers

Diethylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,C
• Hazard Codes: F,C
• Statements: 11-20/21/22-35
• Safety Statements: 16-26-29-36/37/39-45-3

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aliphatic
• Canonical SMILES: CCNCC
• 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. Inhalation may cause lung oedema, but only after initial corrosive effects on eyes and/or airways have become manifest. Inhalation may cause pneumonitis. Exposure at high levels could cause severe swelling of the throat. Medical observation is indicated.
• Effects of Long Term Exposure: Lungs may be affected by repeated or prolongated exposure to the vapour. The substance may have effects on the teeth. This may result in erosion.
• Description: Diethylamine is a colourless, strongly alkaline, fish odour liquid, and highly inflammable. It has an ammonia-like odour and is completely soluble in water. On burning, diethylamine releases ammonia, carbon monoxide, carbon dioxide, and nitrogen oxides. Diethylamine is used in the production of pesticides. It is used in a mixture for the production of DEET which goes into the repellents that are found readily in supermarkets for general use.
• Physical properties: Colorless liquid with a fishy, ammonia-like odor. Experimentally determined detection and recognition odor threshold concentrations were 60 μg/m3 (20 ppbv) and 180 μg/m3 (60 ppbv), respectively (Hellman and Small, 1974). Diethylamine is a very strong base in aqueous solution (pKb = 3.0). Its chemistry is governed by the unshared electron pair on the nitrogen, thus it tends to react with acids to form salts.
• Uses: Diethylamine is manufactured by heating ethyl chloride and alcoholic ammonia under pressure or by hydrogenation of aziridines in the presence of catalysts. DEA is used as a solvent, as a rubber accelerator, in the organic synthesis of resins, dyes, pesticides, and pharmaceuticals, in electroplating, and as a polymerization inhibitor. Other applications include uses as a corrosion inhibitor. It was reported noneffective as a skin depigmentator.

Technology Process of Diethylamine

There total 565 articles about Diethylamine 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: 67.0%

N,N-diethylbenzamidine (50458-37-2) → benzonitrile (100-47-0) + diethylamine (109-89-7)

Guidance literature:

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

DOI:10.1039/c8cy01481g

Reference yield: 60.7%

ethylamine (75-04-7,85404-22-4) + N-butylamine (109-73-9,85404-21-3) → tributyl-amine (102-82-9) + N-ethylbutylamine (13360-63-9) + N,N-diethylbutylamine (4444-68-2) + di-n-butylethylamine (4458-33-7) + dibutylamine (111-92-2) + diethylamine (109-89-7) + triethylamine (121-44-8)

Guidance literature:

With hydrogen; at 200 ℃; under 6000.6 Torr; Reagent/catalyst; Temperature;

DOI:10.1007/s11164-012-0790-8

Reference yield: 17.0%

1-diethylamino-butan-2-ol (2683-58-1) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1-ethylamino-butan-2-ol (68058-17-3) + acetaldehyde (75-07-0,9002-91-9) + diethylamine (109-89-7)

Guidance literature:

With water; at 25 ℃; Further byproducts given; anodic oxidation, pH 10, carbonate buffer;

upstream raw materials:

pyridine

2-(Diethylamino)ethanol

dibenzoyl peroxide

N,N-diethylnmethylamine

Downstream raw materials:

(R)-2-amino-4-{4-[bis-(2-chloro-ethyl)-amino]-phenyl}-butyric acid

2-(Diethylamino)ethanol

2-(diethylamine)ethanethiol

N,N-diethylethylenediamine

Refernces

• 1、 Mossoba, Magdi M.,Rosenthal, Ionel,Riesz, Peter. "Electron spin resonance of spin-trapped radicals of amines and polyamines. Hydroxyl radical reactions in aqueous solutions and γ-radiolysis in the solid state". . p. 1493 - 1500. Retrieved 1982.
• 2、 Liu,Li,Zhao,Hidaka,Serpone. "Photooxidation pathway of sulforhodamine-B. Dependence on the adsorption mode on TiO2 exposed to visible light radiation". . p. 3982 - 3990. Retrieved 2000.
• 3、 Bamberger,Tschirner. "-". . p. 350. Retrieved 1899.
• 4、 Belov,Markov,Sova,Golosman,Nechugovskii. "New composite catalysts for the synthesis of acetonitrile from ethanol and ammonia, prepared using calcium aluminates (Talyum)". . p. 414 - 420. Retrieved 2016.
• 5、 Rorabacher,Melendez-Cepeda. "-". . p. 6071,6072,6074. Retrieved 1971.
• 6、 Graymore. "". . p. 39. Retrieved 1941.
• 7、 Zhao, Jie,Chen, Hui,Tian, Xiaocong,Zang, Han,Fu, Yuchuan,Shen, Jianyi. "Microcalorimetric adsorption and infrared spectroscopic studies of KNi/MgAlO catalysts for the hydrogenation of acetonitrile". . p. 161 - 169. Retrieved 2013.
• 8、 Gusev, A. I.,Los', M. G.,Vlasenko, S. D.,Zhun', V. I.,Sheludyakov, V. D.. "CRYSTAL AND MOLECULAR STRUCTURE OF TRIPHENYLTRIVINYLDISILOXANE". . p. 154 - 156. Retrieved 1984.
• 9、 Li, Yun,Sella, Catherine,Lema?tre, Frédéric,Guille-Collignon, Manon,Thouin, Laurent,Amatore, Christian. "Electrochemical detection of nitric oxide and peroxynitrite anion in microchannels at highly sensitive platinum-black coated electrodes. application to ROS and RNS mixtures prior to biological investigations". . p. 111 - 118. Retrieved 2014.
• 10、 Kuniyasu, Hitoshi,Hiraike, Hiroshi,Morita, Masaki,Tanaka, Aoi,Sugoh, Kunihiko,Kurosawa, Hideo. "Palladium-catalyzed azathiolation of carbon monoxide". . p. 7305 - 7308. Retrieved 1999.