2-(Dibutylamino)ethanol

Base Information

• Chemical Name: 2-(Dibutylamino)ethanol
• CAS No.: 102-81-8
• Molecular Formula: C10H23 N O
• Molecular Weight: 173.299
• Hs Code.: 2922199090
• European Community (EC) Number: 203-057-1
• ICSC Number: 1418
• NSC Number: 6330
• UN Number: 2873
• UNII: 3IT10X9MHO
• DSSTox Substance ID: DTXSID2024953
• Nikkaji Number: J78.150I
• Wikidata: Q20963640
• ChEMBL ID: CHEMBL1447214
• Mol file: 102-81-8.mol

Synonyms:2-(dibutylamino)ethanol

Chemical Property of 2-(Dibutylamino)ethanol

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 0.000473mmHg at 25°C
• Melting Point: -70°C(lit.)
• Refractive Index: n20/D 1.444(lit.)
• Boiling Point: 229.5°Cat760mmHg
• PKA: 14.77±0.10(Predicted)
• Flash Point: 91.7°C
• PSA: 23.47000
• Density: 0.873g/cm³
• LogP: 1.88090
• Solubility.: Practically insoluble in water
• Water Solubility.: 4g/L at 20℃
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 173.177964357
• Heavy Atom Count: 12
• Complexity: 77.9
• Transport DOT Label: Poison

Purity/Quality:

99%min ^*data from raw suppliers

2-(Dibutylamino)ethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Toxic by ingestion and skin absorption. TLV: 0.5 ppm.
• Hazard Codes: C
• Statements: 21/22-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Ethanolamines
• Canonical SMILES: CCCCN(CCCC)CCO
• Inhalation Risk: A harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is corrosive to the eyes and skin. The vapour is irritating to the respiratory tract. Corrosive on ingestion. The substance may cause effects on the central nervous system. This may result in convulsions and respiratory failure. Cholinesterase inhibition. Exposure could cause death. Medical observation is indicated. The effects may be delayed.
• Uses: Dibutylaminoethanol has found use as a conditioning agent for cellulose acetate filaments to facilitate textile manufacture, a catalyst in polyurethane foam manufacture, and an anticorrosion additive for lubricants and hydraulic fluids, in the manufacture of emulsifying and dispersing agents, and in the curing of silicone resins. Organic syntheses 2-(Dibutylamino)ethanol (DBAE) may be used as a coreactant to enhance the electrochemiluminescence (ECL) of tris(2,2′-bipyridyl)ruthenium(II) [Ru(bpy)32+], employed in the ECL immunoassays and DNA probe assays. DBAE may also be used as a catalyst during the synthesis of protected D-erythro-(2S,3R)-sphingosine.

Technology Process of 2-(Dibutylamino)ethanol

There total 7 articles about 2-(Dibutylamino)ethanol 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: 10.0%

methanol (67-56-1) + formaldehyd (50-00-0,30525-89-4,61233-19-0) + dibutylamine (111-92-2) → N,N-dibutyl amino-2 ethanol (102-81-8)

Guidance literature:

With tert.-butylhydroperoxide; titanium(III) chloride; at 20 ℃; for 0.5h; Acidic aq. solution; Inert atmosphere;

DOI:10.1021/ol802244n

Reference yield:

oxirane (75-21-8,99932-75-9) + dibutylamine (111-92-2) → N,N-dibutyl amino-2 ethanol (102-81-8)

Guidance literature:

at 100 ℃;

Reference yield:

dibutylamine (111-92-2) + 2-chloro-ethanol (107-07-3) → N,N-dibutyl amino-2 ethanol (102-81-8)

Guidance literature:

at 120 - 130 ℃;

upstream raw materials:

oxirane

dibutylamine

ethyl dibutylglycinate

2-chloro-ethanol

Downstream raw materials:

trans-cinnamic acid-(2-dibutylamino-ethyl ester)

5-fluoro-2-nitro-benzoic acid-(2-dibutylamino-ethyl ester); hydrochloride

dibutyl-(2-{3-[4-(4-methoxy-3-methyl-benzyl)-phenyl]-propoxy}-ethyl)-amine

4-fluoro-3-nitro-benzoic acid-(2-dibutylamino-ethyl ester); hydrochloride

Refernces

• 1、 -. "Process For Preparing Alkylalkanolamines". Page/Page column 7. . Retrieved 2012/05/20.
• 2、 Okimoto, Mitsuhiro,Yoshida, Takashi,Hoshi, Masayuki,Hattori, Kazuyuki,Komata, Masashi,Numata, Kaori,Tomozawa, Kenta. "Electrooxidative cyclization of hydroquinolyl alcohols, hydroquinolylamines, and dimethyl aminomalonates". . p. 236 - 242. Retrieved 2008/02/11.