??-n-????
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??-n-???? ??
- ???
- −62 °C(lit.)
- ?? ?
- 159 °C(lit.)
- ??
- 0.767 g/mL at 25 °C(lit.)
- ?? ??
- 4.46 (vs air)
- ???
- 1.9 mm Hg ( 20 °C)
- ???
- n
20/D 1.417(lit.)
- ???
- 106 °F
- ?? ??
- Store below +30°C.
- ???
- ?: 20°C?? ???3.8g/L
- ?? ?? (pKa)
- 11.25(at 21℃)
- ??? ??
- ??
- ??
- ???
- ??????(pH)
- 11.1 (1g/l, H2O, 20℃)
- ??
- ?? ????.
- ????
- 0.6-6.8%(V)
- ???
- 4.05g/L(25℃)
- Merck
- 14,3032
- BRN
- 506001
- Henry's Law Constant
- 1.3×10-1 mol/(m3Pa) at 25℃, Brockbank (2013)
- Dielectric constant
- 3.0（20℃）
- ???
- ????. ?? ??. ?? ???, ???? ???? ??, ??? ???? ????. ??? ?? ?? ?? ? ????? ??? ? ????. ??? ??? ???? ??? ? ??.
- InChI
- 1S/C8H19N/c1-3-5-7-9-8-6-4-2/h9H,3-8H2,1-2H3
- InChIKey
- JQVDAXLFBXTEQA-UHFFFAOYSA-N
- SMILES
- CCCCNCCCC
- LogP
- 2.1 at 23℃
- CAS ??????
- 111-92-2(CAS DataBase Reference)
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- ?? ? ?? ??
- ?? ? ???? ?? (GHS)
| ??? ?? | Xn,T | ||
|---|---|---|---|
| ?? ???? ?? | 10-20/21/22-35-23-21/22 | ||
| ????? | 45-36/37/39-28A-26-23 | ||
| ????(UN No.) | UN 2248 | ||
| WGK ?? | 1 | ||
| RTECS ?? | HR7780000 | ||
| F ?????? | 10 | ||
| ?? ?? ?? | 594 °F | ||
| TSCA | TSCA listed | ||
| HS ?? | 2921 19 99 | ||
| ?? ?? | 8 | ||
| ???? | II | ||
| ???? ??? | 3 - Flammable liquids | ||
| Hazard Classifications | Acute Tox. 2 Inhalation Acute Tox. 3 Dermal Acute Tox. 4 Oral Eye Dam. 1 Flam. Liq. 3 Skin Corr. 1A |
||
| ?? ?? ??? | 111-92-2(Hazardous Substances Data) | ||
| ?? | LD50 orally in rats: 550 mg/kg (Smyth) | ||
| ???? ?? | KE-04223 | ||
| ?????? ??? | 97-1-21 | ||
| ?? ? ???? | ????: ????; ???(??)????: ?-n-???? ? ?? 25% ?? ??? ??? |
??-n-???? C??? ??, ??, ??
??? ??
Dibutylamine is a colorless liquid with an odor of ammonia.??
Dibutylamine is a secondary dialkylamine. It is a versatile intermediate with a variety of applications.Dibutylamine is extensively used in palladium-catalyzed cross-coupling with aryl halides to synthesize arylamines, popularly known as Buchwald–Hartwig amination.
It can be used in the oxone-mediated annulation of 2-aminobenzamides and 1,2-diaminobenzenes to synthesize 2,3-dihydroquinazolin-4(1H)-ones and 1H-benzimidazoles, respectively.
It can also be used in the one-pot multicomponent reactions to synthesize tetra- and penta-substituted polyfunctional dihydropyrroles.
Dibutylamine was employed as organocatalyst during the synthesis of 2-amino-3-cyano-4H-chromen-4-ylphosphonates via Knoevenagel, Pinner and phospha-Michael reactions. Di-n-butylamine (Dibutylamine) may be used to investigate the performance of a dry sampler, with an impregnated denuder in series with a glass fibre filter for airborne isocyanates. It was used in the preparation of 1M dibutylammonium phosphate buffer.
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n-Dibutylamine is prepared by two major methods. The first involves passing ammonia and butanol over an alumina or silica catalyst at a temperature of 300-500°C and under pressure. The second method employs passing ammonia, butanol, and hydrogen over a dehydrogenation catalyst. In each instance the resulting mixtures are separated by continuous distillation and extraction (Schweizer et al 1978). n-Dibutylamine can also be prepared from butyl bromide and ammonia or by reaction of butyl chloride and ammonia (HSDB 1989). The amine also is naturally present in food (Neurath et al 1977) and its emissions are produced in soil and sewage. The amine is also found in the expired air of normal, healthy, nonsmoking adults (Krotoszynski et al 1979).N-Nitrosamines and their precursors including n-dibutylamine are present in rubber products in which the accelerators and stabilizers used in the vulcanization process were derived from dialkylamines. Analysis of a single extraction of rubber nipples and baby pacifiers with artificial saliva (containing sodium nitrite) showed n-dibutylamine levels up to 3890 p.p.b. and N-nitrosodibutylamine concentrations as high as 427 p.p.b. (Thompson et al 1984).
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Dibutylamine appears as a yellow-colored liquid with a amine-like odor. Denser than water. Very corrosive, may burn skin, eyes, and mucous membranes. Flash point 125 °F. Combustible. Produce toxic oxides of nitrogen when burned. Used to make other chemicals.??? ?? ??
Flammable. Soluble in water.?? ???
Dibutylamine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.????
n-Dibutylamine is a severe irritant to skin and mucous membranes of the nose, eyes, and respiratory tract. Exposure to this amine may result in some activation of the sympathetic branch of the autonomic nervous system as manifested by elevated blood pressure, eye pupil dilation and flushing of the skin.????
Special Hazards of Combustion Products: Toxic oxides of nitrogen may form in fires.?? ??
Reactivity with Water No reaction; Reactivity with Common Materials: May corrode some metals and attack some forms of plastics; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.?? ??
Primary industrial uses of n-dibutylamine include flotation reagents, dyestuffs, rubber vulcanization accelerators, and corrosion inhibitors (HSDB 1989). In 1985 US production totalled approximately 2000 tons.Safety Profile
Poison by ingestion and subcutaneous routes. Moderately toxic by skin contact and inhalation. Corrosive. A severe skin and eye irritant. Mutation data reported. Flammable liquid when exposed to heat or flame; can react with oxidizing materials. To fight fire, use alcohol foam, foam, CO2, dry chemical. Exothermic reaction with cellulose nitrate does not proceed to ignition. When heated to decomposition it emits toxic fumes of NOx.??? ??
Used as a corrosion inhibitor; and intermediate for emulsifiers, rubber products, dyes; and insecticides.?? ??
UN2248 Di-n-butylamine, Hazard class: 8; Labels: 8-Corrosive material, 3-Flammable liquid.Purification Methods
Dry this strong base with LiAlH4, CaH2 or KOH pellets, filter and distil it from BaO or CaH2. [Beilstein 4 IV 550.]? ???
May form explosive mixture with air. Aqueous solution is a strong base. Incompatible with acids, acid chlorides; acid anhydrides; halogens, isocyanates, vinyl acetate; acrylates, substituted allyls; alkylene oxides, epichlorohydrin, ketones, aldehydes, alcohols, gly- cols, phenols, cresols, caprolactum solution; strong oxidi- zers; reactive organic compounds. Attacks copper alloys, zinc, tin, tin alloys; galvanized steel. Also, carbon dioxide is listed as incompatible by the state of New Jersey.??? ??
Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.??-n-???? ?? ?? ? ???
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???( 455)?? ??
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