Dibutylamine
- CAS No.
- 111-92-2
- Chemical Name:
- Dibutylamine
- Synonyms
- DI-N-BUTYLAMINE;DNBA;Dibutylamin;Dibuthylamine;N-DIBUTYLAMINE;N-BUTYL-1-BUTANAMINE;ai3-52649;ai3-15329;(n-C4H9)2NH;Dibutilamina
- CBNumber:
- CB8416375
- Molecular Formula:
- C8H19N
- Molecular Weight:
- 129.24
- MOL File:
- 111-92-2.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/3/14 15:18:27
| Melting point | −62 °C(lit.) |
|---|---|
| Boiling point | 159 °C(lit.) |
| Density | 0.767 g/mL at 25 °C(lit.) |
| vapor density | 4.46 (vs air) |
| vapor pressure | 1.9 mm Hg ( 20 °C) |
| refractive index |
n |
| Flash point | 106 °F |
| storage temp. | Store below +30°C. |
| solubility | water: soluble3.8g/L at 20°C |
| pka | 11.25(at 21℃) |
| form | Liquid |
| color | White |
| PH | 11.1 (1g/l, H2O, 20℃) |
| Odor | Weak ammonia. |
| explosive limit | 0.6-6.8%(V) |
| Water Solubility | 4.05 g/L (25 ºC) |
| Merck | 14,3032 |
| BRN | 506001 |
| Dielectric constant | 3.0（20℃） |
| Stability | Stable. Combustible. Incompatible with strong oxidizing agents, most common metals, strong acids. Vapours may flow over surfaces to a distant source of ignition. Can form explosive mixtures with air. |
| InChIKey | JQVDAXLFBXTEQA-UHFFFAOYSA-N |
| LogP | 2.1 at 23℃ |
| CAS DataBase Reference | 111-92-2(CAS DataBase Reference) |
| NIST Chemistry Reference | 1-Butanamine, N-butyl-(111-92-2) |
| EPA Substance Registry System | Dibutylamine (111-92-2) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |    GHS02,GHS05,GHS06 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H226-H302-H311-H314-H330 | |||||||||
| Precautionary statements | P210-P280-P301+P312-P303+P361+P353-P304+P340+P310-P305+P351+P338 | |||||||||
| Hazard Codes | Xn,T | |||||||||
| Risk Statements | 10-20/21/22-35-23-21/22 | |||||||||
| Safety Statements | 45-36/37/39-28A-26-23 | |||||||||
| RIDADR | UN 2248 8/PG 2 | |||||||||
| WGK Germany | 1 | |||||||||
| RTECS | HR7780000 | |||||||||
| F | 10 | |||||||||
| Autoignition Temperature | 594 °F | |||||||||
| TSCA | Yes | |||||||||
| HS Code | 2921 19 99 | |||||||||
| HazardClass | 8 | |||||||||
| PackingGroup | II | |||||||||
| Toxicity | LD50 orally in rats: 550 mg/kg (Smyth) | |||||||||
| NFPA 704 |
|
Dibutylamine price More Price(18)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | 8.03222 | Dibutylamine for synthesis | 111-92-2 | 1L | ₹3330 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | D44952 | Dibutylamine ≥98% | 111-92-2 | 500G | ₹3788.75 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 8.03222 | Dibutylamine for synthesis | 111-92-2 | 100ML | ₹5380.01 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | D44952 | Dibutylamine ≥98% | 111-92-2 | 1.5KG | ₹9244.55 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 8.03222 | Dibutylamine for synthesis | 111-92-2 | 2.5L | ₹5500 | 2022-06-14 | Buy |
Dibutylamine Chemical Properties,Uses,Production
Chemical Properties
Dibutylamine is a colorless liquid with an odor of ammonia.
Uses
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.
Production Methods
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).
General Description
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.
Air & Water Reactions
Flammable. Soluble in water.
Reactivity Profile
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.
Health Hazard
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.
Fire Hazard
Special Hazards of Combustion Products: Toxic oxides of nitrogen may form in fires.
Chemical Reactivity
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.
Industrial uses
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.
Potential Exposure
Used as a corrosion inhibitor; and intermediate for emulsifiers, rubber products, dyes; and insecticides.
Shipping
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.]
Incompatibilities
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.
Waste Disposal
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.
Dibutylamine Preparation Products And Raw materials
Raw materials
1of2
chevron_rightPreparation Products
1of4
chevron_right| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| JSK Chemicals | +919879767970 | Gujarat, India | 3756 | 58 | Inquiry |
| Lok Chemicals Pvt., Ltd. | 91-22-67364646 | Maharashtra, India | 124 | 58 | Inquiry |
| G C Int'L | 91-22-40850400 | Maharashtra, India | 125 | 58 | Inquiry |
| Manohar Chemicals | 91-80-28366641 | Karnataka, India | 33 | 58 | Inquiry |
| Maas Pharma Chemicals | +91-9958666224 | Delhi, India | 1607 | 58 | Inquiry |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| Otto Chemie Pvt. Ltd. | +91 9820041841 | Mumbai, India | 5873 | 58 | Inquiry |
| Alfa Aesar | 1 800 209 7001 | Maharashtra, India | 6913 | 58 | Inquiry |
| LOBA CHEMIE PVT.LTD. | 91-22-6663 6699 | Mumbai, India | 3077 | 58 | Inquiry |
| Central Drug House(P) Ltd. | 91-11-49404040 | New Delhi, India | 6160 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| JSK Chemicals | 58 |
| Lok Chemicals Pvt., Ltd. | 58 |
| G C Int'L | 58 |
| Manohar Chemicals | 58 |
| Maas Pharma Chemicals | 58 |
| CLEARSYNTH LABS LTD. | 58 |
| Otto Chemie Pvt. Ltd. | 58 |
| Alfa Aesar | 58 |
| LOBA CHEMIE PVT.LTD. | 58 |
| Central Drug House(P) Ltd. | 58 |