| Identification | More | [Name]
Tributylamine | [CAS]
102-82-9 | [Synonyms]
N,N-DIBUTYL-1-BUTANAMINE
TBA
TNBA
TRIBUTYLAMINE
TRI-N-BUTYLAMINE
(n-C4H9)3N
1-Butanamine, N,N-dibutyl-
1-Butanamine,N,N-dibutyl-
ai3-15424
amine,tributyl
n,n-dibutyl-1-butanamin
N-Dibutyl-1-butanamine
Tributilamina
tributylamine,[liquid]
tris(1-butyl)amine
tris(1n-butyl)amine
Tris[N-butylamine]
tris-n-butylamine
TRIBUTYLAMINE PURE
TRIBUTYLAMINE REAGENTPLUSTM >=99% | [EINECS(EC#)]
203-058-7 | [Molecular Formula]
C12H27N | [MDL Number]
MFCD00009431 | [Molecular Weight]
185.35 | [MOL File]
102-82-9.mol |
| Chemical Properties | Back Directory | [Appearance]
Butyl amines are highly flammable, colorless
liquids (n-turns yellow on standing) with ammoniacal or fishlike odors. n-isomer: | [Melting point ]
−70 °C(lit.) | [Boiling point ]
216 °C(lit.) | [density ]
0.778 g/mL at 25 °C(lit.)
| [vapor density ]
6.38 (vs air)
| [vapor pressure ]
0.3 mm Hg ( 20 °C)
| [refractive index ]
n20/D 1.428(lit.)
| [Fp ]
146 °F
| [storage temp. ]
Store at RT. | [solubility ]
sparingly soluble in water; soluble in most organic solvents; soluble
in acetone and benzene; very soluble in alcohol and ether | [form ]
Liquid | [pka]
9.99±0.50(Predicted) | [color ]
Clear | [Stability:]
Stable. Combustible. Incompatible with strong oxidizing agents, strong acids. Hygroscopic. | [Water Solubility ]
0.386 g/L (25 ºC) | [Sensitive ]
Hygroscopic | [Merck ]
14,9618 | [BRN ]
1698872 | [Dielectric constant]
2.29 | [LogP]
3.34 at 25℃ | [Uses]
Solvent, inhibitor in hydraulic fluids, intermediate. | [CAS DataBase Reference]
102-82-9(CAS DataBase Reference) | [NIST Chemistry Reference]
Tributylamine(102-82-9) | [EPA Substance Registry System]
102-82-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
T,N | [Risk Statements ]
R22:Harmful if swallowed.
R23/24:Toxic by inhalation and in contact with skin .
R38:Irritating to the skin.
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
UN 2542 6.1/PG 2
| [WGK Germany ]
2
| [RTECS ]
YA0350000
| [F ]
10 | [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
II | [HS Code ]
29211980 | [Safety Profile]
Poison by ingestion,
inhalation, skin contact, and subcutaneous
routes. A central nervous system stimulant,
irritant, and sensitizer. A corrosive irritant to
skin, eyes, and mucous membranes.
Flammable when exposed to heat, flame, or
oxidmers. Can react with oxidizing materials.
To fight fire, use foam, CO2, dry chemical.
When heated to decomposition it emits
toxic fumes of NOx. See also AMINES. | [Hazardous Substances Data]
102-82-9(Hazardous Substances Data) |
| Hazard Information | Back Directory | [General Description]
A pale yellow liquid with an ammonia-like odor. Less dense than water. Very irritating to skin, mucous membranes, and eyes. May be toxic by skin absorption. Low toxicity. Used as an inhibitor in hydraulic fluids. | [Reactivity Profile]
TRIBUTYLAMINE(102-82-9) can react with oxidizing materials . 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. | [Air & Water Reactions]
Hygroscopic. Slightly soluble in water. | [Health Hazard]
TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution. | [Potential Exposure]
Alert: (n-isomer): Possible risk of
forming tumors, suspected of causing genetic defects, suspected reprotoxic hazard, Primary irritant (w/o allergic
reaction), (sec-isomer): Drug. n-Butylamine is used in
pharmaceuticals; dyestuffs, rubber, chemicals, emulsifying
agents; photography, desizing agents for textiles; pesticides, and synthetic agents. sec-Butylamine is used as a
fungistate. tert-Butylamine is used as a chemical intermediate in the production of tert-Butylaminoethyl methacrylate
(a lube oil additive); as an intermediate in the production
of rubber and in rust preventatives and emulsion deterrents
in petroleum products. It is used in the manufacture of
several drugs | [Fire Hazard]
Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form. | [First aid]
If this chemical gets into the eyes, remove any
contact lenses at once and irrigate immediately for at least
15 minutes, occasionally lifting upper and lower lids. Seek
medical attention immediately. If this chemical contacts the
skin, remove contaminated clothing and wash immediately
with soap and water. Seek medical attention immediately.
If this chemical has been inhaled, remove from exposure,
begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if
heart action has stopped. Transfer promptly to a medical
facility. When this chemical has been swallowed, get medical attention. Rinse out mouth and do not induce vomiting.
Medical observation is recommended for 24 to 48 hours
after breathing overexposure, as pulmonary edema may be
delayed. As first aid for pulmonary edema, a doctor or
authorized paramedic may consider administering a drug or
other inhalation therapy | [Shipping]
UN1125 n-Butylamine, Hazard Class: 3; Labels:
3—Flammable liquid, 8—Corrosive material. UN2014
Isobutylamine, Hazard Class: 3; Labels: 3—Flammable
liquid, 8—Corrosive material | [Incompatibilities]
May form explosive mixture with air.
May accumulate static electrical charges, and may causeignition of its vapors. n-Butylamine is a weak base; reacts
with strong oxidizers and acids, causing fire and explosion
hazard. Incompatible with organic anhydrides; isocyanates,
vinyl acetate; acrylates, substituted allyls; alkylene oxides;
epichlorohydrin, ketones, aldehydes, alcohols, glycols, phenols, cresols, caprolactum solution. Attacks some metals in
presence of moisture. The tert-isomer will attack some
forms of plastics | [Chemical Properties]
Butyl amines are highly flammable, colorless
liquids (n-turns yellow on standing) with ammoniacal or fishlike odors. n-isomer: | [Chemical Properties]
Pale-yellow liquid; amine odor. Slightly soluble in water; soluble in most organic
solvents. Combustible. | [Waste Disposal]
Use a licensed professional
waste disposal service to dispose of this material. Dissolve
or mix the material with a combustible solvent and burn in
a chemical incinerator equipped with an afterburner andscrubber. All federal, state, and local environmental regulations must be observed. | [Definition]
ChEBI: Tributylamine is a tertiary amine. | [Production Methods]
Tributylamine (TBA) is manufactured by vapor phase alkylation of ammonia with
butanol to produce a technical grade compound (Windholz et al 1983). | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 46, p. 1759, 1981 DOI: 10.1021/jo00321a056
Synthesis, p. 324, 1996 | [Industrial uses]
TBA is used as a solvent, an inhibitor in hydraulic fluids and a chemical
intermediate. It is also used as a catalyst in a wide range of chemical reactions, as
an insecticide, an emulsifying agent and in dental cements (HSDB 1988). | [Metabolism]
Green and Large (1984) suggest that TBA is oxidized by a tertiary amine
monooxygenase. The amine monooxygenases, located in the smooth endoplasmic
reticulum, attack the amine group to give rise to the corresponding aldehyde
product. | [Purification Methods]
Purify the amine by fractional distillation from sodium under reduced pressure. Pegolotti and Young [J Am Chem Soc 83 3251 1961] heated the amine overnight with an equal volume of acetic anhydride, in a steam bath. The amine layer was separated and heated with water for 2hours on the steam bath (to hydrolyse any remaining acetic anhydride). The solution was cooled, solid K2CO3 was added to neutralize any acetic acid that had been formed, and the amine was separated, dried (K2CO3) and distilled at 44mm pressure. Davis and Nakshbendi [J Am Chem Soc 84 2085 1926] treated the amine with one-eighth of its weight of benzenesulfonyl chloride in aqueous 15% NaOH at 0-5o. The mixture was shaken intermittently and allowed to warm to room temperature. After a day, the amine layer was washed with aqueous NaOH, then water and dried with KOH. (This treatment removes primary and secondary amines.) It was further dried with CaH2 and distilled under vacuum. [Beilstein 4 IV 554.] |
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