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998-40-3 - Tri-n-butylphosphine, 95% - A12649 - Alfa Aesar

A12649 Tri-n-butylphosphine, 95%

CAS Number
998-40-3
Synonyms

Size Price ($) Quantity Availability
25ml 13.86
100ml 33.30
500ml 137.70
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Tri-n-butylphosphine, 95%

MDL
MFCD00009462
EINECS
213-651-2

Chemical Properties

Formula
C12H27P
Formula Weight
202.32
Melting point
-65°
Boiling Point
240°
Flash Point
>93°(199°F)
Density
0.820
Refractive Index
1.4620
Sensitivity
Air & Moisture Sensitive
Solubility
Soluble in organic solvent such as heptane. Not miscible with water.

Applications

Tri-n-butylphosphine is used as a catalyst modifier in the cobalt-catalyzed hydroformylation of alkenes for industrial use. It is also used as a strong reducing agent and polymerization cross-linking catalyst. It is a used as an intermediate for phase transfer catalysts.

Notes

Air and moisture Sensitive. Store away from water/moisture and air. Store in cool dry place in tightly closed container.

Literature References

K. Sonogashira; S. Takahashi; N. Hagihara. A New Extended Chain Polymer, Poly[trans-bis(tri-n-butylphosphine)platinum 1,4-butadiynediyl]. Macromolecules. 1977, 10(4), 879-880.

JA Maclaren; BJ Sweetman. The preparation of reduced and S-alkykated wool keratins using Tri-n-butylphosphine. Australian Journal of Chemistry. 1966, 19(12), 2355 - 2360.

A useful alternative to Triphenyl­phosphine, L02502 in many applications. Advantages include its greater reactivity and the water-solubility of the by-product phosphine oxide, simplifying its removal.

In combination with phenyl isocyanate and a Pd catalyst, converts cinnamyl alcohol directly to a phosphorane, which reacts with aldehydes to give conjugated dienes: Chem. Lett., 1449 (1988):

Can behave as a hypernucleophilic catalyst in acylation reactions, with similar results to 4-(Dimethyl­amino)­pyridine, A13016: J. Am. Chem. Soc., 115, 3358 (1993).

Effective catalyst for the Baylis-Hillman reaction with less tendency than the usual DABCO (1,4-Diazabicyclo[2.2.2]octane, A14003) to promote aldol type side reactions: J. Org. Chem., 62, 1521 (1997).

For example of its use in Mitsunobu-type reactions, see Diisopropyl­ azodicarboxyl­ate, L10386.

GHS Hazard and Precautionary Statements

Hazard Statements: H250-H252-H314-H318-H302-H312-H411-H401

Catches fire spontaneously if exposed to air. Self-heating in large quantities; may catch fire. Causes severe skin burns and eye damage. Causes serious eye damage. Harmful if swallowed. Harmful in contact with skin. Toxic to aquatic life with long lasting effects. Toxic to aquatic life.

Precautionary Statements: P210-P222-P260-P273-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P422a-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not allow contact with air. Do not breathe dust/fume/gas/mist/vapours/spray. Avoid release to the environment. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Store locked up. Store contents under inert gas. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
1738261
Hazard Class
4.2
Packing Group
I
Harmonized Tariff Code
2931.90
TSCA
Yes
RTECS
SZ3270000

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