Tributylphosphine
- CAS No.
- 998-40-3
- Chemical Name:
- Tributylphosphine
- Synonyms
- PBU3;TBUP;TRI-N-BUTYLPHOSPHINE;P(n-Bu)3;tributylphosphane;cytop 340;Tributylphosphorus;NSC 91700;(n-C4H9)3P;CYTOP(R) 340
- CBNumber:
- CB1374003
- Molecular Formula:
- C12H27P
- Molecular Weight:
- 202.32
- MDL Number:
- MFCD00009462
- MOL File:
- 998-40-3.mol
- MSDS File:
- SDS
| Melting point | -65 °C |
|---|---|
| Boiling point | 150 °C50 mm Hg(lit.) |
| Density | 0.81 g/mL at 25 °C(lit.) |
| vapor density | 9 (vs air) |
| vapor pressure | 1.9Pa at 20℃ |
| refractive index |
n |
| Flash point | 99 °F |
| storage temp. | 2-8°C |
| form | liquid |
| color | Clear colorless to pale yellow |
| Specific Gravity | 0.820 (20/4℃) |
| Water Solubility | insoluble |
| Sensitive | Moisture Sensitive/Air Sensitive |
| BRN | 1738261 |
| Stability | Stable, but pyrophoric - spontaneously inflammable in air. Incompatible with oxidizing agents. Moisture sensitive. |
| InChI | 1S/C12H27P/c1-4-7-10-13(11-8-5-2)12-9-6-3/h4-12H2,1-3H3 |
| InChIKey | TUQOTMZNTHZOKS-UHFFFAOYSA-N |
| SMILES | CCCCP(CCCC)CCCC |
| CAS DataBase Reference | 998-40-3(CAS DataBase Reference) |
| FDA UNII | 0O52FJR7WN |
| NIST Chemistry Reference | Phosphine, tributyl-(998-40-3) |
| EPA Substance Registry System | Phosphine, tributyl- (998-40-3) |
| UNSPSC Code | 41105323 |
| NACRES | NA.56 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |     GHS02,GHS05,GHS07,GHS09 |
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|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H251-H302-H314-H411 | |||||||||
| Precautionary statements | P235-P273-P280-P301+P312-P303+P361+P353-P305+P351+P338 | |||||||||
| target organs | Respiratory system | |||||||||
| PPE | Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter | |||||||||
| Hazard Codes | Xi,F,C,T | |||||||||
| Risk Statements | 36/38-34-21/22-17-11-37-36/37/38-61 | |||||||||
| Safety Statements | 41-36/37/39-26-16-45-43-17-5-53 | |||||||||
| RIDADR | UN 3254 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | SZ3270000 | |||||||||
| F | 10-13-23 | |||||||||
| Autoignition Temperature | 392 °F | |||||||||
| TSCA | TSCA listed | |||||||||
| HazardClass | 4.2 | |||||||||
| PackingGroup | I | |||||||||
| HS Code | 29319090 | |||||||||
| Storage Class | 6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects |
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| Hazard Classifications | Aquatic Chronic 3 Eye Dam. 1 Repr. 1B Skin Corr. 1A STOT SE 3 |
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| REACH Registrations | Active | |||||||||
| Excepted Quantities | Forbidden | |||||||||
| NFPA 704 |
|
Tributylphosphine price More Price(38)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 247049 | Tributylphosphine mixture of isomers, 97% | 998-40-3 | 100g | $123 | 2026-04-30 | Buy |
| Sigma-Aldrich | 247049 | Tributylphosphine mixture of isomers, 97% | 998-40-3 | 500g | $458 | 2026-04-30 | Buy |
| Sigma-Aldrich | T7567 | Tributylphosphine solution 200?mM (in N-methyl-2-pyrrolidinone), liquid | 998-40-3 | 10vials | $113 | 2025-07-31 | Buy |
| Strem Chemicals | 15-5802 | Tri-n-butylphosphine, 99% (10 wt% in hexanes) 99% | 998-40-3 | 250g | $122 | 2026-04-30 | Buy |
| Strem Chemicals | 15-5802 | Tri-n-butylphosphine, 99% (10 wt% in hexanes) 99% | 998-40-3 | 1kg | $269 | 2026-04-30 | Buy |
Tributylphosphine Chemical Properties, Uses, Production
Chemical Properties
Tributylphosphine is a clear liquid with a nauseating odor. It reacts slowly with atmospheric oxygen, and rapidly with other oxidizing agents.
Uses
1,4-addition catalyst; used with disulfides for the thioetherification of alcohols; acylation catalyst; used to prepare active esters.
Uses
suzuki reaction
Uses
Tributylphosphine is usually used as catalyst for Domino reactions of activated conjugated dienes with β,γ-unsaturated-α-ketoesters, [3+2]-Cycloadditions,Umpolung addition reactions,Reductive carbonylation, Allylation reactions.
Reactions
Tributylphosphine (TBP) is a versatile chemical reagent similar to tributylamine but more reactive, showing catalytic activity in a variety of reactions.
(1) TBP reacts with oxygen to form the corresponding phosphine oxide (i.e., tributylphosphine oxide) according to the following reaction equation:
Since this reaction is very fast, the compound is usually handled under an inert atmosphere. Phosphine is also easily alkylated.
(2) TBP is used as an anionic polymerization initiator in the reaction of aldehydes, olefins, or active vinyl compounds. Condensation reactions are usually catalyzed by TBP. In some cases, TBP can induce condensation reactions that are not catalyzed by the corresponding amine. TBP catalysis has been used for isocyanates, active vinyl compounds, and epoxy esters[1].
Synthesis Reference(s)
Tetrahedron Letters, 25, p. 2493, 1984 DOI: 10.1016/S0040-4039(01)81213-2
General Description
Tributylphosphane is a colorless to yellowish liquid with a strong garlic-like odor. Tributylphosphane is insoluble in water. Tributylphosphane is liable to heat and ignite spontaneously in air. If involved in a fire phosphine gas, a highly flammable and toxic gas, will evolve. Tributylphosphane is irritating to mucous membranes.
Air & Water Reactions
Highly flammable. May ignite on contact with air or moist air. Insoluble in water.
Reactivity Profile
Organophosphates, such as Tributylphosphane, are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides.
Health Hazard
Fire will produce irritating, corrosive and/or toxic gases. Inhalation of decomposition products may cause severe injury or death. Contact with substance may cause severe burns to skin and eyes. Runoff from fire control may cause pollution.
Fire Hazard
Flammable/combustible material. May ignite on contact with moist air or moisture. May burn rapidly with flare-burning effect. Some react vigorously or explosively on contact with water. Some may decompose explosively when heated or involved in a fire. May re-ignite after fire is extinguished. Runoff may create fire or explosion hazard. Containers may explode when heated.
Synthesis
Tributylphosphine is obtained industrially by the reaction of phosphine and butene; the addition reaction is a free radical mechanism and does not follow the martensitic rule.
PH3+ 3CH2=CHCH2CH3 P(CH2CH2CH2CH3)3 This can be obtained in the laboratory by reacting the corresponding Grignard reagent with phosphorus trichloride. 3 BuMgCl + PCl3 PBu3+ 3 MgCl2Purification Methods
Fractionally distil it under reduced pressure in an inert atmosphere (N2) through an 8inch gauze-packed column (b 110-111o/10mm) and redistil it in a vacuum, then seal it in thin glass ampoules. It is easily oxidised by air to tri-n-butylphosphine oxide, b 293-296o/745mm. It has a characteristic odour, it is soluble in EtOH, Et2O, and *C6H6 but is insoluble in H2O and less easily oxidised by air than the lower molecular weight phosphines. It forms complexes, e.g. with CS2 (1:1) m 65.5o (from EtOH). [Davies & Jones J Chem Soc 33 1929, Chernick & Skinner J Chem Soc 1401 1956, Beilstein 4 IV 3436.]
References
[1] CATALYZE with TRIBUTYLPHOSPHINE[J]. C&EN Global Enterprise, 1967, 45 3: 11. DOI:10.1021/cen-v045n003.p011.
Tributylphosphine Preparation Products And Raw materials
Raw materials
Preparation Products
1of3
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Jiangxi Xinxin Chemical Co., Ltd. | +86-15957176628 15957176628 | 1302650044@qq.com | China | 16 | 58 |
| SHANGHAI BANGCHENG CHEMICAL Co.,Ltd. | 021-69106960 13701823997 | 13701823733@163.com | China | 4634 | 60 |
| Shanghai Chang-Gen Chemical Technology Co., Ltd. | 021-69106814 13917161715 | 3007500651@qq.com | China | 80 | 60 |
| Shanghai Bojing Chemical Co., Ltd | 021-37199966 13681836088 | bj@bj-chem.com | China | 463 | 58 |
| Shanghai Thoreco Novel Material Co. Ltd | 021-34202258 19391107643 | Sales@thoreco.com | China | 183 | 58 |
| Anhui Tokind Advanced Material Co., Ltd. | 0554-2114112 18118134211 | tokind@tokinchem.com | China | 58 | 58 |
| BeiJing Greenchem Technology Co.,Ltd. | 131-21959385 18804271668 | chemrocking@bjgreenchem.com | China | 272 | 58 |
| Shanghai Ditao Chemical Technology Co., Ltd. | 021-37122200 17717569696 | sales@ditaochem.com | China | 308 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
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- Oct 23,2024
View Latest Price from Tributylphosphine manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-09-17 | Tributylphosphine
998-40-3
|
$10.00 | 1ASSAYS | 99% | 1 ton | RongNa Biotechnology Co.,Ltd | |
 |
2026-09-17 | Tributylphosphine
998-40-3
|
$398.00 | 1kg | 0.98 | 25kg | Shanghai UCHEM Inc. | |
 |
2026-06-30 | Tributylphosphine
998-40-3
|
1KG | 98%+ | 200T | Shaanxi Dideu New Materials Co. Ltd |
-
- Tributylphosphine
998-40-3
- $10.00
- 99%
- RongNa Biotechnology Co.,Ltd
-
- Tributylphosphine
998-40-3
- $398.00
- 0.98
- Shanghai UCHEM Inc.
-
- Tributylphosphine
998-40-3
- 98%+
- Shaanxi Dideu New Materials Co. Ltd
