1,3-Bis(di-tert-butylphosphinomethyl)benzene
Synonym: 1,3-bis(di-t-butylphosphinomethyl)benzene, PCP pincer
CAS Number 149968-36-5 | MDL Number MFCD01630850
1,3-Bis(di-tert-butylphosphinomethyl)benzene, also known as PCP pincer, is an organophosphorus compound with the molecular formula C₂₄H₄₄P₂ and a molecular weight of 394.55 g/mol. This substance appears as a white to light brown powder with a purity of 99%, determined by elemental analysis. Known for its robust ligand properties, 1,3-Bis(di-t-butylphosphinomethyl)benzene is highly valued in coordination chemistry for creating stable metal complexes.
Applications in Organic and Inorganic Synthesis
1,3-Bis(di-tert-butylphosphinomethyl)benzene is commonly employed as a pincer ligand, especially in reactions where stabilization of transition metal centers is required. Its dual phosphine groups allow for strong, symmetrical coordination with metals, enhancing its utility in catalytic and synthetic applications, particularly in organometallic synthesis and catalyst development.
Precautions for Safe Storage and Handling
>With hazard codes H302, H315, H319, and H335, this compound requires careful handling to avoid ingestion, skin, or eye irritation. Standard protective gear, such as gloves and goggles, is recommended. Although it is not regulated as a hazardous material, storage in a dry environment is advised to maintain stability and reactivity.
Industrial and Laboratory Applications
As a versatile pincer ligand, 1,3-Bis(di-t-butylphosphinomethyl)benzene plays a key role in both laboratory and industrial catalysis. Its robust structure makes it suitable for use in complex synthesis processes, including fine chemical production, material science research, and advanced catalytic applications in coordination chemistry.
1,3-Bis(di-tert-butylphosphinomethyl)benzene is one of the Polydentate Phosphine Ligands. In the recent years the development of complexes having in its structure pincer type ligands has received considerable attention. Nowadays these complexes are designed and synthesized not just for the mere structural interest, but for the great number of potential applications that these compounds may have, including their use as robust catalysts, motifs in molecules that exhibit self-assembly arrangements, synthons for their employment in Medicinal Chemistry and as fundamental components in the synthesis of dendrimeric materials for their potential use in catalysis. See links below
Ereztech manufactures and sells this product in small and bulk volumes. Glass ampules, bottles or metal ampules or bubblers are available for packaging. For additional analytical information or details about purchasing P8365 contact us at sales@ereztech.com
Safety information
| UN | Not regulated |
| Hazardous class | Not regulated |
| Packing group | Not regulated |
| Pictograms |  |
| Signal word | WARNING |
| Hazard statements | H302-H315-H319-H335 |
| Precautionary statements | P261-P264-P271-P280-P301 + P312-P302 + P352-P304 + P340-P305 + P351 + P338-P332 + P313-P337 + P313-P362 |
| Transport description | NONH for all modes of transport |
| In TSCA registry | No (research and development usage only) |
First Aid Measures
| General advice | Consult a physician. Show this safety data sheet to the doctor in attendance. Move out of the dangerous area. |
| Eye contact | Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. |
| Skin contact | Wash off with soap and plenty of water. Consult a physician. |
| Inhalation | If breathed in, move person into the fresh air. If not breathing, give artificial respiration. Consult a physician. |
| If swallowed | Do NOT induce vomiting. Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician. |
Certificates of Analysis (CoA)
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External identifiers for PCP pincer
| Pubchem CID | 4188717 |
| IUPAC Name | ditert-butyl-[[3-(ditert-butylphosphanylmethyl)phenyl]methyl]phosphane |
| SMILES | CC(C)(C)P(CC1=CC(=CC=C1)CP(C(C)(C)C)C(C)(C)C)C(C)(C)C |
| InchI Identifier | InChI=1S/C24H44P2/c1-21(2,3)25(22(4,5)6)17-19-14-13-15-20(16-19)18-26(23(7,8)9)24(10,11)12/h13-16H,17-18H2,1-12H3 |
| InchI Key | VNLHPVUKSKTUPA-UHFFFAOYSA-N |
Known applications and external links
- Junpeng He, Nolan W. Waggoner, Samuel G. Dunning, Dr. Alexander Steiner, Dr. Vincent M. Lynch, Prof. Simon M. Humphrey A PCP Pincer Ligand for Coordination Polymers with Versatile Chemical Reactivity: Selective Activation of CO2 Gas over CO Gas in the Solid State
- Murugesan S., Kirchner K. Non-precious metal complexes with an anionic PCP pincer architecture
- David Morales-Morales Pincer Complexes. Applications in Catalysis
With 1,3-Bis(di-tert-butylphosphinomethyl)benzene oxide other customers often ask:
- 1,2-Bis(dimethylphosphino)ethane
- 1,4-Bis(dicyclohexylphosphino)butane
- Tris(3-methoxyphenyl)phosphine
- Diallylphenylphosphine
Ereztech synthesizes and sells additional P-compounds.
To purchase P8365 contact us at sales@ereztech.com
