638-21-1 Usage
Description
Phenyl phosphine, also known as phenylphosphine, is an organophosphorus compound with the chemical formula C6H5PH2. It is a colorless to pale yellow liquid with a pungent odor. Phenyl phosphine is a versatile reagent in organic synthesis and has various applications in different industries.
Uses
Used in Chemical Synthesis:
Phenyl phosphine is used as a precursor to other organophosphorus compounds, which are important in various chemical reactions and processes. It can function as a ligand in coordination chemistry, playing a crucial role in the formation of metal complexes and their applications.
Used in Suzuki Reaction:
Phenyl phosphine is used as a reagent in the Suzuki reaction, a widely used cross-coupling reaction in organic chemistry. This reaction allows the formation of carbon-carbon bonds between an organoboron compound and an organohalide, leading to the synthesis of various organic compounds.
Used in Polymer Synthesis:
Phenyl phosphine is used in the synthesis of polymers, where it can act as a monomer or a catalyst to facilitate the polymerization process. Its presence in the polymer structure can impart specific properties, such as improved thermal stability or enhanced reactivity.
Used in Catalysts and Antioxidants:
Phenyl phosphine is used in the production of phenylphosphinates, which serve as catalysts and antioxidants in various industrial applications. When heated above 200°C, phenylphosphinates can yield phenylphosphonic acid derivatives and phenylphosphine, which can be further utilized in different chemical processes.
Air & Water Reactions
Pyrophoric in air. Insoluble in water. Slowly generates flammable or noxious gases in contact with water.
Reactivity Profile
Phenyl phosphine is a reducing agent. They slowly generate flammable or noxious gases in contact with water. Phosphides react quickly upon contact with moisture or acids to give the very toxic gas phosphine; phosphides also can react vigorously with oxidizing materials. In general, materials in this group are incompatible with oxidizers such as atmospheric oxygen. They are violently incompatible with acids, particularly oxidizing acids.
Health Hazard
Phenylphosphine is a respiratory and skin irritant; multiple exposures in
rodents causes hematologic changes and testicular degeneration in males.
Fire Hazard
Flash point data are not available for Phenyl phosphine, but Phenyl phosphine is probably combustible.
Safety Profile
Poison by inhalation. Igmtes spontaneously in air. When heated to decomposition it emits toxic fumes of POx. See also PHOSPHINE.
Potential Exposure
Polyphosphinate is used as an intermediate or a chemical reagent. Polyphosphinate compounds are used as catalysts and antioxidants disproportionate, when heated to give phosphonic acid derivatives plus PF.
Shipping
UN2845 Pyrophoric liquids, organic, n.o.s Hazard Class: 4.2, Labels: 4.2-Spontaneously combustible material. Technical Name Required. Note: this chemical is also a strong reducing agent.
Incompatibilities
A strong reducing agent. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Water reactive; spontaneously combustible in high concentrations in moist air. Potential exposure to gaseous phenylphosphine and phosphorus oxides when heated above 200C. Organophosphates are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrideds and active metals. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides.
Check Digit Verification of cas no
The CAS Registry Mumber 638-21-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,3 and 8 respectively; the second part has 2 digits, 2 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 638-21:
(5*6)+(4*3)+(3*8)+(2*2)+(1*1)=71
71 % 10 = 1
So 638-21-1 is a valid CAS Registry Number.
InChI:InChI=1/C6H7P/c7-6-4-2-1-3-5-6/h1-5H,7H2
638-21-1Relevant articles and documents
PHOSPHORANES BICYCLIQUES A LIAISON P-H : BASES DE LEWIS POTENTIELLES
Contreras, Rosalinda,Houalla, Douraid,Klaebe, Alain,Wolf, Robert
, p. 3953 - 3954 (1981)
By reaction of Borane Dimethyl Sulfide on the bicyclophosphorane 1 the adduct 2 is obtained with 56 percent yield; by-products 3 and 4 are characterized.
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Batchelor,R.,Birchall,T.
, p. 674 (1982)
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Process for preparation of phosphorane and phosphonyl compounds
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Paragraph 0023-0027; 0028-0030; 0034-0036, (2021/06/06)
The invention relates to the field of new materials of fine chemicals, in particular to a new safe, convenient, mild, efficient, environment-friendly and economical preparation process technology of phosphorane and phosphonyl compounds.
Photocatalytic Arylation of P4 and PH3: Reaction Development Through Mechanistic Insight
Cammarata, Jose,Gschwind, Ruth M.,Lennert, Ulrich,Rothfelder, Robin,Scott, Daniel J.,Streitferdt, Verena,Wolf, Robert,Zeitler, Kirsten
supporting information, p. 24650 - 24658 (2021/10/14)
Detailed 31P{1H} NMR spectroscopic investigations provide deeper insight into the complex, multi-step mechanisms involved in the recently reported photocatalytic arylation of white phosphorus (P4). Specifically, these studies have identified a number of previously unrecognized side products, which arise from an unexpected non-innocent behavior of the commonly employed terminal reductant Et3N. The different rate of formation of these products explains discrepancies in the performance of the two most effective catalysts, [Ir(dtbbpy)(ppy)2][PF6] (dtbbpy=4,4′-di-tert-butyl-2,2′-bipyridine) and 3DPAFIPN. Inspired by the observation of PH3 as a minor intermediate, we have developed the first catalytic procedure for the arylation of this key industrial compound. Similar to P4 arylation, this method affords valuable triarylphosphines or tetraarylphosphonium salts depending on the steric profile of the aryl substituents.
Tailoring Phospholes for Imprint of Fluorescent 3D Structures
Roesler, Fabian,Kaban, Burhan,Klintuch, Dieter,Ha, Uh-Myong,Bruhn, Clemens,Hillmer, Hartmut,Pietschnig, Rudolf
, p. 4820 - 4825 (2019/11/26)
PMMA based polymer blends have been infused with luminescent phospholes and have been structured via nanoimprint. While symmetrically substituted phospholes are prone to crystallization and phase separation, structural modification of the phosphole backbone in the α- and β-positions has been explored, which prevents these issues; a structural explanation for this is suggested. Best phase integrity has been obtained for β-silyl-substituted phospholes, which were implemented in thin films and beads. The emission wavelengths of the phospholes are shifted bathochromically in the polymer matrix as compared to the neat compounds featuring emission bands near 500 nm. This enables tracking of the fluorescent beads using standard fluorescence microscopy.