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| | Chlorodiphenylphosphine Basic information |
| | Chlorodiphenylphosphine Chemical Properties |
| Melting point | 14-16°C | | Boiling point | 320 °C(lit.) | | density | 1.229 g/mL at 25 °C(lit.) | | vapor density | 7.8 (vs air) | | vapor pressure | 1.3 hPa (20 °C) | | refractive index | n20/D 1.636(lit.) | | Fp | >230 °F | | storage temp. | Store below +30°C. | | solubility | Miscible with alcohol. Slightly miscible with ammonia. | | form | Liquid | | color | Colorless to yellow | | Specific Gravity | 1.229 | | Water Solubility | Reacts violently | | Hydrolytic Sensitivity | 8: reacts rapidly with moisture, water, protic solvents | | Sensitive | Air & Moisture Sensitive | | BRN | 512032 | | InChI | 1S/C12H10ClP/c13-14(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H | | InChIKey | XGRJZXREYAXTGV-UHFFFAOYSA-N | | SMILES | ClP(c1ccccc1)c2ccccc2 | | LogP | 5.330 (est) | | CAS DataBase Reference | 1079-66-9(CAS DataBase Reference) | | NIST Chemistry Reference | Chlorodiphenylphosphine(1079-66-9) | | EPA Substance Registry System | Phosphinous chloride, diphenyl- (1079-66-9) |
| Hazard Codes | C | | Risk Statements | 14-34-29-36 | | Safety Statements | 26-36/37/39-45-8-30-25-27 | | RIDADR | UN 3265 8/PG 2 | | WGK Germany | 2 | | F | 1-9-19 | | Autoignition Temperature | 320 °C | | TSCA | TSCA listed | | HazardClass | 8 | | PackingGroup | II | | HS Code | 29310095 | | Storage Class | 8A - Combustible corrosive hazardous materials | | Hazard Classifications | Acute Tox. 4 Oral
Aquatic Chronic 3
Eye Dam. 1
Met. Corr. 1
Skin Corr. 1B | | Toxicity | LD50 orally in Rabbit: 316 mg/kg |
| | Chlorodiphenylphosphine Usage And Synthesis |
| Chemical Properties | Colorless to light yellow liqui | | Uses | Chlorodiphenylphosphine is used to introduce the diphenylphosphinyl moiety by aryl ortho-lithiation. It is also used as an intermediate to make antioxidants, flame retardants, stabilizers, catalysts, photoinitiators, and optical brighteners. Used as a halogenation reagent for the conversion of alcohols into halides, in the preparation of solid-phase reagent for the conversion of alcohols to alkyl halides. | | Production Methods |
The specific synthesis steps of Chlorodiphenylphosphine are as follows: In a sealed NMR tube filled with argon,Dissolve Ph2P (O) H (0.05 mmol) in 0.5 mL of tetrahydrofuran,Add acetyl chloride (the amount of acetyl chloride added is 1.2 times the equivalent of Ph2P (O) H),The mixture was reacted at 100 ° C for 12 hours with a yield of 99%.
| | Synthesis Reference(s) | Journal of the American Chemical Society, 77, p. 3526, 1955 DOI: 10.1021/ja01618a030 | | Flammability and Explosibility | Non flammable | | reaction suitability | reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: ligand | | Purification Methods | This air-sensitive, pale yellow lachrymatory liquid is purified by careful fractional distillation and discarding the lower boiling fraction which contains the main impurity PhPCl2 (b 48-51o/0.7mm), and checking for impurities by NMR. [Weinberg J Org Chem 40 3586 1975, Honer et al. Chem Ber 94 2122 1961, Beilstein 16 IV 969.] |
| | Chlorodiphenylphosphine Preparation Products And Raw materials |
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