1636-14-2

Basic information

• Product Name: BIS(DIETHYLAMINO)PHENYLPHOSPHINE 97
• Synonyms: BIS(DIETHYLAMINO)PHENYLPHOSPHINE 97;N,N,N′N′-Tetraethylphenylphosphonous diamide;NSC 244337;Phenylphosphonous tetraethyldiamide;Bis(diethylamino)phenylphosphine 97%
• CAS NO: 1636-14-2
• Molecular Formula: C₁₄H₂₅N₂P
• Molecular Weight: 252.335461
• Product Categories: Catalysis and Inorganic Chemistry;Phosphine Ligands;Phosphorus Compounds
• Mol File: 1636-14-2.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 80 °C0.005 mm Hg(lit.)
• Flash Point: 223 °F
• Appearance: /
• Density: 0.971 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000129mmHg at 25°C
• PKA: 6.94±0.70(Predicted)
• CAS DataBase Reference: BIS(DIETHYLAMINO)PHENYLPHOSPHINE 97(CAS DataBase Reference)
• NIST Chemistry Reference: BIS(DIETHYLAMINO)PHENYLPHOSPHINE 97(1636-14-2)
• EPA Substance Registry System: BIS(DIETHYLAMINO)PHENYLPHOSPHINE 97(1636-14-2)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 1636-14-2(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 1636-14-2 differently. You can refer to the following data:
1. Electron-withdrawing cocatalyst in rhodium catalyzed hydroformylation reactions. Ligand precatalyst for Heck coupling reactions. Reactant for: Preparation of palladium chiral P-N ligand complexes for regio- and stereo-selective dimerization reactions. Preparation of palladium tautomeric ferrocenylphosphinites as catalysts for Suzuki-Miyaura coupling. Trimethylsilyl halide-promoted Michaelis-Arbuzov rearrangement of phosphinites and phosphites.
2. Electron-withdrawing cocatalyst in rhodium catalyzed hydroformylation reactionsLigand precatalyst for Heck coupling reactionsReactant for: Preparation of palladium chiral P-N ligand complexes for regio- and stereo-selective dimerization reactionsPreparation of palladium tautomeric ferrocenylphosphinites as catalysts for Suzuki-Miyaura couplingTrimethylsilyl halide-promoted Michaelis-Arbuzov rearrangement of phosphinites and phosphites

InChI:InChI=1/C14H25N2P/c1-5-15(6-2)17(16(7-3)8-4)14-12-10-9-11-13-14/h9-13H,5-8H2,1-4H3

Upstream product

• 644-97-3 Dichlorophenylphosphine 
• 109-89-7 diethylamine 
• 996-50-9 N,N-diethyl-1,1,1-trimethylsilanamine 
• 30540-36-4 3,4-dimethyl-1-phenylphosphole 
• 1073-47-8 phenyldibromophosphine 
• 685-83-6 bis(diethylamino)chlorophosphine 
• 591-51-5 phenyllithium 
• 4073-31-8 (diethylamino)phenylchlorophosphine 
• 23708-47-6 1,4-bis(bromomagnesium)butane 

Downstream Products

• 19858-95-8 2-phenyl-1,3,2-oxazaphospholidine 
• 4073-31-8 (diethylamino)phenylchlorophosphine 
• 1885-79-6 2-phenyl-3-methyl-1,3,2-oxazaphospholidine 
• 59612-17-8 (2-phenyl-[1,3,2]oxazaphospholidin-3-yl)-phosphonic acid diethyl ester 
• 19858-88-9 3-(4-methoxy-phenyl)-2-phenyl-[1,3,2]oxazaphospholidine 
• 19853-56-6 2-phenyl-3-p-tolyl-[1,3,2]oxazaphospholidine 
• 19853-57-7 3-(4-chloro-phenyl)-2-phenyl-[1,3,2]oxazaphospholidine 
• 13231-65-7 C₁₈H₃₃NO₄P₂ 
• 13231-64-6 C₁₈H₃₃NO₃P₂S 
• 55054-77-8 1,5-dimethyl-3-phenyl-[1,2,4,5,3]tetrazaphosphepane 
• 4526-14-1 --anhydrid 
• 55054-74-5 1,4-diisopropyl-3-phenyl-[1,2,4,3]triazaphosphinane 
• 55054-75-6 1,4-dibutyl-3-phenyl-[1,2,4,3]triazaphosphinane 
• 55983-44-3 2-Phenyl-2,2'-(3H,3'H)-spirobi<1,3,2-benzoxazaphosphol> 

Relevant articles and documents

General synthesis and binding affinity of position-selective phosphonodiester- and phosphotriester-incorporated oligodeoxyribonucleotides

Synthesis of phosphonodiester- and phosphotriester-modified oligodeoxyribonucleotides has been accomplished via the phosphoramidite approach with allylic protection. The modification can be made at the selected position(s) of the oligomers. The efficiency of this method has been demonstrated by the synthesis of base-labile modified oligo(deoxyribonucleotide)s such as the methyl phosphates and phenylphosphonates. Melting temperatures of the duplexes containing these artificial strands indicate that the backbone-alternation, which is made at a single site, does not have a negative influence on the binding affinity to the complementary DNA.

An unconventional synthesis of dibromophosphines

Dibromophosphines, RPBr2, are obtained by reaction of tetrabromomethane with 7-substituted 7-phosphanorbornenes in toluene at ca. 100 °C. The phosphanorbornenes are obtained in situ by cycloaddition of N-phenylmaleimide with 1-substituted 3,4-d

Homometathesis and cross-metathesis coupling of phosphine-borane templates with electron-rich and electron-poor olefins

Ruthenium-catalysed olefin cross-metathesis can be used to synthesise structurally diverse acyclic phosphines protected as their borane complexes. Homodimerisations have been investigated and proved successful only for the allyl-substituted borane-protected phosphines. In the presence of various olefinic partners, allyl-substituted P templates reacted in cross-couplings to give predominantly the E products but traces of the Z isomers were always detected in the crude reaction mixtures. In contrast, cross-metathesis of vinyl-substituted phosphine boranes took place with exclusive E-selectivity. Although the conversions were consistently very good to excellent, the yields of purified products were often significantly lower suggesting that some of the newly formed compounds are prone to decompose upon purification.