1663-55-4

Basic information

• Product Name: diethoxyphosphoryl-phenyl-methanol
• Synonyms: diethoxyphosphoryl-phenyl-methanol
• CAS NO: 1663-55-4
• Molecular Formula: C₁₁H₁₇O₄P
• Molecular Weight: 244.23
• Mol File: 1663-55-4.mol
• Article Data: 132

Chemical Properties

• Melting Point: 83 °C
• Boiling Point: 362°Cat760mmHg
• Flash Point: 172.8°C
• Appearance: /
• Density: 1.18g/cm³
• Vapor Pressure: 7.1E-06mmHg at 25°C
• Refractive Index: 1.507
• PKA: 12.19±0.20(Predicted)
• CAS DataBase Reference: diethoxyphosphoryl-phenyl-methanol(CAS DataBase Reference)
• NIST Chemistry Reference: diethoxyphosphoryl-phenyl-methanol(1663-55-4)
• EPA Substance Registry System: diethoxyphosphoryl-phenyl-methanol(1663-55-4)

Safety Data

• Hazardous Substances Data: 1663-55-4(Hazardous Substances Data)

Usage

Uses

Diethyl [Hydroxy(phenyl)methyl]phosphonate is a useful intermediate in the chitosan catalyzed synthesis of diethyl hydroxy (substituted phenyl) methylphosphonates with antioxidant activities.

Synthesis Reference(s)

Journal of the American Chemical Society, 75, p. 3591, 1953 DOI: 10.1021/ja01110a508

InChI:InChI=1/C11H17O4P/c1-3-14-16(13,15-4-2)11(12)10-8-6-5-7-9-10/h5-9,11-12H,3-4H2,1-2H3

Upstream product

• 227471-06-9 endo-6-formyl-exo-6-chlorobicyclo<3.1.0>hex-2-ene 
• 122-52-1 triethyl phosphite 
• 100-52-7 benzaldehyde 
• 762-04-9 phosphonic acid diethyl ester 
• 100-51-6 benzyl alcohol 
• 41979-39-9 4-piperidone hydrochloride 
• 2033-24-1 cycl-isopropylidene malonate 
• 504-29-0 2-aminopyridine 
• 110-89-4 piperidine 
• 109-73-9 N-butylamine 
• 31682-65-2 diethyl phosphite 
• 609-36-9 rac-Pro-OH 
• 54793-73-6 glycylleucine methyl ester 
• 762-04-9 Diethyl phosphonate 

Downstream Products

• 222850-36-4 diethyl α-iodobenzylphosphinate 
• 1084-08-8 diethyl 1-methoxy-1-phenyl-methylphosphonate 
• 93865-80-6 diethyl α-phenyl-α-(propylamino)methylphosphonate 
• 1352964-91-0 C₁₅H₂₆NO₃P 
• 183964-12-7 (Phenethylamino-phenyl-methyl)-phosphonic acid diethyl ester 
• 157841-12-8 diethyl (+/-)-1-butylamino-1-phenylmethylphosphonate 
• 63000-01-1 diethyl 1-(N-benzylamino)-1-phenylmethylphosphonate 
• 53378-83-9 O,O-diethyl-α-tosyloxybenzylphosphonate 
• 3277-27-8 diethyl benzoylphosphonate 
• 85166-92-3 diethyl [(S)-hydroxy(phenyl)methyl]phosphonate 
• 85185-11-1 diethyl [(R)-hydroxy(phenyl)methyl]phosphonate 
• 23755-78-4 diethyl (bromo(phenyl)methyl)phosphonate 

Relevant articles and documents

Enantioselective synthesis of α-hydroxyalkylphosphonates

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Stereoselective Aldol Reactions via Enolates of α-Acylphosphonate Diesters

In the reaction between the lithium enolate (2) of diethyl propionylphosphonate (1) and benzaldehyde, the syn-product (3s) is formed with high diastereoselectivity, as a result of structural rigidity caused by Li+ interactions with the phosphoryl oxygen.

1,1,2-Triphenyl-1,2-ethanediol: A host for carboxylic acids and amides in coordinatoclathrates

The chiral diols (R)- and (S)-1 are found to form inclusion compounds with carboxylic acids and amides, as indicated by the relevant IR spectra. Two clathrates, (R)-1 · CH3CO2H and (S)-1 · CH3NHCHO have been characterized

A study on the Kabachnik-Fields reaction of benzaldehyde, propylamine, and diethyl phosphite by in situ Fourier transform IR spectroscopy

The phospha-Mannich condensation of benzaldehyde, n-propylamine, and diethyl phosphite carried out at 80°C in acetonitrile takes place via the imine (PhC=N-Pr) intermediate as suggested by in situ FT-IR spectroscopy. Copyright

Efficient synthesis of ether phosphonates using trichloroacetimidate and acetate coupling methods

A series of ether phosphonates have been prepared by trichloroacetimidate and acetate coupling methods. Trichloroacetimidates or acetates were treated with primary and secondary alcohols as O-nucleophiles in the presence of catalytic TMSOTf to afford 21 examples of diethyl alkyloxy(substitutedphenyl)methyl phosphonates via C-O bond formation in 55-90% yields and short reaction time.

Synthesis of novel α-hydroxyphosphonates along with α-aminophosphonates as intermediates

New phosphoryl α-hydroxyphosphonates, their acylated derivatives, as well as α-aminophosphonates were synthesized as potentionally biologycally active substrates. The reverzible formation of α-hydroxyphosphonates allowing a few interesting side-reactions was also observed.

CeCl3?7H2O-catalysed hydrophosphonylation of aldehydes and ketones: An expeditious route to α-hydroxyphosphonates under solvent-free conditions

A cerium(III) chloride-catalysed expeditious synthesis of α-hydroxyphosphonates via a modified Abramov synthetic protocol has been developed. The scope of the current protocol is broad, with a range of aromatic, α,β-unsaturated and heterocyclic aldehydes