Diethyl bromodifluoromethanephosphonate

Diethyl bromodifluoromethanephosphonate Basic information
Product Name:Diethyl bromodifluoromethanephosphonate
Synonyms:BROMODIFLUOROMETHANE DIETHYL PHOSPHATE;BROMODIFLUOROMETHYL DIETHYLPHOSPHONATE;Diethyl bromodifluoromethanephosphonate;DIETHYL (BROMODIFLUOROMETHYL)PHOSPHONATE;Bromodifluoromethyl diethyl phosphonate~Diethyl bromodifluoromethanephosphonate;BromodifluoromethylphosphonicAcidDiethylEsterDiethylBromodifluoromethylphosphonate;Bromodifluoromethyl diethylphosphonate 97%;Bromodifluoromethyldiethylphosphonate97%
CAS:65094-22-6
MF:C5H10BrF2O3P
MW:267.01
EINECS:
Product Categories:C-C Bond Formation;Horner-Wadsworth-Emmons Reagents;Olefination
Mol File:65094-22-6.mol
Diethyl bromodifluoromethanephosphonate Structure
Diethyl bromodifluoromethanephosphonate Chemical Properties
Boiling point 40-41 °C/0.05 mmHg (lit.)
density 1.503 g/mL at 25 °C (lit.)
refractive index n20/D 1.417(lit.)
Fp >230 °F
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Chloroform, Ethyl Acetate
form liquid
Specific Gravity1.503
color colorless
Water Solubility Not miscible or difficult to mix in water.
BRN 1944045
CAS DataBase Reference65094-22-6(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 21/22-36/38-38-36
Safety Statements 26-36/37/39-60-37-23
RIDADR 3278
WGK Germany 3
Hazard Note Irritant
TSCA No
HazardClass IRRITANT, IRRITANT-HARMFUL
PackingGroup III
HS Code 29319090
MSDS Information
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Diethyl bromodifluoromethanephosphonate English
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Diethyl bromodifluoromethanephosphonate Usage And Synthesis
UsesEfficient difluoroalkylation of aryl boronic acids via palladium catalysis. Novel, moisture-stable bromodifluoromethylated phosphonate, ester, and amide. Efficient coupling with aryl boronic acids via Pd catalysis.
UsesDiethyl (bromodifluoromethyl)phosphonate is used as a reactant for the preparation of phosphopeptide mimetic prodrugs targeted to Src homology 2 (SH2) domain of signal transducer and activator of transcription 3 (Stat3), synthesis of Mycobacterium tuberculosis protein tyrosine phosphatase inhibitory difluoromethylphosphonic acid derivatives via multi step synthesis with Suzuki coupling and resolution as key steps and P-C bond cleavage on basic hydrolysis.
Synthesis Reference(s)The Journal of Organic Chemistry, 49, p. 3437, 1984 DOI: 10.1021/jo00192a056
Diethyl bromodifluoromethanephosphonate Preparation Products And Raw materials
Preparation Products2'-(DIFLUOROMETHOXY)ACETOPHENONE 98-->DIFLUOROMETHYLPHOSPHONIC ACID DIETHYL ESTER-->1H-Benzimidazole-2-methanol, 1-(difluoromethyl)--->Benzaldehyde, 2-bromo-6-(difluoromethoxy)--->Phosphonic acid, P-[(4-bromophenyl)difluoromethyl]-, diethyl ester-->benzyl(difluoroMethyl)sulfane-->4-(Difluoromethoxy)-2-fluorobromobenzene
1-Bromotetradecane CAPRYLIC ACID N-SUCCINIMIDYL ESTER Diethyl cyanomethylphosphonate Ethyl 2-bromopropionate Ethyl bromodifluoroacetate Diethyl phthalate DIFLUOROMETHYLPHOSPHONIC ACID DIETHYL ESTER 2-Hydroxyethyl methacrylate BROMODIFLUOROMETHANE Ethyl bromoacetate Diethyl ether DIETHYL PHOSPHATE METHYLPHOSPHONIC ACID Diethyl bromodifluoromethanephosphonate Dimethyl methylphosphonate Diethyl methylphosphonate Diethyl malonate DIETHYL BROMOMALONATE

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