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Diethyl bromodifluoromethanephosphonate

Diethyl bromodifluoromethanephosphonate structure

CAS No:
65094-22-6
Formula:
C5H10BrF2O3P
Chemical Name:
Diethyl bromodifluoromethanephosphonate
Synonyms:
BROMODIFLUOROMETHANE DIETHYL PHOSPHATE;BROMODIFLUOROMETHYL DIETHYLPHOSPHONATE;Diethyl bromodifluoromethanephosphonate;DIETHYL (BROMODIFLUOROMETHYL)PHOSPHONATE;Bromodifluoromethyl diethyl phosphonate~Diethyl bromodifluoromethanephosphonate;BromodifluoromethylphosphonicAcidDiethylEsterDiethylBromodifluoromethylphosphonate;Bromodifluoromethyl diethylphosphonate 97%;Bromodifluoromethyldiethylphosphonate97%
Categories:
Organic Chemistry > Phosphines

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Diethyl bromodifluoromethanephosphonate Basic Attributes

Molecular Weight：

267.01

Exact Mass：

265.951904

BRN：

1944045

DSSTox ID：

DTXSID40215398

HScode：

2931900090

Characteristics

PSA：

35.5

XLogP3：

1.8

Density：

1.503

Boiling Point：

40-41 °C0.05 mm Hg(lit.)

Flash Point：

>230 °F

Refractive Index：

1.417

Water Solubility：

Not miscible or difficult to mix in water.

Safety Information

Packing level：

III

Hazard category：

IRRITANT, IRRITANT-HARMFUL

Transport codes：

3278

wgk germany：

hazard class code：

21/22-36/38-38-36

safety instructions：

26-36/37/39-60-37-23

Marks：

Hazard note：

Irritant

Precautionary statement(s)：

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H315

GHS Classification：

|Warning|H302 (11.11%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 9 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Diethyl bromodifluoromethanephosphonate Use and Manufacturing

Methods of Manufacturing

General procedure: A three-neck 1 l flask, fitted with a septum, stir bar, and a water condenser with a nitrogen inlet, was cooled in an ice bath. Dry ether (300 ml) and 99 g (0.6 mol) of triethylphosphite was added to the cooled flask, followed by addition (via syringe) of 134 g (0.64 mol) of dibromodifluoromethane 1. The ice bath was removed and the reaction mixture refluxed for 24 h, followed by removal of the ether, excess 1 and ethyl bromide via rotary evaporation at reduced pressure. The remaining clear liquid was distilled under vacuum through a 6-in. Vigreaux column to give 150 g (95percent) of diethyl bromodifluoromethylphosphonate (bp 99-102 °C/16 mm Hg). Diethyl (bromodifluoromethyl)phosphonate (C): A solution of triethyl phosphite (95.50 g, 575 mmol) in 300 mL of anhydrous diethyl ether was cooled, EPO General procedure: Triethyl phosphite (10.4 g, 0.06 mol) and CFCl

Uses

Efficient 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.

Computed Properties

Molecular Weight:267.01
XLogP3:1.8
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:5
Exact Mass:265.95190
Monoisotopic Mass:265.95190
Topological Polar Surface Area:35.5
Heavy Atom Count:12
Complexity:178
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Guide of Diethyl bromodifluoromethanephosphonate

Basic Attributes
Characteristics
Safety Information
Use and Manufacturing
Computed Properties
Recommended Suppliers
Latest News
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Diethyl bromodifluoromethanephosphonate

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