Diethyl bromodifluoromethanephosphonate

Product Name: Diethyl bromodifluoromethanephosphonate
CAS No.: 65094-22-6
Chemical Name: Diethyl bromodifluoromethanephosphonate
Synonyms: DIETHYL (BROMODIFLUOROMETHYL)PHOSPHONATE;BROMODIFLUOROMETHYL DIETHYLPHOSPHONATE;BROMODIFLUOROMETHANE DIETHYL PHOSPHATE;Diethyl bromodifluoromethanephosphonat;Diethyl bromodifluoromethanephosphonate;Bromodifluoromethyldiethylphosphonate97%;Bromodifluoromethyl diethylphosphonate 97%;Diethyl P-(bromodifluoromethyl)phosphonate;Diethyl (Bromodifluoromethyl)phosphonate >Diethyl [bromo(difluoro)methyl]phosphonate 97%
CBNumber: CB8333674
Molecular Formula: C5H10BrF2O3P
Formula Weight: 267.01
MOL File: 65094-22-6.mol

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Diethyl bromodifluoromethanephosphonate Property

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.)
Flash point:: >230 °F
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: Chloroform, Ethyl Acetate
form: liquid
Specific Gravity: 1.503
color: colorless
Water Solubility: Not miscible or difficult to mix in water.
BRN: 1944045
InChI: InChI=1S/C5H10BrF2O3P/c1-3-10-12(9,11-4-2)5(6,7)8/h3-4H2,1-2H3
InChIKey: QRADKVYIJIAENZ-UHFFFAOYSA-N
SMILES: P(=O)(OCC)(OCC)C(F)(F)Br
CAS DataBase Reference: 65094-22-6(CAS DataBase Reference)

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Safety

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 411361
Product name: Diethyl (bromodifluoromethyl)phosphonate
Purity: 96%
Packaging: 5g
Price: $83.68
Updated: 2025/07/31

TCI Chemical

Product number: D3071
Product name: Diethyl (Bromodifluoromethyl)phosphonate
Purity: >97.0%(GC)
Packaging: 5g
Price: $38
Updated: 2025/07/31

TCI Chemical

Product number: D3071
Product name: Diethyl (Bromodifluoromethyl)phosphonate
Purity: >97.0%(GC)
Packaging: 25g
Price: $149
Updated: 2025/07/31

TRC

Product number: D443845
Product name: Diethyl (Bromodifluoromethyl)phosphonate
Packaging: 5g
Price: $80
Updated: 2021/12/16

Chem-Impex

Product number: 36547
Product name: Diethyl(bromodifluoromethyl)phosphonate,≥96%(GC)
Purity: ≥96%(GC)
Packaging: 250G
Price: $384.38
Updated: 2021/12/16

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Diethyl bromodifluoromethanephosphonate Chemical Properties,Usage,Production

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.

Uses

Diethyl (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

reaction suitability

reaction type: C-C Bond Formation

Synthesis

75-61-6

122-52-1

65094-22-6

Dibromodifluoromethane (209.8 g, 1 mol) was slowly added dropwise to a solution of triethyl phosphite (153.5 g, 0.925 mol) in anhydrous ether (450 mL) equipped with a magnetic stirrer under nitrogen protection. After the dropwise addition, the reaction system was slowly warmed to room temperature and subsequently heated to reflux for 20 hours. Upon completion of the reaction, the volatile solvent was removed by distillation under reduced pressure and the fraction with a boiling point of 50-52 °C (1 mmHg) was collected to afford the colorless liquid product diethyl (bromodifluoromethyl) phosphonate (256.3 g, 96% yield). The structure of the product was confirmed by 1H NMR (CDCl3): δ 4.35 (m, 4H), 1.35 (m, 6H); 13C NMR (CDCl3): δ 122.9, 119.8, 118.6, 115.4, 114.2, 111.1, 66.59, 66.50, 16.56, 16.48.

References

[1] Journal of Organometallic Chemistry, 1997, vol. 529, # 1-2, p. 267 - 278
[2] Phosphorus, Sulfur and Silicon and Related Elements, 1997, vol. 122, p. 247 - 259
[3] Patent: US2004/225146, 2004, A1. Location in patent: Page 4
[4] Journal of Fluorine Chemistry, 2011, vol. 132, # 10, p. 815 - 828
[5] Patent: WO2006/78698, 2006, A1. Location in patent: Page/Page column 64-65

Diethyl bromodifluoromethanephosphonate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Diethyl bromodifluoromethanephosphonate manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: Diethyl bromodifluoromethanephosphonate 65094-22-6
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2025-04-01

Zibo Hangyu Biotechnology Development Co., Ltd

Product: bromodifluoromethane diethyl phosphate 65094-22-6
Price: US $0.10/kg
Min. Order: 0.005kg
Purity: 99.99%
Supply Ability: 20 tons
Release date: 2024-04-15

Zhuozhou Wenxi import and Export Co., Ltd

Product: Diethyl bromodifluoromethanephosphonate 65094-22-6
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-06-27

65094-22-6, Diethyl bromodifluoromethanephosphonateRelated Search:

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BROMODIFLUOROMETHANE DIETHYL PHOSPHATE

BROMODIFLUOROMETHYL DIETHYLPHOSPHONATE

Diethyl bromodifluoromethanephosphonate

DIETHYL (BROMODIFLUOROMETHYL)PHOSPHONATE

Bromodifluoromethyl diethyl phosphonate~Diethyl bromodifluoromethanephosphonate

BromodifluoromethylphosphonicAcidDiethylEsterDiethylBromodifluoromethylphosphonate

Bromodifluoromethyl diethylphosphonate 97%

Bromodifluoromethyldiethylphosphonate97%

1-[[Bromo(difluoro)methyl]-ethoxyphosphoryl]oxyethane

Phosphonic acid,P-(broModifluoroMethyl)-, diethyl ester

(Bromodifluoromethyl)phosphonic acid diethyl ester

Diethyl [bromo(difluoro)methyl]phosphonate 97%

Diethyl bromodifluoromethanephosphonat

Diethyl (Bromodifluoromethyl)phosphonate &gt

Diethyl P-(bromodifluoromethyl)phosphonate

65094-22-6

65904-22-6

BrCF2POOC2H52

C5H10O3BrF2P

C5H10BrF2O3P

C-C Bond Formation

Horner-Wadsworth-Emmons Reagents

Olefination

Synthetic Reagents

C-C Bond Formation

Horner-Wadsworth-Emmons Reagents

Olefination