BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE

Product Name: BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE
CAS No.: 88738-78-7
Chemical Name: BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE
Synonyms: NSC 634137;METHYL BIS(2,2,2-TRIFLUOROETHYL)PHOSPHONOACETATE;BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL);METHYL [BIS(2,2,2-TRIFLUOROETHOXY)PHOSPHINYL]ACETATE;METHYL P,P-BIS(2,2,2-TRIFLUOROETHYL)PHOSPHONOACETATE;METHYL O,O'-BIS(2,2,2-TRIFLUOROETHYL)PHOSPHONOACETATE;Methyl 2-(bis(2,2,2-trifluoroethoxy)-phosphoryl)acetate;Methyl P,P-bis(2,2,2-trifluoroethyl)phosphonoacetate 95%;Methyl O,O'-bis(2,2,2-trifluoroethyl)phosphonoacetate,90%;BIS(2,2,2-TRIFLUOROETHYL)PHOSPHONOACETIC ACID METHYL ESTER
CBNumber: CB2475011
Molecular Formula: C7H9F6O5P
Formula Weight: 318.11
MOL File: 88738-78-7.mol

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BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE Property

Boiling point:: 246.6±40.0 °C(Predicted)
Density: 1.504 g/mL at 25 °C (lit.)
refractive index: n20/D 1.370(lit.)
Flash point:: >230 °F
storage temp.: Inert atmosphere,Room Temperature
form: Liquid
Specific Gravity: 1.50
color: Clear orange to dark orange-brown
BRN: 3594044
InChI: InChI=1S/C7H9F6O5P/c1-16-5(14)2-19(15,17-3-6(8,9)10)18-4-7(11,12)13/h2-4H2,1H3
InChIKey: PVSJXEDBEXYLML-UHFFFAOYSA-N
SMILES: C(OC)(=O)CP(OCC(F)(F)F)(OCC(F)(F)F)=O
CAS DataBase Reference: 88738-78-7(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
F: 10
Hazard Note: Irritant
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

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 274259
Product name: Methyl P,P-bis(2,2,2-trifluoroethyl)phosphonoacetate
Purity: 95%
Packaging: 5g
Price: $241
Updated: 2024/03/01

TCI Chemical

Product number: B1714
Product name: Bis(2,2,2-trifluoroethyl) (Methoxycarbonylmethyl)phosphonate
Purity: >95.0%(GC)
Packaging: 1g
Price: $51
Updated: 2024/03/01

TCI Chemical

Product number: B1714
Product name: Bis(2,2,2-trifluoroethyl) (Methoxycarbonylmethyl)phosphonate
Purity: >95.0%(GC)
Packaging: 5g
Price: $174
Updated: 2024/03/01

TCI Chemical

Product number: B1714
Product name: Bis(2,2,2-trifluoroethyl) (Methoxycarbonylmethyl)phosphonate
Purity: >95.0%(GC)
Packaging: 25g
Price: $678
Updated: 2024/03/01

AK Scientific

Product number: Z3375
Product name: Methyl P,P-bis(2,2,2-trifluoroethyl)phosphonoacetate
Packaging: 100g
Price: $1601
Updated: 2021/12/16

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BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE Chemical Properties,Usage,Production

Chemical Properties

clear orange to dark orange-brown liquid

Uses

Methyl?P,P-bis(2,2,2-trifluoroethyl)phosphonoacetate can be used:

In one of the key synthetic steps for the preparation of?trans-hydrindanes and (R)-(+)-umbelactone.
To prepare a cis-olefinic ester derivative by Still–Gennari olefination of an aldehyde derivative using 18-crown ether and potassium bis(trimethylsilyl)amide (KHMDS).
In the synthesis of (?)-(6S,2′S)-epi?cryptocaryalactone.

Synthesis

The synthesis method of Bis(2,2,2-trifluoroethyl) (Methoxycarbonylmethyl) phosphonate is as follows: To a stirred solution of dried 18-crown-6 (4.53 g, 17.14 mmol), THF (20 mL), and Bis(2,2,2-trifluoroethyl) Phosphite (0.70 mL, 1.29 mmol), was added KHMDS (9.0 mL, 4.50 mmol, 0.5M in toluene) by syringe in a dropwise manner at -78 ℃. After 15 min, methyl chloroacetate (0.30 mL, 3.41 mmol) was added and the reaction mixture was allowed to stir for 4 hr at room temperature. The reaction mixture was diluted with EtOAc (20 mL) and then quenched with sat. ammonium chloride (50 mL). The aqueous layer was extracted with EtOAc (3 x 30 mL). The combined organic extracts were dried under anhydrous magnesium sulfate. Following filtration, the solvents were removed in vacuo. The crude product was then purified by flash column chromatography (33% EtOAc in hexanes, Rf = 0.22 in 33% EtOAc in hexanes) yielding Bis(2,2,2-trifluoroethyl) (Methoxycarbonylmethyl)phosphonate (766 mg, 2.41 mmol, 70.3%) as a yellow syrup.

BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE Preparation Products And Raw materials

Raw materials

Preparation Products

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BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE Suppliers

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Energy Chemical

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View Lastest Price from BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE manufacturers

Career Henan Chemical Co

Product: BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE 88738-78-7
Price: US $1.00/KG
Min. Order: 1KG
Purity: 95%
Supply Ability: 500KG
Release date: 2018-08-19

88738-78-7, BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATERelated Search:

TFEC MALONIC ACID BIS(2,4,6-TRICHLOROPHENYL) ESTER BIS(2,2,2-TRIFLUOROETHYL) PHOSPHITE Dimethyl 2-hydroxyethylphosphonate PHOSPHONOACETIC ACID DIETHYL ETHYLPHOSPHONATE DIMETHYL ETHYLPHOSPHONITE DIETHYLPHOSPHONOACETIC ACID Trimethyl phosphonoacetate DIMETHYL ETHYLPHOSPHONATE Methyl diethylphosphonoacetate Diethyl methylphosphonate Methyldiethoxyphosphine ETHYL METHYLPHOSPHONIC ACID BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE METHYLPHOSPHONIC ACID ETHYLPHOSPHONIC ACID 2,2,2-TRIFLUOROETHYL TRICHLOROMETHANESULFONATE

BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE

BIS(2,2,2-TRIFLUOROETHYL)PHOSPHONOACETIC ACID METHYL ESTER

METHYL [BIS(2,2,2-TRIFLUOROETHOXY)PHOSPHINYL]ACETATE

METHYL BIS(2,2,2-TRIFLUOROETHYL)PHOSPHONOACETATE

METHYL O,O'-BIS(2,2,2-TRIFLUOROETHYL)PHOSPHONOACETATE

METHYL P,P-BIS(2,2,2-TRIFLUOROETHYL)PHOSPHONOACETATE

Bis(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate 95%

Bis(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate95%

Methyl p,p-bis(2,2,2trifluoroethyl)-phosphonoacetate, min. 90 %

(2-Methoxy-2-oxoethyl)phosphonic acid bis(2,2,2-trifluoroethyl) ester

(Methoxycarbonyl)methylphosphonic acid bis(2,2,2-trifluoroethyl) ester

[Bis(2,2,2-trifluoroethoxy)phosphinyl]acetic acid methyl ester

Methyl O,O'-bis(2,2,2-trifluoroethyl)phosphonoacetate,90%

Bis(2,2,2-trifluoroethyl)phosphonoacetic Acid Methyl Ester Methyl [Bis(2,2,2-trifluoroethoxy)phosphinyl]acetate Methyl Bis(2,2,2-trifluoroethyl)phosphonoacetate

4,4,4-trifluoro-2-phosphonato-2-(2,2,2-trifluoroethyl)butanoic acid methyl ester

Methyl 2-(bis(2,2,2-trifluoroethoxy)-phosphoryl)acetate

Methyl [bis(2,2,2-trifluoroethoxy)phosphoryl]acetate, Methyl bis(2,2,2-trifluoroethyl)phosphonoacetate

Methyl P,P-bis(2,2,2-trifluoroethyl)phosphonoacetate 95%

NSC 634137

BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)

Bis(2,2,2-trifluoroethyl) (Methoxycarbonylmethyl)phosphonate &gt

Acetic acid, 2-[bis(2,2,2-trifluoroethoxy)phosphinyl]-, methyl ester

88738-78-7

CH3O2CCH2POOCH2CF32

C7H9F6O5P

Wittig & Horner-Emmons Reaction

Horner-Emmons Reaction

Olefination

Horner-Wadsworth-Emmons Reagents

Synthetic Reagents

C-C Bond Formation

Small molecule

Horner-Emmons Reaction

Synthetic Organic Chemistry

Wittig & Horner-Emmons Reaction