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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
10
Hazard Note 
Irritant
HS Code 
29319090
Storage Class
10 - Combustible liquids
Hazard Classifications
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
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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
$124
Updated
2025/07/31
TCI Chemical
Product number
B1714
Product name
Bis(2,2,2-trifluoroethyl) (Methoxycarbonylmethyl)phosphonate
Purity
>95.0%(GC)
Packaging
1g
Price
$51
Updated
2025/07/31
TCI Chemical
Product number
B1714
Product name
Bis(2,2,2-trifluoroethyl) (Methoxycarbonylmethyl)phosphonate
Purity
>95.0%(GC)
Packaging
5g
Price
$174
Updated
2025/07/31
TCI Chemical
Product number
B1714
Product name
Bis(2,2,2-trifluoroethyl) (Methoxycarbonylmethyl)phosphonate
Purity
>95.0%(GC)
Packaging
25g
Price
$678
Updated
2025/07/31
Frontier Specialty Chemicals
Product number
JK589245
Product name
MethylO,O'-bis(2,2,2-trifluoroethyl)phosphonoacetate
Purity
95%
Packaging
1g
Price
$45
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

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

  • In one of the key synthetic steps for the preparation oftrans-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)-epicryptocaryalactone.

Hazard

Bis(2,2,2-trifluoroethyl) (Methoxycarbonylmethyl) phosphonate is irritant.

reaction suitability

reaction type: C-C Bond Formation

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.

Purification Methods

Silica gel chromatography.

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

Accela ChemBio Co.,Ltd.
Tel
021-50795510 4000665055
Email
SY06@accelachem.com
Country
China
ProdList
8038
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58
Honghanyanxin Pharm
Tel
0551-62626652 19334025048
Email
sales-honghanyanxin@aliyun.com
Country
China
ProdList
1298
Advantage
58
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
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76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006356688 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
Beijing Donghualituo Techonlogy Development Co.,Ltd.
Tel
010-88425576
Fax
(+86)-10-88425546
Email
sales@dhltchem.com
Country
China
ProdList
793
Advantage
59
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24529
Advantage
81
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44802
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61
Nanjing Habo Medical Technology Co., Ltd.
Tel
025-85760892 13376080562
Fax
025-85766769
Email
sales@habotech.com
Country
China
ProdList
890
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60
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
Email
info@hanhongsci.com
Country
China
ProdList
42934
Advantage
64
Tianjin heowns Biochemical Technology Co., Ltd.
Tel
400 638 7771
Email
sales@heowns.com
Country
China
ProdList
14435
Advantage
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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:


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  • 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
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  • 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
  • Methyl <i>P</i>,<i>P</i>-bis(2,2,2-trifluoroethyl)phosphonoacetate
  • 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