ChemicalBook--->CAS DataBase List--->2356-16-3

2356-16-3

2356-16-3 Structure

2356-16-3 Structure
IdentificationMore
[Name]

Triethyl 2-fluoro-2-phosphonoacetate
[CAS]

2356-16-3
[Synonyms]

2-FLUORO-2-PHOSPHONOACETIC ACID TRIETHYL ESTER
(DIETHOXYPHOSPHINYL)FLUOROACETIC ACID ETHYL ESTER
ETHYL (DIETHOXYPHOSPHINYL)FLUOROACETATE
TRIETHYL 2-FLUORO-2-PHOSPHONOACETATE
(R,S)-(Diethoxy-phosphoryl)-fluoro-aceticacidethylester
triethylphosphonofluoroacetate
TRIETHYL 2-FLUORO-2-PHOSPHONOACETATE, 96 %
2-Fluoro-2-phosphonoaceticacidtriethylester(FluorinatedHornerreagent)
Triethyl2-Fluoro-2-phosphoacetate
Triethyl-2-Fluoro-2-Phosphono
2-Fluoro-2-phosphonoacetic acid triethyl ester 96%
2-Fluoro-2-phosphonoaceticacidtriethylester97%
Triethyl-2-fluoro-phosphonoacetate
2-Phosphono-2-fluoroacetic acid triethyl ester
2-FLUORO-2-PHOSPHONOACETIC ACID TRIETHYL ESTER 95+%
ETHYL (DIETHOXYPHOSPHORYL)(FLUORO)ACETATE
2-Fluoro-2-(diethoxyphosphinyl)acetic acid ethyl ester
Fluoro(diethoxyphosphinyl)acetic acid ethyl ester
[EINECS(EC#)]

627-648-2
[Molecular Formula]

C8H16FO5P
[MDL Number]

MFCD00134400
[Molecular Weight]

242.18
[MOL File]

2356-16-3.mol
Chemical PropertiesBack Directory
[Appearance]

clear colorless liquid
[Boiling point ]

75 °C0.01 mm Hg(lit.)
[density ]

1.194 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.425(lit.)
[Fp ]

165 °F
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[form ]

clear liquid
[color ]

Colorless to Almost colorless
[Specific Gravity]

1.194
[BRN ]

1912161
[InChI]

InChI=1S/C8H16FO5P/c1-4-12-8(10)7(9)15(11,13-5-2)14-6-3/h7H,4-6H2,1-3H3
[InChIKey]

FVPISMANESAJQZ-UHFFFAOYSA-N
[SMILES]

C(OCC)(=O)C(P(OCC)(OCC)=O)F
[CAS DataBase Reference]

2356-16-3(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H227-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338-P210e-P280a-P405-P501a
[Hazard Codes ]

Xi,F
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection .
[WGK Germany ]

3
[F ]

10-21
[Hazard Note ]

Irritant
[HazardClass ]

IRRITANT, FLAMMABLE
[HS Code ]

29319090
[Storage Class]

10 - Combustible liquids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Hazard InformationBack Directory
[Chemical Properties]

clear colorless liquid
[Uses]

Reactant for:
  • Diels-Alder reactions
  • Biosynthesis of terpene
  • Stereoselective synthesis of unsaturated esters, fluorides and nitriles from the reactions of aldehydes and ketones using Wadsworth-Emmons phosphonates
  • Synthesis of quinolones
  • Horner-Wadsworth-Emmons asymmetric hydration
  • Addition reactions and the subsequent application to click chemistry
  • Asymmetric intermolecular Stetter reactions
[Synthesis Reference(s)]

The Journal of Organic Chemistry, 60, p. 4730, 1995 DOI: 10.1021/jo00120a014
[reaction suitability]

reaction type: C-C Bond Formation
[Synthesis]

Ethyl bromofluoroacetate

401-55-8

Triethyl phosphite

122-52-1

Triethyl 2-fluoro-2-phosphonoacetate

2356-16-3

Ethyl 2-bromo-2-fluoroacetate (5.0 g, 27 mmol) was mixed with triethyl phosphite (13 mL) and the reaction was heated at 130°C for 23 hours. After completion of the reaction, the resulting mixture was distilled under reduced pressure (1.4 mbar, 75-110°C) to afford triethyl 2-fluoro-2-phosphonoacetate, the product being a pale yellow oil (6.0 g, 92% yield).

[References]

[1] Phosphorus, Sulfur and Silicon and Related Elements, 2000, vol. 160, p. 195 - 205
[2] Patent: WO2017/100668, 2017, A1. Location in patent: Page/Page column 162
[3] Patent: WO2018/103058, 2018, A1. Location in patent: Page/Page column 161; 165-166; 339
[4] Journal of the American Chemical Society, 2007, vol. 129, # 15, p. 4536 - 4537
[5] Heterocycles, 2004, vol. 63, # 3, p. 699 - 706
Spectrum DetailBack Directory
[Spectrum Detail]

Triethyl 2-fluoro-2-phosphonoacetate(2356-16-3)1HNMR
Triethyl 2-fluoro-2-phosphonoacetate(2356-16-3)Raman
Triethyl 2-fluoro-2-phosphonoacetate(2356-16-3)IR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Triethyl 2-fluoro-2-phosphonoacetate, 96%(2356-16-3)
[Alfa Aesar]

Triethyl 2-fluoro-2-phosphonoacetate, 96%(2356-16-3)
[Sigma Aldrich]

2356-16-3(sigmaaldrich)
[TCI AMERICA]

Triethyl 2-Fluoro-2-phosphonoacetate,>95.0%(GC)(2356-16-3)
2356-16-3 suppliers list
Company Name: Shanghai Furui Pharmaceutical Technology Co., Ltd  Gold
Telephone: 18018698069
Website: cn.fluororing.com
Company Name: Changzhou Yanji Biotechnology Co., Ltd.  Gold
Telephone: 0519-83556355 18015005120
Website:
Company Name: Shanghai Boyle Chemical Co., Ltd.  
Telephone:
Website: www.boylechem.com
Company Name: J & K SCIENTIFIC LTD.  
Telephone: 18210857532 18210857532
Website: https://www.jkchemical.com
Company Name: Meryer (Shanghai) Chemical Technology Co., Ltd.  
Telephone: 4006356688 18621169109
Website: www.x-labseek.com/
Company Name: Beijing Donghualituo Techonlogy Development Co.,Ltd.  
Telephone: 010-88425576
Website: www.dhltchem.com
Company Name: Alfa Aesar  
Telephone: 400-6106006
Website: http://chemicals.thermofisher.cn
Company Name: TCI (Shanghai) Development Co., Ltd.  
Telephone: 021-67121386
Website: https://www.tcichemicals.com/CN/zh/
Company Name: Beijing HwrkChemical Technology Co., Ltd  
Telephone: 89508211 18501085097
Website: http://www.hwrkchemical.com
Company Name: Energy Chemical  
Telephone: 400-0056266
Website: www.energy-chemical.com
Company Name: Wuhan Chemwish Technology Co., Ltd  
Telephone: 86-027-67849912
Website: www.chemwish.com
Company Name: JinYan Chemicals(ShangHai) Co.,Ltd.  
Telephone: 13817811078
Website: www.jingyan-chemical.com
Company Name: Shanghai Sinch Parmaceuticals Tech. Co. Ltd.  
Telephone: +86-21-54098501
Website: www.sinch.com.cn
Company Name: Changzhou Huanling Chemical Co., Ltd.  
Telephone: 89803005 18206112582
Website: http://www.huanlingchem.com
Company Name: Jia Xing Isenchem Co.,Ltd  
Telephone: 0573-85285100 18627885956
Website: https://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm
Company Name: Shanghai Longsheng chemical Co.,Ltd.  
Telephone: 58099637 13585536065
Website: www.shlshg.com
Company Name: Shanghai Harvest Chemical Industrial Co., Ltd.  
Telephone: 15721252604 17321035817
Website: www.harvest-chem.com/
Company Name: Nanjing Chemlin Chemical Co., Ltd  
Telephone: 025-83697070 13770331960
Website: www.echemlin.cn
Tags:2356-16-3 Related Product Information
105-36-2 122-52-1 101-97-3 867-13-0 105-39-5 667-27-6 141-78-6 383-63-1 78-40-0 7071-12-7 1067-74-9 459-72-3 5927-18-4 30492-56-9 4408-78-0 7782-41-4 144-49-0 2356-16-3