tert-Butyl diethylphosphonoacetate

Product Name: tert-Butyl diethylphosphonoacetate
CAS No.: 27784-76-5
Chemical Name: tert-Butyl diethylphosphonoacetate
Synonyms: tert-butyl 2-(diethoxyphosphoryl)acetate;tert-Butyl diethylph;DIETHYL (BOC-METHYL)PHOSPHONATE;T-BUTYL DIETHYL PHOSPHONOACETATE;Tert-buty diethylphosphonoacetate;tert-Butyl diethylphosponoacetate;Tert-butyl diethylphosphonoactate;TERT-BUTYL DIETHYLPHOSPHONOACETATE;Tert-butyl diehylphosphonoacetate;Tert-butyl diethyl phosphonylacetate
CBNumber: CB5708211
Molecular Formula: C10H21O5P
Formula Weight: 252.24
MOL File: 27784-76-5.mol

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tert-Butyl diethylphosphonoacetate Property

Boiling point:: 100-103 °C/1.5 mmHg (lit.)
Density: 1.074 g/mL at 25 °C (lit.)
refractive index: n20/D 1.431(lit.)
Flash point:: >230 °F
storage temp.: Inert atmosphere,Room Temperature
solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
form: Liquid
Specific Gravity: 1.074
color: Clear colorless
Water Solubility: Not miscible or difficult to mix in water.
BRN: 2050126
InChI: InChI=1S/C10H21O5P/c1-6-13-16(12,14-7-2)8-9(11)15-10(3,4)5/h6-8H2,1-5H3
InChIKey: NFEGNISFSSLEGU-UHFFFAOYSA-N
SMILES: C(OC(C)(C)C)(=O)CP(OCC)(OCC)=O
CAS DataBase Reference: 27784-76-5(CAS DataBase Reference)

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Safety

Risk Statements: 36/38
Safety Statements: 26-36-24/25
WGK Germany: 3
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.

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

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: 348333
Product name: tert-Butyl diethylphosphonoacetate
Purity: 95%
Packaging: 5g
Price: $114
Updated: 2023/01/07

TCI Chemical

Product number: B2814
Product name: tert-Butyl Diethylphosphonoacetate
Purity: >97.0%(GC)
Packaging: 1g
Price: $25
Updated: 2025/07/31

TCI Chemical

Product number: B2814
Product name: tert-Butyl Diethylphosphonoacetate
Purity: >97.0%(GC)
Packaging: 5g
Price: $72
Updated: 2025/07/31

TRC

Product number: B693015
Product name: tert-Butyl2-(diethylphosphono)acetate
Packaging: 1g
Price: $55
Updated: 2021/12/16

AK Scientific

Product number: S180
Product name: tert-Butyl diethylphosphonoacetate
Packaging: 100g
Price: $67
Updated: 2021/12/16

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tert-Butyl diethylphosphonoacetate Chemical Properties,Usage,Production

Chemical Properties

Clear colorless liquid

Uses

tert-Butyl diethylphosphonoacetate is used as a reactant for preparation of hydroxymethylated dihydroxyvitamin D3 analogs via Wittig-Horner approach, as potential antitumor agents, synthesis of phosphopeptide mimetic prodrugs targeted to Src homology 2 (SH2) domain of signal transducer and activator of transcription 3 (Stat 3) and bicyclic triaminophosphine-promoted stereoselective synthesis of a,?-unsaturated esters, fluorides, and nitriles from aldehydes and ketones using Wadsworth-Emmons phosphonates

Application

tert-Butyl diethylphosphonoacetate serves as an important intermediate in the synthesis of phosphonate derivatives, which are widely used in agrochemicals, pharmaceuticals, and materials science.

reaction suitability

reaction type: C-C Bond Formation

Synthesis

Triethyl phosphite (485 g) is warmed up to 90°C under N2 atmosphere in a three-necked round-bottomed flask, and /-butyl bromoacetate (541 g) is added dropwise into the system within 2 h. Then, the mixture is stirred at 90°C for around 4 hours and cooled to room temperature. The obtained mixture is distilled under vacuo to remove compounds with low boiling points, and the residue is collected as a colorless liquid tert-butyl diethylphosphonoacetate in 97 percent yield (680 g).

References

[1] Chemistry - A European Journal, 1999, vol. 5, # 4, p. 1218 - 1225
[2] Tetrahedron, 2009, vol. 65, # 49, p. 10192 - 10213
[3] Patent: WO2015/101554, 2015, A1. Location in patent: Page/Page column 17
[4] Patent: US2015/183764, 2015, A1. Location in patent: Paragraph 0039
[5] Journal of the American Chemical Society, 2007, vol. 129, # 47, p. 14818 - 14825

tert-Butyl diethylphosphonoacetate Preparation Products And Raw materials

Raw materials

Preparation Products

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tert-Butyl diethylphosphonoacetate Suppliers

Americas 1 Canada 2 China 240 Europe 1 France 4 Germany 5 India 7 Italy 1 Japan 6 South Korea 1 Spain 1 Switzerland 2 United Kingdom 10 United States 33 Global 314

Weifang QianJin Fine Chemical Co., Ltd.

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Energy Chemical

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Beijing Ouhe Technology Co., Ltd

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View Lastest Price from tert-Butyl diethylphosphonoacetate manufacturers

Shandong Vital Biotechnology Co., Ltd.

Product: tert-Butyl 2-(diethoxyphosphoryl)acetate 27784-76-5
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 100tons
Release date: 2025-11-20

Hebei Chuanghai Biotechnology Co., Ltd

Product: tert-Butyl diethylphosphonoacetate 27784-76-5
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 500000kg
Release date: 2024-10-30

Henan Aochuang Chemical Co.,Ltd.

Product: tert-Butyl diethylphosphonoacetate 27784-76-5
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-10-17

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tert-butyl 2-(diethoxyphosphoryl)acetate

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tert-Butyl (diethoxyphosphinyl)acetate

<i>tert</i>-Butyl diethylphosphonoacetate

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tert-Butyl diethylphosponoacetate

Tert-butyl diethylphosphonoactate

tert-Butyl Diethylphosphonoacetate &gt

Tert-butyl diethyl phosphonylacetate

TERT-BUTYL DIETHYLPHOSPHONOACETATE (27784-76-5)

1,1-Dimethylethyl 2-(diethoxyphosphinyl)acetate

ert-butyl2-diethoxyphosphorylacetate

Diethyl phosphonoyl acetate tert butyl ester

tert-Butyl 2-(diethoxy-phosphinyl)-acetate

27784-76-5

C2H5O2POCH2CO2CCH33

Horner-Wadsworth-Emmons Reagents

Olefination

Synthetic Reagents

C-C Bond Formation

Horner-Wadsworth-Emmons Reagents

Olefination

27784-76-5