Ethyl Difluoro(pyridin-2-yl)acetate

Base Information

• Chemical Name: Ethyl Difluoro(pyridin-2-yl)acetate
• CAS No.: 267876-28-8
• Molecular Formula: C9H9F2NO2
• Molecular Weight: 201.173
• Hs Code.: 2933399090
• European Community (EC) Number: 801-050-3
• DSSTox Substance ID: DTXSID30442732
• Nikkaji Number: J1.309.148J
• Wikidata: Q72474397
• Mol file: 267876-28-8.mol

Synonyms:267876-28-8;Ethyl Difluoro(pyridin-2-yl)acetate;ETHYL 2,2-DIFLUORO-2-(PYRIDIN-2-YL)ACETATE;Ethyl 2,2-difluoro-2-(2-pyridyl)acetate;ethyl 2,2-difluoro-2-pyridin-2-ylacetate;Ethyl difluoro-2-pyridylacetate;SCHEMBL1171499;Ethyl difluoro(2-pyridyl)acetate;DTXSID30442732;MFCD06858718;ETHYL 2-PYRIDYLDIFLUOROACETATE;AKOS012989789;PB34194;PS-6533;CS-0001531;P10429;2-Pyridineacetic acid,a,a-difluoro-,ethyl ester;ETHYL2,2-DIFLUORO-2-(2-PYRIDYL)ACETATE;A818607;ETHYL 2-(2-PYRIDYL)-2,2-DIFLUOROACETATE;2,2-difluoro-2-pyridin-2-ylacetic acid ethyl ester;DIFLUORO-PYRIDIN-2-YL-ACETIC ACID ETHYL ESTER;ALPHA,ALPHA-DIFLUORO-2-PYRIDINEACETIC ACID ETHYL ESTER

Chemical Property of Ethyl Difluoro(pyridin-2-yl)acetate

Chemical Property:

• Vapor Pressure: 0.031mmHg at 25°C
• Refractive Index: 1.46
• Boiling Point: 244.162 °C at 760 mmHg
• PKA: 1.80±0.12(Predicted)
• Flash Point: 101.466 °C
• PSA: 39.19000
• Density: 1.229 g/cm³
• LogP: 1.73650
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 201.06013485
• Heavy Atom Count: 14
• Complexity: 209

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl2,2-difluoro-2-(2-pyridyl)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(C1=CC=CC=N1)(F)F

Technology Process of Ethyl Difluoro(pyridin-2-yl)acetate

There total 11 articles about Ethyl Difluoro(pyridin-2-yl)acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

→ ethyl 2,2-difluoro-2-(pyridin-2-yl)acetate (267876-28-8)

Guidance literature:

With copper; In dimethyl sulfoxide; at 30 - 50 ℃; for 16h; Inert atmosphere;

Reference yield: 92.0%

ethyl 2-(pyridinyl-2)acetate (2739-98-2) → ethyl 2,2-difluoro-2-(pyridin-2-yl)acetate (267876-28-8)

Guidance literature:

ethyl 2-(pyridinyl-2)acetate; With lithium hexamethyldisilazane; In tetrahydrofuran; n-heptane; ethylbenzene; at -78 ℃;

With N-fluorobis(benzenesulfon)imide; In tetrahydrofuran; at -78 - 0 ℃;

DOI:10.1016/j.jfluchem.2021.109792

Reference yield: 83.0%

2-bromo-pyridine (109-04-6) + Ethyl bromodifluoroacetate (667-27-6) → ethyl 2,2-difluoro-2-(pyridin-2-yl)acetate (267876-28-8)

Guidance literature:

With copper; In N,N-dimethyl-formamide; at 51 ℃; for 9h; Inert atmosphere; Large scale;

DOI:10.1021/op0341420

upstream raw materials:

2-bromo-pyridine

Ethyl bromodifluoroacetate

ethyl 2-(pyridinyl-2)acetate

diethylamino-sulfur trifluoride

Downstream raw materials:

2.2-Difluoro-2-(pyridin-2-yl)ethylamine

2,2-difluoro-2-(pyridin-2-yl)acetic acid

2-(2,4-difluorophenyl)-1,1-difluoro-1-(pyridin-2-yl)-3-(thiazol-5-yl)propan-2-ol

C₁₇H₁₁ClF₄N₂OS

Refernces

• 1、 Shavrina, Oksana M.,Bezdudny, Andrii V.,Rassukana, Yuliya V.. "Synthesis and some transformations of all three isomers of α,α-difluoropyridinylacetonitrile". . . Retrieved 2021/04/19.
• 2、 -. "Method for catalyzing ethoxycarbonyldifluoromethylation of aromatic compound by iron". Paragraph 0106-0108; 0156. . Retrieved 2021/06/21.