Bromozinc(1+);1-ethoxy-2,2-difluoroethenolate

Base Information

• Chemical Name: Bromozinc(1+);1-ethoxy-2,2-difluoroethenolate
• CAS No.: 109522-62-5
• Molecular Formula: C4H5BrF2O2Zn
• Molecular Weight: 268.373
• DSSTox Substance ID: DTXSID30458439
• Mol file: 109522-62-5.mol

Synonyms:bromozinc(1+);1-ethoxy-2,2-difluoroethenolate;DTXSID30458439

Chemical Property of Bromozinc(1+);1-ethoxy-2,2-difluoroethenolate

Chemical Property:

• PSA: 26.30000
• LogP: 1.95460
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 265.87324
• Heavy Atom Count: 10
• Complexity: 98.2

Purity/Quality:

97% ^*data from raw suppliers

2-Ethoxy-1,1-difluoro-2-oxoethylzincbromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=C(F)F)[O-].[Zn+]Br

Technology Process of Bromozinc(1+);1-ethoxy-2,2-difluoroethenolate

There total 2 articles about Bromozinc(1+);1-ethoxy-2,2-difluoroethenolate 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:

Ethyl bromodifluoroacetate (667-27-6) + zinc (7440-66-6) → (2-ethoxy-1,1-difluoro-2-oxoethyl)zinc(II) bromide (109522-62-5)

Guidance literature:

In tetrahydrofuran; for 0.333333h; Heating / reflux;

Reference yield:

Ethyl bromodifluoroacetate (667-27-6) → (2-ethoxy-1,1-difluoro-2-oxoethyl)zinc(II) bromide (109522-62-5)

Guidance literature:

With chloro-trimethyl-silane; ethylene dibromide; lithium chloride; zinc; In tetrahydrofuran; at 0 - 70 ℃; for 4h; Inert atmosphere;

Reference yield: 95.0%

2-((2S,3S,4aS,7R,8aR)-3-Benzyl-4,4,7-trimethyl-octahydro-benzo[e][1,3]oxazin-2-yl)-benzaldehyde (865262-74-4) + (2-ethoxy-1,1-difluoro-2-oxoethyl)zinc(II) bromide (109522-62-5) → (3S,2'S,4a'S,7'R,8a'R)-ethyl-3-(2-(N-benzyl-4',4',7'-trimethyl-octahydro-2H-benzo[e][1,3]oxazin-2'-yl)phenyl)-2,2-difluoro-3-hydroxypropanoate

Guidance literature:

In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1016/j.tet.2006.08.058

upstream raw materials:

Ethyl bromodifluoroacetate

zinc

Downstream raw materials:

ethyl 2,2-difluoro-3-hydroxy-4-phenylbutanoate

ethyl 2,2-difluoro-3-hydroxy-3-phenylpropanoate

(4S)-3,3-difluoro-1-((1R)-2-hydroxy-1-phenylethyl)-4-phenylazetidin-2-one

Refernces

• 1、 Wong, Brian,Linghu, Xin,Crawford, James J.,Drobnick, Joy,Lee, Wendy,Zhang, Haiming. "A chemoselective Reformatsky-Negishi approach to α-haloaryl esters". . p. 1508 - 1515. Retrieved 2014/02/14.
• 2、 -. "HIGHLY ANTIPROLIFERATIVE, LOW-CALCEMIC, ANALOGS OF THE HORMONE 1α, 25-DIHYDROXYVITAMIN D3 WITH CARBONYL SIDE CHAINS". Page/Page column 47-48. . Retrieved 2008/06/13.