Cyclopropanecarboxylic acid, 3-(2,2-dibromoethenyl)-2,2-dimethyl-, cyano(3-(2-hydroxyphenoxy)phenyl)methyl ester, (1R-(1alpha(S*),3alpha))-

Base Information

• Chemical Name: Cyclopropanecarboxylic acid, 3-(2,2-dibromoethenyl)-2,2-dimethyl-, cyano(3-(2-hydroxyphenoxy)phenyl)methyl ester, (1R-(1alpha(S*),3alpha))-
• CAS No.: 66855-88-7
• Molecular Formula: C₂₂H₁₉Br₂NO₄
• Molecular Weight: 521.205
• DSSTox Substance ID: DTXSID60985465
• Mol file: 66855-88-7.mol

Synonyms:66855-88-7;Cyclopropanecarboxylic acid, 3-(2,2-dibromoethenyl)-2,2-dimethyl-, cyano(3-(2-hydroxyphenoxy)phenyl)methyl ester, (1R-(1alpha(S*),3alpha))-;C22H19Br2NO4;DTXSID60985465;Cyano[3-(2-hydroxyphenoxy)phenyl]methyl 3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate

Chemical Property of Cyclopropanecarboxylic acid, 3-(2,2-dibromoethenyl)-2,2-dimethyl-, cyano(3-(2-hydroxyphenoxy)phenyl)methyl ester, (1R-(1alpha(S*),3alpha))-

Chemical Property:

• Vapor Pressure: 8.69E-13mmHg at 25°C
• Boiling Point: 551.8°Cat760mmHg
• Flash Point: 287.5°C
• Density: 1.653g/cm³
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 520.96603
• Heavy Atom Count: 29
• Complexity: 682

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(C1C(=O)OC(C#N)C2=CC(=CC=C2)OC3=CC=CC=C3O)C=C(Br)Br)C
• Isomeric SMILES: CC1([C@H]([C@H]1C(=O)O[C@H](C#N)C2=CC(=CC=C2)OC3=CC=CC=C3O)C=C(Br)Br)C

Technology Process of Cyclopropanecarboxylic acid, 3-(2,2-dibromoethenyl)-2,2-dimethyl-, cyano(3-(2-hydroxyphenoxy)phenyl)methyl ester, (1R-(1alpha(S*),3alpha))-

There total 2 articles about Cyclopropanecarboxylic acid, 3-(2,2-dibromoethenyl)-2,2-dimethyl-, cyano(3-(2-hydroxyphenoxy)phenyl)methyl ester, (1R-(1alpha(S*),3alpha))- 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: 4.3%

deltametrin (52918-63-5) → 4-hydroxy deltamethrin (66855-89-8) + (1R,3R)-3-(2,2-Dibromo-vinyl)-2,2-dimethyl-cyclopropanecarboxylic acid (S)-cyano-[3-(2-hydroxy-phenoxy)-phenyl]-methyl ester (66855-88-7)

Guidance literature:

With Pb(trifluoroacetate)₄; trifluoroacetic acid; at 0 ℃; for 2h;

DOI:10.1021/jf970438r

Reference yield:

→ (1R,3R)-3-(2,2-Dibromo-vinyl)-2,2-dimethyl-cyclopropanecarboxylic acid cyano-[3-(2-hydroxy-phenoxy)-phenyl]-methyl ester (66855-88-7)

Guidance literature:

2,2-Dibromvinyl-2,2-dimethylcyclopropancarbonsaeure (Br2CA), Bromid 2'-VIII;

DOI:10.1021/jf60218a060

Reference yield: 28.9%

succinic acid anhydride (108-30-5) + (1R,3R)-3-(2,2-Dibromo-vinyl)-2,2-dimethyl-cyclopropanecarboxylic acid (S)-cyano-[3-(2-hydroxy-phenoxy)-phenyl]-methyl ester (66855-88-7) → Succinic acid mono-[2-(3-{(S)-cyano-[(1R,3R)-3-(2,2-dibromo-vinyl)-2,2-dimethyl-cyclopropanecarbonyloxy]-methyl}-phenoxy)-phenyl] ester

Guidance literature:

With pyridine; dmap;

DOI:10.1021/jf970438r

upstream raw materials:

deltametrin