CID 298864

Base Information

• Chemical Name: CID 298864
• CAS No.: 10575-77-6
• Molecular Formula: C8H11 Br
• Molecular Weight: 187.079
• NSC Number: 171213
• DSSTox Substance ID: DTXSID10305593
• Mol file: 10575-77-6.mol

Synonyms:NSC171213;10575-77-6;DTXSID10305593;NSC-171213

Chemical Property of CID 298864

Chemical Property:

• Vapor Pressure: 0.154mmHg at 25°C
• Boiling Point: 222.1°Cat760mmHg
• Flash Point: 99.9°C
• Density: 1.26g/cm³
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 186.00441
• Heavy Atom Count: 9
• Complexity: 133

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=C=CBr)CC1

Technology Process of CID 298864

There total 4 articles about CID 298864 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: 86.0%

1-Ethynylcyclohexan-1-ol (78-27-3) → 1-bromo-3,3-(pentamethylene)-1,2-propadiene (10575-77-6)

Guidance literature:

With ammonium bromide; copper; copper(I) bromide; In hydrogen bromide; at 0 ℃; for 1.5h;

DOI:10.1021/jo01308a013

Reference yield: 22.0%

Methanesulfonic acid 1-ethynyl-cyclohexyl ester (59967-08-7) → 1-bromo-3,3-(pentamethylene)-1,2-propadiene (10575-77-6) + 1-Bromo-1-ethynyl-cyclohexane (76651-97-3)

Guidance literature:

With CuBr₂Li; In tetrahydrofuran; at -60 ℃;

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 1-bromo-3,3-(pentamethylene)-1,2-propadiene (10575-77-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₄Br; CuBr; Cu powder / HBr

With copper; ammonium bromide; copper(I) bromide; hydrogen bromide;

DOI:10.1021/jo0157324

upstream raw materials:

1-Ethynylcyclohexan-1-ol

Methanesulfonic acid 1-ethynyl-cyclohexyl ester

cyclohexanone

Downstream raw materials:

N-(2-cyclohexylidenevinyl)-4-methyl-N-(3-methylbut-2-enyl)benzenesulfonamide

CH₂CHCH₂C(C(O)OCH₃)2CHCC₆H₁₀

dimethyl 3-(1-phenylcyclohex-1-yl)-4-vinylidenecyclopent-2-ene-1,1-dicarboxylate

(Z)-dimethyl 3-(cyclohex-1-en-1-yl)-4-(1-phenylhexylidene)cyclopent-2-ene-1,1-dicarboxylate

Refernces

• 1、 B?ckvall, Jan-E.,Naidu, Veluru Ramesh. "Synthesis of Cross-Conjugated Polyenes via Palladium-Catalyzed Oxidative C-C Bond Forming Cascade Reactions of Allenes". supporting information. p. 5428 - 5437. Retrieved 2020/05/19.
• 2、 Persson, Andreas K. A.,Johnston, Eric V.,Baeckvall, Jan-E.. "Copper-catalyzed N-Allenylation of allylic sulfonamides". supporting information; experimental part. p. 3814 - 3817. Retrieved 2009/12/06.