9-Oxabicyclo[6.1.0]non-4-ene

Base Information

• Chemical Name: 9-Oxabicyclo[6.1.0]non-4-ene
• CAS No.: 637-90-1
• Molecular Formula: C8H12 O
• Molecular Weight: 124.18
• Hs Code.: 2932999099
• European Community (EC) Number: 211-308-1
• NSC Number: 61254
• DSSTox Substance ID: DTXSID501309482
• Nikkaji Number: J870.412K,J99.944J,J889.514G
• Mol file: 637-90-1.mol

Synonyms:1,2-Epoxy-5-cyclooctene;9-Oxabicyclo[6.1.0]non-4-ene;637-90-1;(4Z)-9-oxabicyclo[6.1.0]non-4-ene;5,6-Epoxy-1-cyclooctene;1,5-Cyclooctadiene monoepoxide;9-Oxabicyclo(6.1.0)non-4-ene;EINECS 211-308-1;9-Oxabicyclo[6.1.0]non-4-ene, (1R,8S)-rel-;1,5-cyclooctadiene oxide;(Z)-9-oxabicyclo[6.1.0]non-4-ene;NSC61254;5,6-Epoxy-cis-cyclooctene;SCHEMBL821057;SCHEMBL1299536;(E)-5,6-Epoxy-1-cyclooctene;(Z)-5,6-Epoxy-1-cyclooctene;DTXSID501309482;MFCD00086420;NSC 61254;NSC-61254;AKOS005166820;BS-23462;9-Oxabicyclo[6.1.0]non-4-ene, 95%;CS-0141933;EN300-111399;J-640010;J-800010

Chemical Property of 9-Oxabicyclo[6.1.0]non-4-ene

Chemical Property:

• Vapor Pressure: 1.36mmHg at 25°C
• Refractive Index: n20/D 1.495(lit.)
• Boiling Point: 195 °C(lit.)
• Flash Point: 158 °F
• PSA: 12.53000
• Density: 1.013 g/mL at 25 °C(lit.)
• LogP: 1.88400
• Storage Temp.: 0-6°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 124.088815002
• Heavy Atom Count: 9
• Complexity: 115

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,2-Epoxy-5-cyclooctene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2C(O2)CCC=C1
• Isomeric SMILES: C/1CC2C(O2)CC/C=C1
• Uses: 9-Oxabicyclo[6.1.0]non-4-ene may be used in the following studies:novel bicyclo[4.2.1] and bicyclo[3.3.1] ethers trans, trans-2,6-dibromo-9-oxabicyclo[3.3.1]nonane and trans, trans-2,5-dibromo-9-oxabicyclo[4.2.1]nonane(Z)-2-(cyclooct-4-enyloxy)acetic acid.

Technology Process of 9-Oxabicyclo[6.1.0]non-4-ene

There total 22 articles about 9-Oxabicyclo[6.1.0]non-4-ene 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: 90.0%

1,5-cis,cis-cyclooctadiene (1552-12-1,111-78-4) → (Z)-9-oxabicyclo[6.1.0]non-4-ene (19740-90-0,57378-34-4,65207-47-8,73176-71-3,73176-86-0,117468-08-3,637-90-1)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; chloroform; at 20 ℃; for 18h;

DOI:10.1021/ma051709z

Reference yield: 89.0%

cyclo-octa-1,5-diene (5259-72-3,10060-40-9,111-78-4) → 5,6-epoxycyclooctene (73176-71-3,637-90-1,73176-86-0,1225194-35-3,1225194-65-9)

Guidance literature:

With tert.-butylhydroperoxide; at 90 ℃; for 10h;

DOI:10.1016/j.apcata.2013.06.012

Reference yield: 86.7%

cyclo-octa-1,5-diene (5259-72-3,10060-40-9,111-78-4) → 1,2:5,6-diepoxycyclooctane (286-75-9,19740-81-9,57378-35-5) + 5,6-epoxycyclooctene (73176-71-3,637-90-1,73176-86-0,1225194-35-3,1225194-65-9)

Guidance literature:

With C₃₀H₂₅ClCoN₃OP; dihydrogen peroxide; 1-ethyl-3-methylimidazolium hexafluorophosphate; In water; at 20 ℃; for 2h; Green chemistry;

DOI:10.1016/j.crci.2013.12.004

upstream raw materials:

1,5-cis,cis-cyclooctadiene

Trans-2-fluorocyclooct-5-en-1-ol

trans-8-iodo-cyclooct-4-en-1-yl acetate

cyclo-octa-1,5-diene

Downstream raw materials:

Cyclooctene oxide

trans-trans-2,5-di-iodo-9-oxabicyclo<4.2.1>nonane

endo,endo-2,6-diiodo-9-oxa-bicyclo[3.3.1]nonane

(Z)-oct-4-enedial

Refernces

• 1、 -. "MONOACYLGLYCEROL LIPASE MODULATORS". Page/Page column 75; 84. . Retrieved 2021/10/02.
• 2、 Baalmann, Mathis,Bitsch, Sebastian,Deweid, Lukas,Ilkenhans, Nadja,Kolmar, Harald,Neises, Laura,Schneider, Hendrik,Werther, Philipp,Wilhelm, Jonas,Wolfring, Martin,Wombacher, Richard,Ziegler, Michael J.. "A Bioorthogonal Click Chemistry Toolbox for Targeted Synthesis of Branched and Well-Defined Protein–Protein Conjugates". supporting information. p. 12885 - 12893. Retrieved 2020/06/02.