Cyclopentene oxide

Base Information

• Chemical Name: Cyclopentene oxide
• CAS No.: 285-67-6
• Molecular Formula: C5H8O
• Molecular Weight: 84.1179
• Hs Code.: 29109000
• European Community (EC) Number: 206-005-6
• NSC Number: 196230,148216
• DSSTox Substance ID: DTXSID50861845
• Nikkaji Number: J27.201I
• Mol file: 285-67-6.mol

Synonyms:Cyclopentene oxide;285-67-6;6-Oxabicyclo[3.1.0]hexane;1,2-EPOXYCYCLOPENTANE;Cyclopentane oxide;Cyclopentene epoxide;Cyclopenteneoxide;Epoxycyclopentane;cis-1,2-Epoxycyclopentane;Cyclopentane, 1,2-epoxy-;6-oxa-bicyclo[3.1.0]hexane;HSDB 5421;EINECS 206-005-6;(+-)-6-Oxabicyclo(3.1.0)hexane;NSC 148216;BRN 0102495;Cyclopentane,2-epoxy-;Cyclopentene oxide purum;AI3-25407;6-Oxabicyclo(3.1.0)hexane;Cyclopentene, oxide;UNII-U3EKO505C5;NSC-148216;NSC-196230;1,2-epoxy cyclopentane;5-17-01-00190 (Beilstein Handbook Reference);Cyclopentene oxide, 97%;Cyclopentene oxide, 98%;C12OC1CCC2;6-oxa-bicyclo[3,1,0]hexane;DTXSID50861845;MFCD00005161;NSC148216;NSC196230;AKOS000121101;AKOS016042328;LS-98789;AM20090363;Cyclopentene oxide, purum, >=98.0% (GC);E0513;EN300-34597;J-640012;J-800013;W-107040;F0001-0897;Z255149904;1,2- epoxycyclopentane 6-Oxabicyclo[3.1.0]hexane Cyclopentane oxide Cyclopentene epoxide Epoxycyclopentane

Chemical Property of Cyclopentene oxide

Chemical Property:

• Appearance/Colour: Clear colorless to very faintly yellow liquid
• Vapor Pressure: 39.6mmHg at 25°C
• Melting Point: 136-137 °C
• Refractive Index: n20/D 1.434(lit.)
• Boiling Point: 102 °C at 760 mmHg
• Flash Point: 10 °C
• PSA: 12.53000
• Density: 1.071 g/cm³
• LogP: 0.93770
• Storage Temp.: 2-8°C
• Water Solubility.: Immiscible with water.
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 84.057514874
• Heavy Atom Count: 6
• Complexity: 62.3

Purity/Quality:

99% ^*data from raw suppliers

Cyclopentene oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-36-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> Epoxides
• Canonical SMILES: C1CC2C(C1)O2
• Uses: Cyclopentene oxide is used to prepare beta-amino alcohols by reacting with aromatic amines using bismuth trichloride as a catalyst.

Technology Process of Cyclopentene oxide

There total 56 articles about Cyclopentene oxide 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: 80.0%

4-cyano-N,N-dimethylaniline-N-oxide (62820-00-2) + cyclopentene (142-29-0) → Cyclopentene oxide (285-67-6) + 4-cyano-N-methylaniline (4714-62-9) + 4-cyano-N,N-dimethylaniline (1197-19-9)

Guidance literature:

With 1H-imidazole; [Mn(2,3,7,8,12,13,17,18-octamethyl-5,10,15,20-tetraphenylporphyrin)Cl]; In dichloromethane; at 25 ℃; Product distribution; with various alkene concentrations;

DOI:10.1021/ja00245a039

Reference yield: 71.0%

trans-cyclopentane-1,2-diol (5057-99-8,86703-52-8) → Cyclopentene oxide (285-67-6)

Guidance literature:

With sodium hydroxide; p-toluenesulfonyl chloride; benzyltriethylammonium bromide; In dichloromethane; at 25 ℃; for 0.166667h;

DOI:10.1055/s-1985-31416

Reference yield: 63.0%

tert.-butylhydroperoxide (75-91-2) + cyclopentene (142-29-0) → Cyclopentene oxide (285-67-6) + tert. Butyl-2-cyclopenten-1-yl-peroxid (38362-74-2)

Guidance literature:

With palladium diacetate; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In dichloromethane; at 0 ℃; for 48h;

DOI:10.1021/ol0262340

upstream raw materials:

(+/-)-trans-2-chlorocyclopentanol

2-chlorocyclopentane-1-ol

trifluoroacetyl peroxide

cyclopentene

Downstream raw materials:

(1S,2S)-2-p-Tolylamino-cyclopentanol

(+/-)-trans-2-bromocyclopentanol

(1S,2S)-trans-2-azidocyclopentanol

(1R,2R)-trans-2-azidocyclopentanol

Refernces

• 1、 Durbetaki,A.J.. "-". . p. 1017 - 1020. Retrieved 1961.
• 2、 Murphy, Michael J.,D'Alessandro, Deanna M.,Kepert, Cameron J.. "A porous Mn(v) coordination framework with PtS topology: Assessment of the influence of a terminal nitride on CO2 sorption". . p. 13308 - 13310. Retrieved 2013.
• 3、 Cornforth. "-". . p. 928. Retrieved 1970.
• 4、 Ishimoto, Ryo,Kamata, Keigo,Mizuno, Noritaka. "A highly active protonated tetranuclear peroxotungstate for oxidation with hydrogen peroxide". . p. 4662 - 4665. Retrieved 2012.
• 5、 Yuan, Chengyuan,Zhang, Yan,Chen, Jing. "Molybdenum oxide supported on hydroxyapatite-encapsulated γ-Fe 2O3: A novel magnetically recyclable catalyst for olefin epoxidation". . p. 1166 - 1172. Retrieved 2011.
• 6、 Kim, Cheal,Lee, Jiyoung,Moon, Sungjin,Park, Soyoung. "Synthesis, characterization and catalytic activities of nonheme manganese(III) complexes: Preferential formation of cis olefin oxide owing to steric hindrance". . . Retrieved 2022/03/15.
• 7、 Lee, Sojeong,Park, Soyoung,Lee, Myoung Mi,Lee, Jiyoung,Kim, Cheal. "Nonheme manganese(III) complexes for various olefin epoxidation: Synthesis, characterization and catalytic activity". . . Retrieved 2021/03/14.