Limonene oxide

Base Information

• Chemical Name: Limonene oxide
• CAS No.: 1195-92-2
• Deprecated CAS: 10008-60-3,31326-91-7,98240-20-1
• Molecular Formula: C10H16 O
• Molecular Weight: 152.236
• European Community (EC) Number: 214-805-1
• NSC Number: 12045
• DSSTox Substance ID: DTXSID50862594
• Nikkaji Number: J236.493J,J27.205A
• Wikidata: Q27101901
• Metabolomics Workbench ID: 127643
• ChEMBL ID: CHEMBL2268547
• Mol file: 1195-92-2.mol

Synonyms:limonene oxide;limonene-1,2-epoxide;limonene-1,2-epoxide, (1R-(1alpha,4beta,6alpha))-isomer;limonene-1,2-epoxide, (1S-(1alpha,4alpha,6alpha))-isomer;limonene-1,2-epoxide, cis-(+)-isomer;limonene-1,2-epoxide, cis-isomer;limonene-1,2-epoxide, trans-(+)-isomer;limonene-1,2-epoxide, trans-isomer;limonene-1,2-oxide;limoxide

Chemical Property of Limonene oxide

Chemical Property:

• Appearance/Colour: clear to light yellow liquid
• Vapor Pressure: 0.515mmHg at 25°C
• Refractive Index: n20/D 1.466(lit.)
• Boiling Point: 112 - 113 C at 50 mm Hg
• Flash Point: 150 °F
• PSA: 12.53000
• Density: 0.929 g/mL at 25 °C(lit.)
• LogP: 2.52010
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 197

Purity/Quality:

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

1,2-(+)-LIMONENE OXIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): UN NO.
• Hazard Codes: UN NO.
• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Other Organic Compounds
• Canonical SMILES: CC(=C)C1CCC2(C(C1)O2)C

Technology Process of Limonene oxide

There total 75 articles about Limonene 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: 96.0%

limonene. (138-86-3,555-08-8,8022-90-0,9003-73-0,95327-98-3) → Limonene oxide (1195-92-2)

Guidance literature:

With oxygen; manganese triacetate; pivalaldehyde; In various solvent(s); at 25 ℃; for 1h;

DOI:10.1016/S0040-4020(98)00396-2

Reference yield: 87.0%

C10H17BrO → Limonene oxide (1195-92-2)

Guidance literature:

With diethylamine; at 20 ℃; for 2h; Reagent/catalyst;

DOI:10.1155/2019/9268567

Reference yield: 86.0%

limonene. (138-86-3,555-08-8,8022-90-0,9003-73-0,95327-98-3) → α-limonene diepoxide (96-08-2) + Limonene oxide (1195-92-2)

Guidance literature:

With tert.-butylhydroperoxide; (dimethylammonium)[MoO₃(Hbpdc)]*1.7H₂O; at 55 ℃; for 24h; Solvent; Temperature; Time; regioselective reaction;

DOI:10.1021/ic400248m

upstream raw materials:

D-limonene

4-(1-Chloromethyl-vinyl)-1-methyl-7-oxa-bicyclo[4.1.0]heptane

limonene.

(-)-(S)-limonene

Downstream raw materials:

(-)-trans-2-Hydroxy-1-chlor-trans-8-p-menthen

1-methyl-3-isopropenylcyclopentyl-1-carboxaldehyde

trans-2-methyl-5-(1-methylethenyl)cyclohexanone

trans-p-Menth-8-ene-cis-1,2-diol

Refernces

• 1、 Granadeiro, Carlos M.,Barbosa, André D.S.,Silva, Patrícia,Paz, Filipe A. Almeida,Saini, Vipin K.,Pires, Jo?o,De Castro, Baltazar,Balula, Salete S.,Cunha-Silva, Luís. "Monovacant polyoxometalates incorporated into MIL-101(Cr): Novel heterogeneous catalysts for liquid phase oxidation". . p. 316 - 326. Retrieved 2013.
• 2、 Hajian, Robabeh,Tangestaninejad, Shahram,Moghadam, Majid,Mirkhani, Valiollah,Mohammadpoor-Baltork, Iraj. "[Mn(TPPS)] immobilized on ionic liquid-modified silica as a heterogeneous and reusable catalyst for epoxidation of alkenes with NaIO4 under ultrasonic irradiation". . p. 1061 - 1067. Retrieved 2016.
• 3、 Mouret, Adrien,Leclercq, Loic,Muehlbauer, Andrea,Nardello-Rataj, Veronique. "Eco-friendly solvents and amphiphilic catalytic polyoxometalate nanoparticles: A winning combination for olefin epoxidation". . p. 269 - 278. Retrieved 2014.
• 4、 Van Vliet, Michiel C. A.,Arends, Isabel W. C. E.,Sheldon, Roger A.. "Perfluoroheptadecan-9-one: A selective and reusable catalyst for epoxidations with hydrogen peroxide". . p. 263 - 264. Retrieved 1999.
• 5、 Carniato, Fabio,Bisio, Chiara,Boccaleri, Enrico,Guidotti, Matteo,Gavrilova, Elena,Marchese, Leonardo. "Titanosilsesquioxane anchored on mesoporous silicas: A novel approach for the preparation of heterogeneous catalysts for selective oxidations". . p. 8098 - 8101. Retrieved 2008.
• 6、 Silvestre-Alberó, Joaquín,Domine, Marcelo E.,Jordá, José L.,Navarro, María T.,Rey, Fernando,Rodríguez-Reinoso, Francisco,Corma, Avelino. "Spectroscopic, calorimetric, and catalytic evidences of hydrophobicity on Ti-MCM-41 silylated materials for olefin epoxidations". . p. 14 - 25. Retrieved 2015.
• 7、 Saeedi, Mohammad Saleh,Tangestaninejad, Shahram,Moghadam, Majid,Mirkhani, Valiollah,Mohammadpoor-Baltork, Iraj,Khosropour, Ahmad Reza. "Magnetic nanoparticles supported manganese(III) tetrapyridylporphyrin catalyst via covalent interaction: A highly efficient and reusable catalyst for the oxidation of hydrocarbons". . p. 158 - 166. Retrieved 2013.
• 8、 Clarke, Russell,Gahagan, Michael,Mackie, Raymond K.,Foster, Douglas F.,Cole-Hamilton, David J.,et al.. "Alkene Epoxidation catalysed by Camphor-derived β-Ketophosphonate Complexes of Molybdenum(VI)". . p. 1221 - 1226. Retrieved 1995.
• 9、 Yuan, Lai Sin,Chandren, Sheela,Efendi, Jon,Ho, Chin Siong,Nur, Hadi. "Hydrophobic effect of silica functionalized with silylated Ti-salicylaldimine complex on limonene oxidation by aqueous hydrogen peroxide". . p. 1905 - 1917. Retrieved 2015.
• 10、 Valente,Goncalves,Lopes,Rodriguez-Borges,Pillinger,Romao,Rocha,Garcia-Mera. "Studies on olefin epoxidation with t-BuOOH catalysed by dioxomolybdenum(VI) complexes of a novel chiral pyridyl alcoholate ligand". . p. 959 - 963. Retrieved 2001.