1-Methyl-4-(3-methyloxiran-2-yl)-7-oxabicyclo[4.1.0]heptane

Base Information

• Chemical Name: 1-Methyl-4-(3-methyloxiran-2-yl)-7-oxabicyclo[4.1.0]heptane
• CAS No.: 96-08-2
• Deprecated CAS: 100043-25-2,65520-49-2
• Molecular Formula: C10H16 O2
• Molecular Weight: 168.236
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID9042097
• ChEMBL ID: CHEMBL3187590
• Mol file: 96-08-2.mol

Synonyms:1-methyl-4-(3-methyloxiran-2-yl)-7-oxabicyclo[4.1.0]heptane;DTXSID9042097;SCHEMBL1001233;CHEMBL3187590;DTXCID7022097;Tox21_302214;CAS-96-08-2;NCGC00255956-01;LS-89493

Chemical Property of 1-Methyl-4-(3-methyloxiran-2-yl)-7-oxabicyclo[4.1.0]heptane

Chemical Property:

• Appearance/Colour: clear to light yellow liquid
• Vapor Pressure: 0.0431mmHg at 25°C
• Melting Point: <60oC
• Refractive Index: 1.4480 (estimate)
• Boiling Point: 242 C
• Flash Point: 100.4°C
• PSA: 25.06000
• Density: 1.129g/cm³
• LogP: 1.73290
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 168.115029749
• Heavy Atom Count: 12
• Complexity: 216

Purity/Quality:

99.9% ^*data from raw suppliers

1-METHYL-4-(2-METHYLOXIRAN-2-YL)-7-OXABICYCLO[4.1.0]HEPTANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): UN NO.
• Hazard Codes: UN NO.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(O1)C2CCC3(C(C2)O3)C

Technology Process of 1-Methyl-4-(3-methyloxiran-2-yl)-7-oxabicyclo[4.1.0]heptane

There total 74 articles about 1-Methyl-4-(3-methyloxiran-2-yl)-7-oxabicyclo[4.1.0]heptane 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%

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

Reference yield: 79.0%

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) + (+)-limonene oxide (31684-93-2)

Guidance literature:

With pyridine; dihydrogen peroxide; methyltrioxorhenium(VII); In tetrahydrofuran; water; at 19.85 ℃; for 2.3h; Yields of byproduct given;

DOI:10.1016/S0040-4039(98)01853-X

Reference yield: 73.0%

D-limonene (5989-27-5,555-08-8,8022-90-0,9003-73-0,95327-98-3) → (4R)-limonene 1,2-epoxide (1195-92-2) + R-(+)-limonene diepoxide (96-08-2)

Guidance literature:

With tert.-butylhydroperoxide; MoO₃(2-(2-pyridyl)benzimidazole); at 70 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejic.201700286

upstream raw materials:

(-)-(S)-limonene

(-)-limonene oxide

D-limonene

limonene.

Downstream raw materials:

2-Hydroxycineole

1,2-epoxy-8-hydroxy-p-menthane

4-(1,2-dihydroxypropan-2-yl)-1-methylcyclohexane-1,2-diol

(6S,1'S)-6-(1'-hydroxy-1',5'-dimethyl-4'-hexenyl)-3-methyl-2-cyclohexenone

Refernces

• 1、 Han, Qi,Huang, Jia-Ying,Ji, Hong-Bing,Liu, Xiao-Hui,Tao, Lei-Ming,Xue, Can,Yu, Hai-Yang,Zhou, Xian-Tai,Zou, Wen. "Oxygen Atom Transfer Mechanism for Vanadium-Oxo Porphyrin Complexes Mediated Aerobic Olefin Epoxidation". supporting information. p. 115 - 122. Retrieved 2021/12/04.
• 2、 Rossi-Fernández, Lucía,Dorn, Viviana,Radivoy, Gabriel. "A new and efficient methodology for olefin epoxidation catalyzed by supported cobalt nanoparticles". supporting information. p. 519 - 526. Retrieved 2021/03/31.