(E)-Myroxide

Base Information

• Chemical Name: (E)-Myroxide
• CAS No.: 28977-57-3
• Molecular Formula: C10H16O
• European Community (EC) Number: 273-870-4
• UNII: X9NWB0464E
• DSSTox Substance ID: DTXSID801321403
• Nikkaji Number: J631.676J,J631.677H,J27.160H
• Wikidata: Q27890447
• Mol file: 28977-57-3.mol

Synonyms:(E)-Myroxide;Myroxide;(E)-beta-Ocimene epoxide;X9NWB0464E;28977-57-3;UNII-X9NWB0464E;(E)-.beta.-Ocimene epoxide;beta-Ocimene epoxide, (E)-;2,2-DIMETHYL-3-(3-METHYL-2,4-PENTADIENYL)-OXIRANE;1,3-Octadiene, 6,7-epoxy-3,7-dimethyl-, (E);69103-20-4;Oxirane, 2,2-dimethyl-3-((2E)-3-methyl-2,4-pentadien-1-yl)-;6,7-Epoxy-3,7-dimethyl-1,3-octadiene;cis-Epoxyocimene;2,2-dimethyl-3-(3-methyl-2,4-pentadienyl)oxirane;Oxirano, 2,2-dimetil-3-(3-metil-2,4-pentadien-1-il)-;2,2 - dimethyl - 3 - (3 - methylpenta - 2,4 - dienyl) oxirane;SCHEMBL1472146;2,2-dimethyl-3-[(2E)-3-methylpenta-2,4-dienyl]oxirane;LIMXJCIGROLRED-SOFGYWHQSA-N;DTXSID801321403;.BETA.-OCIMENE EPOXIDE, (E)-;2,2-Dimethyl-3(3-methyl-2,4-pentadienyl)-oxirane;Q27890447;(E)-2,2-Dimethyl-3-(3-methylpenta-2,4-dien-1-yl)oxirane;Oxirane, 2,2-dimethyl-3-(3-methyl-2,4-pentadienyl)-, (E)-;Oxirane, 2,2-dimethyl-3-[(2E)-3-methyl-2,4-pentadienyl]

Chemical Property of (E)-Myroxide

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 189

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCC1C(O1)(C)C)C=C
• Isomeric SMILES: C/C(=C\CC1C(O1)(C)C)/C=C

Technology Process of (E)-Myroxide

There total 4 articles about (E)-Myroxide 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: 56.0%

3,7-Dimethyl-octa-1,3,6-trien (13877-91-3,1856-63-9) → C10H16O2 (1262225-79-5) + (E)-myroxide (28977-57-3,69103-20-4)

Guidance literature:

3,7-Dimethyl-octa-1,3,6-trien; With N-Bromosuccinimide; dimethyl sulfoxide; at 10 ℃; for 0.5h; Inert atmosphere;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.10.068

Reference yield: 20.0%

3,7-Dimethyl-octa-1,3,6-trien (13877-91-3,1856-63-9) → (Z)-myroxide (69103-20-4) + 2-methyl-3-(3-methyl-but-2-enyl)-2-vinyl-oxirane + (E)-myroxide (28977-57-3,69103-20-4)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 1h; Title compound not separated from byproducts;

DOI:10.1021/jo991407t

Reference yield:

trans ocimene (3779-61-1,1856-63-9) → (E)-myroxide (28977-57-3,69103-20-4)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 0.0833333h;

DOI:10.1021/ol035380i

upstream raw materials:

3,7-Dimethyl-octa-1,3,6-trien

trans ocimene