methyl (E)-2-(2-hydroxypropan-2-yl)-5-methylhex-3-enoate

Base Information

• Chemical Name: methyl (E)-2-(2-hydroxypropan-2-yl)-5-methylhex-3-enoate
• CAS No.: 98875-57-1
• Deprecated CAS: 97411-30-8
• Molecular Formula: C₁₁H₂₀O₃
• Molecular Weight: 200.278
• Mol file: 98875-57-1.mol

Synonyms:methyl (E)-2-(2-hydroxypropan-2-yl)-5-methylhex-3-enoate;3-Hexenoic acid, 2-(1-hydroxy-1-methylethyl)-5-methyl-, methyl ester, (E)-;98875-57-1

Chemical Property of methyl (E)-2-(2-hydroxypropan-2-yl)-5-methylhex-3-enoate

Chemical Property:

• Vapor Pressure: 0.000583mmHg at 25°C
• Boiling Point: 276.8°C at 760 mmHg
• Flash Point: 105.8°C
• Density: 0.974g/cm³
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 200.14124450
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C=CC(C(=O)OC)C(C)(C)O
• Isomeric SMILES: CC(C)/C=C/C(C(=O)OC)C(C)(C)O

Technology Process of methyl (E)-2-(2-hydroxypropan-2-yl)-5-methylhex-3-enoate

There total 6 articles about methyl (E)-2-(2-hydroxypropan-2-yl)-5-methylhex-3-enoate 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:

(E)-3-methoxycarbonyl-2,6-dimethylhepta-1,4-diene (98875-56-0) → methyl (dl)-trans-chrysanthemate (5460-63-9,15543-70-1,17779-27-0,22467-82-9,24141-52-4,26770-96-7,27335-32-6,55700-72-6,55701-01-4) + methyl trans-5-methyl-2-(2-hydroxypropan-2-yl)hex-3-enoate (98875-57-1) + methyl trans-5-methyl-2-propan-2-ylidenehex-3-enoate (61263-92-1)

Guidance literature:

With sulfuric acid; In hexane; for 6h; Product distribution; Mechanism; Ambient temperature; rearranged, different temperatures, times and solvents;

Reference yield:

methyl (dl)-trans-chrysanthemate (5460-63-9,15543-70-1,17779-27-0,22467-82-9,24141-52-4,26770-96-7,27335-32-6,55700-72-6,55701-01-4) → (E)-3-methoxycarbonyl-2,6-dimethylhepta-1,4-diene (98875-56-0) + methyl trans-5-methylhex-3-enoate (82528-56-1) + methyl trans-5-methyl-2-(2-hydroxypropan-2-yl)hex-3-enoate (98875-57-1) + methyl trans-5-methyl-2-propan-2-ylidenehex-3-enoate (61263-92-1)

Guidance literature:

With sulfuric acid; In hexane; for 117h; Product distribution; Mechanism; Ambient temperature; rearranged, different temperatures, times and solvents;

Reference yield:

(E)-methyl 5-methyl-2-hexenoate (75513-56-3) → methyl trans-5-methyl-2-(2-hydroxypropan-2-yl)hex-3-enoate (98875-57-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 230 mg / lithium bis(trimethylsilyl)amide (LBTMSA), hexamethylphosphoramide / tetrahydrofuran / 1.) -78 deg C, 2.) -25 deg C, 45 min

2: 1.) lithium bis(trimethylsilyl)amide (LBTMSA), hexamethylphosphoramide / 1.) tetrahydrofuran, -78 deg C, 1h, 2.) tetrahydrofuran, -78 deg C, 15 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane; In tetrahydrofuran;

upstream raw materials:

(E)-3-methoxycarbonyl-2,6-dimethylhepta-1,4-diene

methyl (dl)-trans-chrysanthemate

methyl trans-5-methylhex-3-enoate

acetone

Downstream raw materials:

(E)-3-methoxycarbonyl-2,6-dimethylhepta-1,4-diene

methyl (dl)-trans-chrysanthemate

methyl trans-5-methyl-2-propan-2-ylidenehex-3-enoate