6-Chloro-3,7-dimethyl-2,7-octadienyl acetate

Base Information

• Chemical Name: 6-Chloro-3,7-dimethyl-2,7-octadienyl acetate
• CAS No.: 74514-19-5
• Molecular Formula: C12H19ClO2
• Molecular Weight: 230.735
• DSSTox Substance ID: DTXSID101345775
• Nikkaji Number: J354.515F,J444.569D
• Mol file: 74514-19-5.mol

Synonyms:6-chloro-3,7-dimethyl-2,7-octadienyl acetate;74514-19-5;SCHEMBL7923664;DTXSID101345775;6-Chloro-3,7-dimethyl-2,7-octadienyl=acetate;(6E)-3-Chloro-2,6-dimethyl-8-acetoxy-1,6-octadiene;(2E)-6-Chloro-3,7-dimethyl-2,7-octadien-1-yl acetate

Chemical Property of 6-Chloro-3,7-dimethyl-2,7-octadienyl acetate

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 230.1073575
• Heavy Atom Count: 15
• Complexity: 256

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=C)C(CCC(=CCOC(=O)C)C)Cl
• Isomeric SMILES: CC(=C)C(CC/C(=C/COC(=O)C)/C)Cl

Technology Process of 6-Chloro-3,7-dimethyl-2,7-octadienyl acetate

There total 1 articles about 6-Chloro-3,7-dimethyl-2,7-octadienyl acetate 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: 33.0%

3,7-dimethyl-2E,6-octadien-1-yl acetate (105-87-3,8022-83-1) → (E)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-enyl acetate (37715-31-4) + (2E)-6-chloro-3,7-dimethyl-2,7-octadienyl acetate (74514-19-5)

Guidance literature:

With tetrabutyl-ammonium chloride; water; bis-[(trifluoroacetoxy)iodo]benzene; In dichloromethane; at 25 ℃; for 0.166667h;

DOI:10.1002/adsc.202100234

Reference yield: 90.0%

(2E)-6-chloro-3,7-dimethyl-2,7-octadienyl acetate (74514-19-5) → (2E,6E)-3,7-dimethyl-8-oxoocta-2,6-dien-1-yl acetate (37905-02-5) + (Z)-8-acetoxy-2,6-dimethyl-2,6-octadienal

Guidance literature:

With N-ethylmorpholine N-oxide; lithium iodide; In N,N-dimethyl-formamide; Yields of byproduct given; r.t., 1 h, 50 deg C, 4 h;

DOI:10.1246/bcsj.59.3287

Reference yield: 85.2%

CuBr*(CH3)2 S + (2E)-6-chloro-3,7-dimethyl-2,7-octadienyl acetate (74514-19-5) + 1-chloro-3,7-dimethylocta-2,6-diene (5389-87-7) → 3,7,11,15-tetramethylhexadeca-2(E),6,10(E)-trien-1-yl acetate (133953-79-4)

Guidance literature:

In tetrahydrofuran;

upstream raw materials:

3,7-dimethyl-2E,6-octadien-1-yl acetate

Downstream raw materials:

(2E,6E)-3,7-dimethyl-8-oxoocta-2,6-dien-1-yl acetate

1-vinyl-1,3-dimethyl-4-chlorocyclohex-3-ene

1-vinyl-1,3-dimethyl-4-chlorocyclohex-2-ene

(+/-)-α-cyclogeraniol