5-Methyl-2-(1-methylethenyl)-4-hexen-1-ol acetate

Base Information

• Chemical Name: 5-Methyl-2-(1-methylethenyl)-4-hexen-1-ol acetate
• CAS No.: 20777-39-3
• Deprecated CAS: 22658-96-4
• Molecular Formula: C₁₂H₂₀O₂
• Molecular Weight: 196.29
• Hs Code.: 2915390090
• European Community (EC) Number: 244-026-2
• DSSTox Substance ID: DTXSID6051932
• Nikkaji Number: J108.012A
• Wikidata: Q105035389
• Mol file: 20777-39-3.mol

Synonyms:20777-39-3;(-)-Lavandulyl acetate;[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl] acetate;5-Methyl-2-(1-methylethenyl)-4-hexen-1-ol acetate;(R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl acetate;4-Hexen-1-ol, 5-methyl-2-(1-methylethenyl)-, 1-acetate, (2R)-;SCHEMBL1302324;DTXSID6051932;(R)-Lavandulyl acetate;(-)-(R)-Lavandulyl acetate;HYNGAVZPWWXQIU-LBPRGKRZSA-N;AKOS006274916;HY-117419;CS-0065932;NS00084644;J-016169;(R)-5-methyl-2-(prop-1-en-2-yl)hex-4-enyl acetate

Chemical Property of 5-Methyl-2-(1-methylethenyl)-4-hexen-1-ol acetate

Chemical Property:

• Refractive Index: n20/D 1.459(lit.)
• Boiling Point: 232-234 °C(lit.)
• Flash Point: 194 °F
• PSA: 26.30000
• Density: 0.947 g/mL at 20 °C(lit.)
• LogP: 3.09810
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 196.146329876
• Heavy Atom Count: 14
• Complexity: 235

Purity/Quality:

99% ^*data from raw suppliers

1,5-DIMETHYL-1-VINYL-4-HEXENYLCETATE 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

Useful:

• Canonical SMILES: CC(=CCC(COC(=O)C)C(=C)C)C
• Isomeric SMILES: CC(=CC[C@@H](COC(=O)C)C(=C)C)C

Technology Process of 5-Methyl-2-(1-methylethenyl)-4-hexen-1-ol acetate

There total 8 articles about 5-Methyl-2-(1-methylethenyl)-4-hexen-1-ol 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: 88.0%

(R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-ol (498-16-8,21090-68-6) + acetic anhydride (108-24-7) → (-)-(R)-lavanduyl acetate (20777-39-3,50373-59-6)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 ℃;

DOI:10.1021/jf304065d

Reference yield:

C12H22O3 (1345866-27-4) → C12H20O2 (1327155-04-3) + (-)-(R)-lavanduyl acetate (20777-39-3,50373-59-6)

Guidance literature:

With thionyl chloride; triethylamine; at 25 ℃; for 3h;

DOI:10.1016/j.tetlet.2011.06.072

Reference yield:

vinyl acetate (108-05-4,9003-20-7) + (+/-)-lavandulol (58461-27-1,21090-68-6) → (R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-ol (498-16-8,21090-68-6) + (-)-(R)-lavanduyl acetate (20777-39-3,50373-59-6) + (2S)-5-methyl-2-(prop-1-en-2-yl)hex-4-enyl acetate (144831-70-9,50373-59-6)

Guidance literature:

With Porcine Pancreas Lipase; In hexane; at 20 ℃; for 3h; Title compound not separated from byproducts; Enzymatic reaction;

DOI:10.1016/j.tetasy.2004.06.015

upstream raw materials:

vinyl acetate

(+/-)-lavandulol

lavandulyl acetate

(R)-2-isopropenyl-5-methyl-hexane-1,5-diol

Downstream raw materials:

(R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-ol

(R)-(+)-Tetrahydrolavandulol

((2E,4E)-(R)-6-Isopropyl-3,9-dimethyl-deca-2,4-dienyl)-triphenyl-phosphonium; bromide

((2E,4E)-(S)-6-Isopropenyl-3,9-dimethyl-deca-2,4,8-trienyl)-triphenyl-phosphonium; bromide