Lavandulol

Base Information

• Chemical Name: Lavandulol
• CAS No.: 498-16-8
• Deprecated CAS: 21090-68-6
• Molecular Formula: C10H18 O
• Molecular Weight: 154.252
• European Community (EC) Number: 610-483-5
• UNII: T2QB7QHN63
• DSSTox Substance ID: DTXSID001017547
• Nikkaji Number: J15.209I
• Wikipedia: Lavandulol
• Wikidata: Q56459843
• Metabolomics Workbench ID: 28018
• Mol file: 498-16-8.mol

Synonyms:2-isopropenyl-5-methyl-4-hexen-1-ol;4-hexen-1-ol, 5-methyl-2-(1-methylethenyl)-;5-methyl-2-(1-methylethenyl)-4-hexen-1-ol;lavandulol

Chemical Property of Lavandulol

Chemical Property:

• Vapor Pressure: 0.0127mmHg at 25°C
• Boiling Point: 230.2°Cat760mmHg
• PKA: 14.81±0.10(Predicted)
• Flash Point: 88.3°C
• PSA: 20.23000
• Density: 0.857g/cm³
• LogP: 2.52730
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 154.135765193
• Heavy Atom Count: 11
• Complexity: 152

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Lavandulol

There total 45 articles about Lavandulol 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: 98.0%

(R)-2-Isopropenyl-5-methyl-hex-4-enoic acid (3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester (170710-33-5) → (R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-ol (498-16-8,21090-68-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 4h; Ambient temperature;

DOI:10.1021/jo00129a030

Reference yield: 90.0%

(2S,3R)-6-methyl-3-(prop-1-en-2-yl)hept-5-ene-1,2-diol → (R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-ol (498-16-8,21090-68-6)

Guidance literature:

(2S,3R)-6-methyl-3-(prop-1-en-2-yl)hept-5-ene-1,2-diol; With sodium periodate; In dichloromethane; at 20 ℃; for 1h;

With sodium tetrahydroborate; In methanol; at 0 ℃; for 1h;

DOI:10.1002/ejoc.201300520

Reference yield: 85.0%

2-Isopropenyl-5-methyl-hex-4-enoic acid (3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester → (R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-ol (498-16-8,21090-68-6)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1055/s-1998-1960

upstream raw materials:

(-)-(R)-lavanduyl acetate

(4R,5S)-1,5-dimethyl-4-phenyl-3-<2'-(1-propen-2-yl)-5'-methyl-4'-hexenoyl>imidazolidin-2-one

(4S,5R)-1,5-dimethyl-4-phenyl-3-<2'-(1-propen-2-yl)-5'-methyl-4'-hexenoyl>imidazolidin-2-one

(2R)-Benzoesaeure(2-isopropenyl-5-methyl-4-hexenyl)ester

Downstream raw materials:

lavandulyl acetate

(R)-lavandulyl 3-methyl-3-butenoate

1,3-Dicyclohexylurea

(-)-(R)-lavanduyl acetate

Refernces

• 1、 Takada, Yuki,Caner, Joaquim,Kaliyamoorthy, Selvam,Naka, Hiroshi,Saito, Susumu. "Photocatalytic Transfer Hydrogenolysis of Allylic Alcohols on Pd/TiO2: A Shortcut to (S)-(+)-Lavandulol". supporting information. p. 18025 - 18032. Retrieved 2017/12/08.
• 2、 -. "METHOD OF MONITORING AND/OR CONTROLLING THYSANOPTERA". Page/Page column 35-36. . Retrieved 2014/05/24.