Yomogi alcohol

Base Information

• Chemical Name: Yomogi alcohol
• CAS No.: 26127-98-0
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.252
• European Community (EC) Number: 247-474-7
• UNII: WQW4TYB2RH
• DSSTox Substance ID: DTXSID901317396
• Nikkaji Number: J17.239A,J591.436A
• Mol file: 26127-98-0.mol

Synonyms:Yomogi alcohol;26127-98-0;3,3,6-Trimethyl-1,4-heptadien-6-ol;(E)-2,5,5-Trimethylhepta-3,6-dien-2-ol;EINECS 247-474-7;yomogialkohol;SCHEMBL1064900;CSMMFGCGBLZIJE-BQYQJAHWSA-N;DTXSID901317396;30458-12-9;(3E)-2,5,5-trimethyl-hepta-3,6-dien-2-ol;(3E)-2,5,5-Trimethyl-3,6-heptadien-2-ol #

Chemical Property of Yomogi alcohol

Chemical Property:

• Vapor Pressure: 0.0356mmHg at 25°C
• Refractive Index: 1.463
• Boiling Point: 213.8 °C at 760 mmHg
• Flash Point: 78.2 °C
• PSA: 20.23000
• Density: 0.857 g/cm³
• LogP: 2.52570
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 154.135765193
• Heavy Atom Count: 11
• Complexity: 164

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Yomogi alcohol

There total 10 articles about Yomogi alcohol 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: 95.0%

methyl magnesium iodide (917-64-6) + (3E)-5,5-dimethyl-trans-3,6-heptadien-2-one (81731-53-5) → (E)-2,5,5-trimethyl-3,6-heptadien-2-ol (26127-98-0,30458-12-9,30573-00-3)

Guidance literature:

In diethyl ether;

DOI:10.1016/0022-328X(85)88107-9

Reference yield:

α-(1,1-dimethyl-2-propenyl)-2-methyl-1,3-dioxolane-2-ethanol (63305-89-5) → (E)-2,5,5-trimethyl-3,6-heptadien-2-ol (26127-98-0,30458-12-9,30573-00-3)

Guidance literature:

Multistep reaction; (i) polyphosphoric acid, (ii) MeMgI;

DOI:10.1021/ja00451a061

Reference yield:

prenyl bromide (870-63-3) → (E)-2,5,5-trimethyl-3,6-heptadien-2-ol (26127-98-0,30458-12-9,30573-00-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / CrCl₂ / dimethylformamide / 0.2 h / Ambient temperature

2: 84 percent / PPA / tetrahydrofuran / 1.) RT, 1 h, 2.) reflux, 3.5 h

3: 81 percent / diethyl ether / 0.5 h / Ambient temperature

With chromium dichloride; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1246/bcsj.55.561

upstream raw materials:

α-(1,1-dimethyl-2-propenyl)-2-methyl-1,3-dioxolane-2-ethanol

4,4-dimethyl-hexa-2t,5-dienoic acid methyl ester

methyl iodide

methyl magnesium iodide

Downstream raw materials:

Yomogi-dinitrobenzoat