3,7-Dimethyl-2,6-octadien-1-ol

Base Information

• Chemical Name: 3,7-Dimethyl-2,6-octadien-1-ol
• CAS No.: 624-15-7
• Molecular Formula: C10H18O
• Molecular Weight: 154.252
• European Community (EC) Number: 210-831-2,269-750-6
• DSSTox Substance ID: DTXSID7041380
• Wikidata: Q27109834
• Mol file: 624-15-7.mol

Synonyms:3,7-Dimethyl-2,6-octadien-1-ol;3,7-dimethylocta-2,6-dien-1-ol;Citrol;68311-14-8;3,7-Dimethyl-2,6-octadienol;1-Octanol, 3,7-dimethyl-, tetradehydro deriv.;Geraniol,(S);Spectrum_000401;3,7 - dimethyl - 2,6 - octadien - 1 - ol;Spectrum2_000784;Spectrum3_001450;Spectrum4_000441;NCIStruc1_000041;NCIStruc2_000251;KBioGR_000822;KBioSS_000881;DivK1c_000193;SPBio_000888;DTXSID7041380;KBio1_000193;KBio2_000881;KBio2_003449;KBio2_006017;KBio3_002419;NINDS_000193;AKOS025243504;SMP1_000212;NCI60_042058;FT-0623941;FT-0626650

Chemical Property of 3,7-Dimethyl-2,6-octadien-1-ol

Chemical Property:

• Vapor Pressure: ~0.2 mm Hg ( 20 °C)
• Melting Point: -15oC
• Refractive Index: n20/D 1.474(lit.)
• Boiling Point: 229.5°Cat760mmHg
• PKA: 14.70±0.10(Predicted)
• Flash Point: 76.7°C
• PSA: 20.23000
• Density: 0.866g/cm³
• LogP: 2.67140
• Storage Temp.: 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 154.135765193
• Heavy Atom Count: 11
• Complexity: 150

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCCC(=CCO)C)C
• Description: Geraniol is one of the allergens of Ylang-Ylang (Cananga odorata). It is contained in the "fragrance mi x".

Technology Process of 3,7-Dimethyl-2,6-octadien-1-ol

There total 28 articles about 3,7-Dimethyl-2,6-octadien-1-ol 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: 99.0%

(E/Z)-3,7-dimethyl-2,6-octadienal (5392-40-5,96680-15-8) → geraniol (624-15-7)

Guidance literature:

With formic acid; C₁₉H₂₅ClF₃IrN₂O₂S; triethylamine; In ethyl acetate; at 23 ℃; Solvent; Reagent/catalyst;

Reference yield: 96.0%

geraniol tert-butyldimethylsilyl ether (80873-81-0) → geraniol (624-15-7)

Guidance literature:

With hafnium tetrakis(trifluoromethanesulfonate); In methanol; at 20 ℃; for 1h;

DOI:10.1055/s-0037-1610307

Reference yield: 95.0%

Neryl-tetrahydropyranyl-aether (59632-99-4,70473-31-3,79577-52-9) → geraniol (624-15-7)

Guidance literature:

With methanol; boron trichloride; In neat (no solvent); at 20 ℃; for 0.0666667h; Green chemistry;

DOI:10.13005/ojc/330260

upstream raw materials:

(E/Z)-3,7-dimethyl-2,6-octadienal

ethyl 3,7-dimethyl-2,6-octadienoate

methanol

6-Methyl-hept-5-en-2-on

Downstream raw materials:

geranyl chloride

diphenylcyclopropenone

3,7-dimethylocta-2,6-dien-1-yl methyl carbonate

dihydromyrcene

Refernces

• 1、 Weber, Stefan,Iebed, Dina,Glatz, Mathias,Kirchner, Karl. "Reduction of carbonyl compounds via hydrosilylation catalyzed by well-defined PNP-Mn(I) hydride complexes". . p. 635 - 639. Retrieved 2021/06/17.
• 2、 Hou, Pan,Ma, Mingwei,Zhang, Peng,Cao, Jingjie,Liu, Hui,Xu, Xingliang,Yue, Huijuan,Tian, Ge,Feng, Shouhua. "Catalytic transfer hydrogenation of furfural to furfuryl alcohol using easy-to-separate core-shell magnetic zirconium hydroxide". . p. 2715 - 2722. Retrieved 2021/02/16.