1-Octanol,3,7-dimethyl-

Base Information

• Chemical Name: 1-Octanol,3,7-dimethyl-
• CAS No.: 106-21-8
• Deprecated CAS: 59204-02-3
• Molecular Formula: C₁₀H₂₂O
• Molecular Weight: 158.284
• Hs Code.: 29051990
• European Community (EC) Number: 203-374-5,215-593-3
• NSC Number: 18917
• UNII: DPY9K1927C
• DSSTox Substance ID: DTXSID5044360
• Nikkaji Number: J37.634E
• Wikidata: Q27276531
• RXCUI: 1601994
• Metabolomics Workbench ID: 46942
• ChEMBL ID: CHEMBL3181881
• Mol file: 106-21-8.mol

Synonyms:(?à)-3,7-Dimethyloctan-1-ol;2,6-Dimethyl-8-octanol; 3,7-Dimethyl-1-octanol; 3,7-Dimethyloctane-1-ol;Citronellol, dihydro-; Dihydrocitronellol; Geraniol tetrahydride; Geraniol,perhydro-; Geraniol, tetrahydro-; NSC 18917; Pelargol; Perhydrogeraniol;Tetrahydrogeraniol

Chemical Property of 1-Octanol,3,7-dimethyl-

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Vapor Pressure: 0.0386mmHg at 25°C
• Melting Point: -1.53°C (estimate)
• Refractive Index: n20/D 1.436(lit.)
• Boiling Point: 212.5°Cat760mmHg
• PKA: 15.13±0.10(Predicted)
• Flash Point: 95°C
• PSA: 20.23000
• Density: 0.824g/cm³
• LogP: 2.83120
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Insoluble in water
• Water Solubility.: 64mg/L at 20℃
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 158.167065321
• Heavy Atom Count: 11
• Complexity: 78.9

Purity/Quality:

98%, ^*data from raw suppliers

3,?7-?Dimethyl-?1-?octanol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CCCC(C)CCO
• Uses: 3,7-Dimethyl-1-octanol was employed as medium supplement in the anaerobic enrichment cultures of Pseudomonas citronellolis.2

Technology Process of 1-Octanol,3,7-dimethyl-

There total 103 articles about 1-Octanol,3,7-dimethyl- 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: 89.0%

(E/Z)-3,7-dimethyl-2,6-octadienal (5392-40-5,96680-15-8) → Citronellol (106-22-9) + tetrahydrogeraniol (106-21-8,59204-02-3) + menthol (15356-70-4)

Guidance literature:

With hydrogen; In tert-butyl alcohol; at 80 ℃; for 8h; under 1500.15 - 15001.5 Torr; diastereoselective reaction; Autoclave;

DOI:10.1002/chem.200801776

Reference yield: 87.0%

(E/Z)-3,7-dimethyl-2,6-octadienal (5392-40-5,96680-15-8) → Citronellol (106-22-9) + tetrahydrogeraniol (106-21-8,59204-02-3) + menthol (15356-70-4) + isopulegol (89-79-2,7786-67-6,18674-65-2,20549-46-6,21290-09-5,29141-10-4,50373-36-9,59905-53-2,59905-54-3,96612-21-4,104870-56-6,121468-66-4,122517-60-6,122517-61-7,144541-38-8)

Guidance literature:

With hydrogen; In tert-butyl alcohol; at 80 ℃; for 8h; under 7500.75 Torr; diastereoselective reaction; Autoclave;

DOI:10.1002/chem.200801776

Reference yield: 68.0%

(E/Z)-3,7-dimethyl-2,6-octadienal (5392-40-5,96680-15-8) → tetrahydrogeraniol (106-21-8,59204-02-3) + 3,7-dimethyl-1-octanal (60018-13-5,81738-03-6,124440-53-5,25795-46-4,5988-91-0) + menthol (15356-70-4) + isopulegol (89-79-2,7786-67-6,18674-65-2,20549-46-6,21290-09-5,29141-10-4,50373-36-9,59905-53-2,59905-54-3,96612-21-4,104870-56-6,121468-66-4,122517-60-6,122517-61-7,144541-38-8)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In tert-butyl alcohol; at 80 ℃; for 40h; under 1500.15 - 15001.5 Torr; diastereoselective reaction; Autoclave;

DOI:10.1002/chem.200801776

upstream raw materials:

(3,7-dimethyloctyl)amine

Citronellol

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

Geraniol

Downstream raw materials:

1-bromo-3,7-dimethyloctane

3,7-dimethyloctanoic acid

3,7-dimethyl-octanoic acid-(3,7-dimethyl-octyl ester)

3,7-dimethyl-oct-1-ene

Refernces

• 1、 Ueno, Masaharu,Suzuki, Toshie,Naito, Takeshi,Oyamada, Hidekazu,Kobayashi, Shu. "Development of microchannel reactors using polysilane-supported palladium catalytic systems in capillaries". . p. 1647 - 1649. Retrieved 2008.
• 2、 Martnez-Prieto, Luis Miguel,Ferry, Anglique,Lara, Patricia,Richter, Christian,Philippot, Karine,Glorius, Frank,Chaudret, Bruno. "New Route to Stabilize Ruthenium Nanoparticles with Non-Isolable Chiral N-Heterocyclic Carbenes". . p. 17495 - 17502. Retrieved 2015.
• 3、 Zhdankina, G. M.,Kozlova, L. M.,Kryshtal', G. V.,Litvin, E. F.,Serebryakov, E. P.,Yanovskaya, L. A.. "CATALYTIC HYDROGENATION OF THE ADDUCT OF CITRAL DIETHYL ACETAL WITH 2-METHOXY-PROPENE, AND THE SYNTHESIS OF 6,10-DIMETHYLUNDEC-3-EN-2-ONE". . p. 2590 - 2595. Retrieved 1987.
• 4、 Cheng, Haiyang,Liu, Ruixia,Hao, Jianmin,Wang, Qiang,Yu, Yancun,Cai, Shuxia,Zhao, Fengyu. "Transfer hydrogenation of citral to citronellol with Ru complexes in the mixed solvent of water and polyethylene glycol". . p. 763 - 766. Retrieved 2010.
• 5、 Natelson,Gottfried,Kornblau. "-". . p. 1484. Retrieved 1942.
• 6、 Salminen, Eero,Virtanen, Pasi,Kordás, Krisztián,Mikkola, Jyri-Pekka. "Alkaline modifiers as performance boosters in citral hydrogenation over supported ionic liquid catalysts (SILCAs)". . p. 126 - 131. Retrieved 2012.
• 7、 Zgolicz, Patricia D.,Rodríguez, Virginia I.,Vilella, Irene M.J.,De Miguel, Sergio R.,Scelza, Osvaldo A.. "Catalytic performance in selective hydrogenation of citral of bimetallic Pt-Sn catalysts supported on MgAl2O4 and γ-Al 2O3". . p. 208 - 217. Retrieved 2011.
• 8、 Odinokov, V. N.,Ishmuratov, G. Yu.,Kharisov, R. Ya.,Serebryakov, E. P.,Tolstikov, G. A.. "Synthesis of S-(+)-hydroprene". . p. 100 - 101. Retrieved 1993.
• 9、 Rühling, Andreas,Schaepe, Kira,Rakers, Lena,Vonh?ren, Benjamin,Tegeder, Patricia,Ravoo, Bart Jan,Glorius, Frank. "Modular Bidentate Hybrid NHC-Thioether Ligands for the Stabilization of Palladium Nanoparticles in Various Solvents". . p. 5856 - 5860. Retrieved 2016.
• 10、 Salkar, Rajesh A.,Minamikawa, Hiroyuki,Hato, Masakatsu. "Alkylglucosides with isoprenoid-type hydrophobic chains-effects of hydrophobic chain size on the aqueous phase behavior". . p. 65 - 75. Retrieved 2004.