3-Ethyl-3-hexanol

Base Information

• Chemical Name: 3-Ethyl-3-hexanol
• CAS No.: 597-76-2
• Molecular Formula: C8H18O
• Molecular Weight: 130.23
• European Community (EC) Number: 209-908-3
• NSC Number: 28044
• UNII: TP5DX5CP9C
• DSSTox Substance ID: DTXSID60208409
• Nikkaji Number: J96.519G
• Wikidata: Q83082529
• Mol file: 597-76-2.mol

Synonyms:3-Ethyl-3-hexanol;597-76-2;3-Ethylhexan-3-ol;3-Hexanol, 3-ethyl-;1,1-Diethyl-1-butanol;TP5DX5CP9C;EINECS 209-908-3;NSC-28044;NSC28044;1,1-Diethylbutanol;3-ethyl-hexan-3-ol;UNII-TP5DX5CP9C;SCHEMBL191751;DTXSID60208409;MFCD00039616;NSC 28044;AKOS009158809;FT-0632485

Chemical Property of 3-Ethyl-3-hexanol

Chemical Property:

• Vapor Pressure: 0.854mmHg at 25°C
• Melting Point: -61.15°C (estimate)
• Refractive Index: 1.427
• Boiling Point: 160 °C at 760 mmHg
• PKA: 15.38±0.29(Predicted)
• Flash Point: 60.6 °C
• PSA: 20.23000
• Density: 0.823 g/cm³
• LogP: 2.33760
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 130.135765193
• Heavy Atom Count: 9
• Complexity: 65

Purity/Quality:

99% ^*data from raw suppliers

3-Ethyl-3-hexanol ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(CC)(CC)O
• Uses: 3-Ethyl-3-hexanol is a flavor component of muscadine grape and wines.

Technology Process of 3-Ethyl-3-hexanol

There total 21 articles about 3-Ethyl-3-hexanol 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: 55.0%

ethylmagnesium bromide (925-90-6) + triisopropoxytitaniumbutyrate → 3-ethyl-3-hexanol (597-76-2) + 1-propyl-1-cyclopropanol (40122-38-1)

Guidance literature:

In diethyl ether; at -78 - -20 ℃;

Reference yield:

diethyl ether (60-29-7,927820-24-4) + butyric acid silicic acid-anhydride (994-52-5) + ethylmagnesium bromide (925-90-6) → 3-ethyl-3-hexanol (597-76-2) + n-hexan-3-one (589-38-8)

Guidance literature:

DOI:10.1021/jo01096a036

Reference yield:

propyl cyanide (109-74-0) + diethyl ether (60-29-7,927820-24-4) + ethylmagnesium bromide (925-90-6) → 3-ethyl-3-hexanol (597-76-2) + n-hexan-3-one (589-38-8)

Guidance literature:

upstream raw materials:

ethylmagnesium iodide

butyric acid pin-2-en-10-yl ester

propyl cyanide

ethylmagnesium bromide

Downstream raw materials:

3-hexene, 3-ethyl-

3-ethyl-2-hexene

n-hexan-3-one

acetic acid

Refernces

• 1、 Suzuki, Noriyuki,Rousset, Christophe J.,Aoyagi, Koichiro,Kotora, Martin,Takahashi, Tamotsu,et al.. "Highly regioselective reaction of zirconocene-alkene complexes with aldehydes or ketones". . p. 117 - 128. Retrieved 2007/10/02.
• 2、 Lipshutz, Bruce H.,Wilhelm, Robert S.,Kozlowski, Joseph A.,Parker, David. "Substitution Reactions of Secondary Halides and Epoxides with Higher Order, Mixed Organocuprates, R2Cu(CN)Li2: Synthetic, Stereochemical, and Mechanistic Aspects". . p. 3928 - 3938. Retrieved 2007/10/02.