3,3-Dimethyl-2-butanol

Base Information

• Chemical Name: 3,3-Dimethyl-2-butanol
• CAS No.: 464-07-3
• Deprecated CAS: 20281-91-8
• Molecular Formula: C₆H₁₄O
• Molecular Weight: 102.177
• Hs Code.: 29051910
• European Community (EC) Number: 207-347-9,838-555-3
• NSC Number: 939
• UNII: 5BV6T1107J
• DSSTox Substance ID: DTXSID10861947
• Nikkaji Number: J5.883A
• Wikipedia: Pinacolyl_alcohol
• Wikidata: Q4026741
• ChEMBL ID: CHEMBL457417
• Mol file: 464-07-3.mol

Synonyms:3,3-dimethyl-2-butanol;pinacolyl alcohol

Chemical Property of 3,3-Dimethyl-2-butanol

Chemical Property:

• Appearance/Colour: Clear colourless liquid
• Vapor Pressure: 8.47mmHg at 25°C
• Melting Point: 4.8 °C(lit.)
• Refractive Index: n20/D 1.415(lit.)
• Boiling Point: 119-121 °C(lit.)
• PKA: 15.31±0.20(Predicted)
• Flash Point: 28.9°C
• PSA: 20.23000
• Density: 0.814g/cm³
• LogP: 1.41330
• Water Solubility.: Soluble inethanol, diethyl ether, water (25 g/L).
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 102.104465066
• Heavy Atom Count: 7
• Complexity: 51.7

Purity/Quality:

99%, ^*data from raw suppliers

3,3-Dimethyl-2-butanol 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:Flammable.
• Hazard Codes: R10:Flammable.
• Statements: 10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Alcohols (
• Canonical SMILES: CC(C(C)(C)C)O
• Uses: 3,3-Dimethyl-2-butanol was used in conversion of ribose- and glucose-binding proteins into receptors for pinacolyl methyl phosphonic acid.

Technology Process of 3,3-Dimethyl-2-butanol

There total 64 articles about 3,3-Dimethyl-2-butanol 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: 100.0%

3,3-dimethyl-butan-2-one (75-97-8) → 3,3-dimethyl-2-butanol (464-07-3,20281-91-8)

Guidance literature:

With potassium tert-butylate; hydrogen; [RuCl₂(Ph₂PCH₂CH₂NH₂)₂]; at 20 ℃; for 12h; under 2280 Torr;

DOI:10.1002/adsc.200404274

Reference yield: 74.0%

1-(methyldiphenylsilyl)-3,3-dimethyl-2-butanol (120951-17-9) → 3,3-dimethyl-2-butanol (464-07-3,20281-91-8)

Guidance literature:

With potassium tert-butylate; In water; dimethyl sulfoxide; for 48h; Ambient temperature;

DOI:10.1016/S0040-4020(01)86636-9

Reference yield: 67.0%

3,3-dimethyl-butan-2-one (75-97-8) → 3,3-dimethyl-2-butanol (464-07-3,20281-91-8) + (E)-1,2-dimethyl-1,2-di-tert-butylethene (54290-40-3)

Guidance literature:

With titanium tetrachloride; zinc; In tetrahydrofuran; at 65 ℃; for 48h;

upstream raw materials:

trimethyloxirane

n-butyl magnesium bromide

3,3-dimethyl-butan-2-one

diethyl ether

Downstream raw materials:

2,3-Dimethyl-2-butene

tert-butylethylene

2,3-Dimethyl-1-butene

2,3-dimethyl-2-butylamine

Refernces

• 1、 Titze, Marvin,Heitk?mper, Juliane,Junge, Thorsten,K?stner, Johannes,Peters, René. "Highly Active Cooperative Lewis Acid—Ammonium Salt Catalyst for the Enantioselective Hydroboration of Ketones". supporting information. p. 5544 - 5553. Retrieved 2021/02/05.
• 2、 Liu, Xin,Longwitz, Lars,Spiegelberg, Brian,T?njes, Jan,Beweries, Torsten,Werner, Thomas. "Erbium-Catalyzed Regioselective Isomerization-Cobalt-Catalyzed Transfer Hydrogenation Sequence for the Synthesis of Anti-Markovnikov Alcohols from Epoxides under Mild Conditions". . p. 13659 - 13667. Retrieved 2020/11/30.