2,4-Dimethyl-3-pentanol

Base Information

• Chemical Name: 2,4-Dimethyl-3-pentanol
• CAS No.: 600-36-2
• Molecular Formula: C7H16O
• Molecular Weight: 116.203
• Hs Code.: 29051990
• European Community (EC) Number: 209-993-7
• NSC Number: 8696
• UNII: N54K81P01F
• DSSTox Substance ID: DTXSID9022075
• Nikkaji Number: J95.491H
• Wikidata: Q27284566
• Metabolomics Workbench ID: 127591
• ChEMBL ID: CHEMBL2260956
• Mol file: 600-36-2.mol

Synonyms:2,4-DIMETHYL-3-PENTANOL;600-36-2;2,4-Dimethylpentan-3-ol;Diisopropylcarbinol;Diisopropylmethanol;3-Pentanol, 2,4-dimethyl-;2,4-Dimethyl-3-hydroxypentane;NSC 8696;EINECS 209-993-7;UNII-N54K81P01F;N54K81P01F;NSC-8696;Di-iso-propylcarbinol;NSC8696;2.4-Dimethyl-3-pentanol;2,4-dimethyl-pentan-3-ol;SCHEMBL21031;DIISOPROPYLMETHYL ALCOHOL;QSPL 066;CHEMBL2260956;DTXSID9022075;US9688669, Example 28;BDBM174161;2,4-Dimethyl-3-pentanol, 99%;MFCD00008921;AKOS009158651;2,4-DIMETHYL-3-PENTYL ALCOHOL;LS-101882;CS-0224337;D2387;FT-0625009;EN300-118967;F71272;A832583;W-105283;Q27284566

Chemical Property of 2,4-Dimethyl-3-pentanol

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 2.78mmHg at 25°C
• Melting Point: -70 °C
• Refractive Index: 1.425
• Boiling Point: 138.7 °C at 760 mmHg
• PKA: 15.04±0.20(Predicted)
• Flash Point: 37.2 °C
• PSA: 20.23000
• Density: 0.814 g/cm³
• LogP: 1.65930
• Water Solubility.: 32.4 g/L (20 ºC)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 116.120115130
• Heavy Atom Count: 8
• Complexity: 49.4

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,4-Dimethyl-3-pentanol >99.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 10-22-37/38-41
• Safety Statements: 16-26-39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Solvents -> Alcohols (
• Canonical SMILES: CC(C)C(C(C)C)O
• Description: 2,4-Dimethyl-3-pentanol is an organic compound which contains seven carbon atoms, sixteen hydrogen atoms, and one oxygen atom. The structure of 2,4-Dimethyl-3-pentanol consists of a pentanol backbone (a five-carbon chain with an alcohol functional group) with two methyl (CH3) groups attached at positions 2 and 4.
• Uses and Mechanism of Action: 2,4-Dimethyl-3-Pentanol is primarily utilized as a reductant in various catalytic processes, including Mo-catalyzed deoxygenation of epoxides to alkenes and Rhenium-catalyzed deoxydehydration of renewable biomass. In these catalytic reactions, 2,4-Dimethyl-3-pentanol acts as a sacrificial alcohol reductant, providing hydrogen atoms for the reduction of reactants, such as epoxides or vicinal diols, to yield desired products, such as alkenes.

Technology Process of 2,4-Dimethyl-3-pentanol

There total 62 articles about 2,4-Dimethyl-3-pentanol 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: 97.0%

2,4-dimethylpentan-3-one (565-80-0) → 2,4-dimethyl-3-pentanol (600-36-2)

Guidance literature:

With C₂₈H₃₅ClCoN₅⁽¹⁺⁾*Cl^(1-); hydrogen; potassium hydroxide; In tetrahydrofuran; at 20 ℃; for 16h; under 22502.3 Torr; Autoclave;

DOI:10.1016/j.chempr.2019.03.010

Reference yield: 31.0%

isopropylmagnesium chloride (1068-55-9) + 2,4-dimethylpentan-3-one (565-80-0) → 2,4-dimethyl-3-pentanol (600-36-2) + 3-isopropyl-2,4-dimethylpentan-3-ol (51200-83-0)

Guidance literature:

With cerium(III) chloride; In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1021/ja00194a037

Reference yield: 25.0%

2,4-dimethylpentan-3-one (565-80-0) → 2,4-dimethyl-3-pentanol (600-36-2) + 2,4-dimethyl-2-pentene (625-65-0)

Guidance literature:

With isopropyl alcohol; magnesium oxide; at 199.9 ℃; Yields of byproduct given;

upstream raw materials:

2-methyl-1,2-epoxypropane

isopropylmagnesium bromide

2-hydroxy-2-isopropyl-3-methyl-butyronitrile

n-propylmagnesium bromide

Downstream raw materials:

2,4-dimethyl-2-pentene

C₁₅H₁₉NO₆

2,4-dimethylpent-3-ylamine

2,3-dimethyl-pent-2-ene

Refernces

• 1、 Frey,Marshall. "". . p. 3052. Retrieved 1962.
• 2、 Zhong, Rui,Wei, Zeyuan,Zhang, Wei,Liu, Shun,Liu, Qiang. "A Practical and Stereoselective In Situ NHC-Cobalt Catalytic System for Hydrogenation of Ketones and Aldehydes". supporting information. p. 1552 - 1566. Retrieved 2019/06/14.
• 3、 Mikhael, Myriam,Adler, Sophia A.,Wengryniuk, Sarah E.. "Chemoselective Oxidation of Equatorial Alcohols with N-Ligated λ3-Iodanes". supporting information. p. 5889 - 5893. Retrieved 2019/08/26.