3-Methyl-1,3-butanediol

Base Information

• Chemical Name: 3-Methyl-1,3-butanediol
• CAS No.: 2568-33-4
• Molecular Formula: C5H12O2
• Molecular Weight: 104.149
• Hs Code.: 29053995
• European Community (EC) Number: 459-270-7,607-773-9
• NSC Number: 62084
• UNII: 19NOL5474Q
• DSSTox Substance ID: DTXSID7075395
• Nikkaji Number: J208.726J
• Wikidata: Q27252123
• RXCUI: 1314276
• Mol file: 2568-33-4.mol

Synonyms:3-Methyl-1,3-butanediol;2568-33-4;3-methylbutane-1,3-diol;Isopentyldiol;1,3-Butanediol, 3-methyl-;2-Methyl-2,4-butanediol;2,4-dihydroxy-2-methylbutane;3-methyl-butane-1,3-diol;UNII-19NOL5474Q;19NOL5474Q;NSC-62084;3-hydroxy-3-methylbutanol;isoprene glycol;NSC62084;ISOPENTYL DIOL;3-methyl-1,3-butandiol;3-methylbutan-1,3-diol;2-methyl-butane-2,4-diol;3-methyl-1,3-butane diol;1,3-Butanediol,3-methyl-;ISOPENTYLDIOL [INCI];SCHEMBL45262;DTXSID7075395;XPFCZYUVICHKDS-UHFFFAOYSA-;MFCD00059655;NSC 62084;AKOS015841433;CS-W016637;DS-11323;FT-0616030;M0818;EN300-94631;3-Methyl-1,3-butanediol, >=97.0% (GC);E78167;J-016104;Q27252123;F0001-2530

Chemical Property of 3-Methyl-1,3-butanediol

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Vapor Pressure: 0.078mmHg at 25°C
• Melting Point: 50.86°C (estimate)
• Refractive Index: n20/D 1.442
• Boiling Point: 201 °C at 760 mmHg
• PKA: 14.90±0.29(Predicted)
• Flash Point: 91.3 °C
• PSA: 40.46000
• Density: 0.981 g/cm³
• LogP: 0.13970
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Completely miscible in water
• Water Solubility.: 1g/L at 20℃
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 104.083729621
• Heavy Atom Count: 7
• Complexity: 50

Purity/Quality:

3-Methyl-1,3-butanediol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(CCO)O
• Uses: 3-Methyl-1,3-butanediol is a useful compound in carbon oxygen coupling reactions.

Technology Process of 3-Methyl-1,3-butanediol

There total 43 articles about 3-Methyl-1,3-butanediol 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%

1,1-dimethyl-trimethylene carbonate (32368-09-5) → methanol (67-56-1) + 3-methyl-butane-1,3-diol (2568-33-4)

Guidance literature:

With C₂₃H₂₁MnN₂O₃P⁽¹⁺⁾*Br^(1-); potassium tert-butylate; hydrogen; In 1,4-dioxane; at 140 ℃; for 16h; under 37503.8 Torr; Autoclave;

DOI:10.1002/anie.201805630

Reference yield: 97.0%

1,1-dimethyl-trimethylene carbonate (32368-09-5) → 3-methyl-butane-1,3-diol (2568-33-4)

Guidance literature:

With [carbonylchlorohydrido{bis[2-(diphenylphosphinomethyl)ethyl]amino}ethylamino] ruthenium(II); potassium tert-butylate; hydrogen; In tetrahydrofuran; at 140 ℃; for 12h; under 38002.6 Torr; Autoclave;

Reference yield: 93.0%

3-{[tert-butyl(dimethyl)silyl]oxy}-3-methylbutan-1-ol → 3-methyl-butane-1,3-diol (2568-33-4)

Guidance literature:

With sodium tetrachloroaurate(III) dihydrate; In methanol; at 20 ℃; for 40h;

DOI:10.1055/s-0034-1379032

upstream raw materials:

4,4-dimethyl-1,3-dioxane

tetrachloromethane

1,3-dichloro-3-methylbutane

methyl magnesium iodide

Downstream raw materials:

2-methyl-1-buten-4-ol

2-methyl-3-buten-2-ol

3,3-dimethyl-allyl chloride

1.3-butanediol

Refernces

• 1、 Blomquist,Verdol. "-". . p. 78. Retrieved 1955.
• 2、 Ryabova, R. S.,Osipova, G. F.,Vinnik, M. I.. "KINETICS AND MECHANISM OF THE HYDRATION OF THE EQUILIBRIUM MIXTURE OF 3-METHYL-1-BUTEN-3-OL AND 3-METHYL-2-BUTEN-1-OL WITH ISOPRENE IN AQUEOUS SOLUTIONS OF SULFURIC ACID". . p. 1021 - 1024. Retrieved 1992.
• 3、 Ryabova, R. S.,Osipova, G. F.. "The experimental detection of a retro-Prince reaction exemplified by a homogeneous acid-catalyzed decomposition of isopentenols". . p. 311 - 313. Retrieved 1994.
• 4、 -. "Preparation method 3 -methyl -1-3 -butanediol". Paragraph 0038; 0040-0041; 0043-0044; 0046-0047; 0049; .... . Retrieved 2021/06/02.
• 5、 Guo, Junkai,Kuang, Cuiwen,Rong, Jian,Li, Lingchun,Ni, Chuanfa,Hu, Jinbo. "Rapid Deoxyfluorination of Alcohols with N-Tosyl-4-chlorobenzenesulfonimidoyl Fluoride (SulfoxFluor) at Room Temperature". supporting information. p. 7259 - 7264. Retrieved 2019/05/10.