2,2-Dimethylbutane-1,4-diol

Base Information

• Chemical Name: 2,2-Dimethylbutane-1,4-diol
• CAS No.: 32812-23-0
• Molecular Formula: C6H14O2
• Molecular Weight: 118.176
• DSSTox Substance ID: DTXSID80447090
• Nikkaji Number: J637.279A
• Wikidata: Q82265879
• Mol file: 32812-23-0.mol

Synonyms:2,2-dimethylbutane-1,4-diol;32812-23-0;1,4-Butanediol, 2,2-dimethyl-;2,2-dimethyl-1,4-butanediol;SCHEMBL1164293;2,2-Dimethyl-butane-1,4-diol;DTXSID80447090;GQSZUUPRBBBHRI-UHFFFAOYSA-N;MFCD27949449;AKOS037645295;AS-59903;CS-0046905;EN300-202882;W16131;W19543;A1-02330;F2147-6492

Chemical Property of 2,2-Dimethylbutane-1,4-diol

Chemical Property:

• Melting Point: 26.38°C (estimate)
• Refractive Index: 1.4415 (estimate)
• Boiling Point: 221.7°C (rough estimate)
• PSA: 40.46000
• Density: 0.9843 (rough estimate)
• LogP: 0.38730
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 118.099379685
• Heavy Atom Count: 8
• Complexity: 59.5

Purity/Quality:

99% ^*data from raw suppliers

2,2-Dimethyl-butane-1,4-diol 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(CCO)CO

Technology Process of 2,2-Dimethylbutane-1,4-diol

There total 10 articles about 2,2-Dimethylbutane-1,4-diol 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%

2,2-dimethylsuccinic acid (597-43-3) → 2,2-dimethylbutane-1,4-diol (32812-23-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 5h;

DOI:10.1021/ja0672932

Reference yield: 61.0%

3,3'-dimethylbutyrolactone (3709-08-8) → 2,2-dimethylbutane-1,4-diol (32812-23-0)

Guidance literature:

3,3'-dimethylbutyrolactone; With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; for 16h;

With water; In diethyl ether; ethyl acetate;

Reference yield:

→ Pantoyllacton (13861-97-7) + 2,2-dimethylbutane-1,4-diol (32812-23-0)

Guidance literature:

With tris(triphenylphosphine)ruthenium(II) chloride; In benzene; at 25 ℃; for 15h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(01)90389-2

upstream raw materials:

2,2-dimethylsuccinic anhydride

2,2-dimethyl-succinic acid diethyl ester

2,2-dimethylsuccinic acid

dimethyl 2,2-dimethylsuccinate

Downstream raw materials:

Pantoyllacton

3,3'-dimethylbutyrolactone

2,2-dimethyl-1,4-butanediyl dimesylate

4-hydroxy-3,3-dimethylbutyl benzoate

Refernces

• 1、 Bettoni, Léo,Gaillard, Sylvain,Renaud, Jean-Luc. "A phosphine-free iron complex-catalyzed synthesis of cycloalkanes: Via the borrowing hydrogen strategy". supporting information. p. 12909 - 12912. Retrieved 2020/11/07.
• 2、 Elmehriki, Adam A. H.,Gleason, James L.. "A Spiroalkylation Method for the Stereoselective Construction of α-Quaternary Carbons and Its Application to the Total Synthesis of (R)-Puraquinonic Acid". supporting information. p. 9729 - 9733. Retrieved 2019/12/02.