3-Hydroxy-2,2,4,4-tetramethylcyclobutanone

Base Information

• Chemical Name: 3-Hydroxy-2,2,4,4-tetramethylcyclobutanone
• CAS No.: 4916-59-0
• Molecular Formula: C8H14O2
• Molecular Weight: 142.198
• European Community (EC) Number: 684-451-4
• NSC Number: 140665,120489
• DSSTox Substance ID: DTXSID80197700
• Nikkaji Number: J2.540.318E
• Wikidata: Q83070489
• Mol file: 4916-59-0.mol

Synonyms:4916-59-0;3-hydroxy-2,2,4,4-tetramethylcyclobutan-1-one;3-Hydroxy-2,2,4,4-tetramethylcyclobutanone;NSC140665;3-Hydroxy-2,2,4,4-tetramethyl-cyclobutanone;SCHEMBL3675121;DTXSID80197700;NSC120489;AKOS024331707;AS-0200;NSC-120489;CS-0239641;EN300-216482;cyclobutanone, 3-hydroxy-2,2,4,4-tetramethyl-;Z1255383074;InChI=1/C8H14O2/c1-7(2)5(9)8(3,4)6(7)10/h5,9H,1-4H

Chemical Property of 3-Hydroxy-2,2,4,4-tetramethylcyclobutanone

Chemical Property:

• Vapor Pressure: 0.082mmHg at 25°C
• Boiling Point: 200.1°Cat760mmHg
• Flash Point: 78.3°C
• Density: 1.006g/cm³
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 162

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(C(C1=O)(C)C)O)C

Technology Process of 3-Hydroxy-2,2,4,4-tetramethylcyclobutanone

There total 3 articles about 3-Hydroxy-2,2,4,4-tetramethylcyclobutanone 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:

2,2,4,4-tetramethyl-1,3-cyclobutanedione (933-52-8) → 2,2,4-trimethylpentan-1,3-diol (144-19-4) + 2,2,4-trimethyl-3-oxo-1-pentanol (15904-30-0) + cis-2,2,4,4-tetramethylcyclobutane-1,3-diol + trans-2,2,4,4-tetramethylcyclobutane-1,3-diol + 3-hydroxy-2,2,4,4-tetramethylcyclobutane-1-one (4916-59-0)

Guidance literature:

With hydrogen; A₂₈₀ cobalt on alumina catalyst; In isobutyl isobutanoate; at 165 ℃; for 2h; under 25877.6 - 75007.5 Torr; Product distribution / selectivity;

Reference yield:

2,2,4,4-tetramethyl-1,3-cyclobutanedione (933-52-8) → 2,2,4-trimethylpentan-1,3-diol (144-19-4) + cis-2,2,4,4-tetramethylcyclobutane-1,3-diol + trans-2,2,4,4-tetramethylcyclobutane-1,3-diol + 3-hydroxy-2,2,4,4-tetramethylcyclobutane-1-one (4916-59-0)

Guidance literature:

With hydrogen; G-67A 20percent cobalt on silica catalyst; In isobutyl isobutanoate; at 135 ℃; for 2h; under 25877.6 Torr; Product distribution / selectivity;

Reference yield:

2,2,4,4-tetramethyl-1,3-cyclobutanedione (933-52-8) → 2,2,4,4-tetramethylcyclobutane-1,3-diol (3010-96-6) + 3-hydroxy-2,2,4,4-tetramethylcyclobutane-1-one (4916-59-0)

Guidance literature:

With hydrogen; In ethyl acetate; at 80 ℃; under 26252.6 Torr; Reagent/catalyst; Pressure;

upstream raw materials:

2,2,4,4-tetramethyl-1,3-cyclobutanedione

Downstream raw materials:

2,2,4,4-tetramethylcyclobutanone

1-Propionyloxy-2,2,4,4-tetramethylcyclobutan-3-one

Refernces

• 1、 -. "PROCESS FOR THE PREPARATION OF A TETRAALKYLCYCLOBUTANE-1,3-DIOL USING AN IRIDIUM-PROMOTED COBALT-BASED CATALYST". Page/Page column 10-11. . Retrieved 2008/12/05.
• 2、 -. "PROCESS FOR THE PREPARATION OF TETRAALKYLCYCLOBUTANE-1,3-DIOL IN THE PRESENCE OF A COBALT-BASED CATALYST". Page/Page column 9-10. . Retrieved 2008/12/05.