Dimethylketene

Base Information

• Chemical Name: Dimethylketene
• CAS No.: 598-26-5
• Molecular Formula: C4H6 O
• Molecular Weight: 70.091
• Mol file: 598-26-5.mol

Synonyms:Ketene,dimethyl- (6CI,8CI); 1,1-Dimethylketene; Dimethylketene; Isobuten-1-one

Chemical Property of Dimethylketene

Chemical Property:

• Vapor Pressure: 541mmHg at 25°C
• Refractive Index: 1.4188 (estimate)
• Boiling Point: 34°C at 760 mmHg
• PSA: 17.07000
• Density: 0.775g/cm³
• LogP: 0.78420

Purity/Quality:

99%, ^*data from raw suppliers

2-METHYL-1-PROPEN-1-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Dimethylketene

There total 43 articles about Dimethylketene 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: 95.0%

2-bromo-2-methylpropionyl chloride (20469-89-0) → dimethylketene (598-26-5)

Guidance literature:

With {bis(triphenylphosphine)nitrogen}{manganese(carbonyl)5}; In chloroform; at 0 ℃; for 0.0833333h; under 0.1 Torr;

DOI:10.1021/jo00368a036

Reference yield: 78.0%

3,3-dimethyl-1-phenyl-4--2-azetidinone (53490-03-2) → dimethylketene (598-26-5) + N,N'-bis(phenyl)-1,2-dimethylethane-1,2-diimine (5393-49-7) + phenyl isocyanate (103-71-9) + Phenyl-[1,2,3-trimethyl-but-2-en-(E)-ylidene]-amine

Guidance literature:

at 680 ℃; under 0.002 Torr;

Reference yield: 26.0%

2,2,4,4-tetramethyl-6-oxabicyclo<3.1.0>hexan-3-one (97455-13-5) → dimethylketene (598-26-5) + 2,5-Dimethyl-2,4-hexadiene (764-13-6) + 3,3-dimethyl acrylaldehyde (107-86-8) + Bis(2-methylprop-1-enyl) ether (764-51-2)

Guidance literature:

In pentane; Further byproducts given; Irradiation;

DOI:10.1016/S0040-4039(00)89162-5

upstream raw materials:

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

dimethylmalonic anhydride

2-bromoisobutyric acid bromide

N-isobutyryl-phthalimide

Downstream raw materials:

2-(1-isobutyryl-1,2-dihydro-pyridin-2-yl)-2-methyl-propionic acid

1-isopropylidene-4,4-dimethyl-4,4a-dihydro-[1,3]oxazino[3,4-a]quinolin-3-one

4-isopropylidene-1,1-dimethyl-1,11b-dihydro-[1,3]oxazino[4,3-a]isoquinolin-2-one

Ethyl isobutyrate

Refernces

• 1、 Chong, D. P.,Westwood, N. P. C.,Langhoff, S. R.. "Methyl- and Dimethylketene: He I Photoelectron Spectra and Vertical Ionization Potentials Calculated by Using Perturbation Corrections to Koopmans' Theorem". . p. 1479 - 1481. Retrieved 1984.
• 2、 Conner, Michael L.,Wiest, Johannes M.,Brown, M. Kevin. "Thioallenoates in catalytic enantioselective [2+2]-cycloadditions with unactivated alkenes". supporting information. p. 3265 - 3271. Retrieved 2019/05/04.
• 3、 Teske, Johannes,Plietker, Bernd. "Fe-Catalyzed Cycloisomerization of Aryl Allenyl Ketones: Access to 3-Arylidene-indan-1-ones". supporting information. p. 2257 - 2260. Retrieved 2018/04/27.