2,2-Dimethyl-3-phenylpropanal

Base Information

• Chemical Name: 2,2-Dimethyl-3-phenylpropanal
• CAS No.: 1009-62-7
• Molecular Formula: C11H14O
• Molecular Weight: 162.232
• Hs Code.: 2912299000
• European Community (EC) Number: 213-771-5
• DSSTox Substance ID: DTXSID0061408
• Nikkaji Number: J217.125B
• Wikidata: Q72471396
• Mol file: 1009-62-7.mol

Synonyms:2,2-dimethyl-3-phenylpropanal;1009-62-7;2,2-Dimethyl-3-phenylpropionaldehyde;Benzenepropanal, alpha,alpha-dimethyl-;AI3-28154;Benzenepropanal, .alpha.,.alpha.-dimethyl-;EINECS 213-771-5;2,2-Dimethyl-3-phenylpropanaldehyde;2,2-dimethyl-3-phenyl-propanal;SCHEMBL96457;Benzenepropanal, ?,?-dimethyl-;DTXSID0061408;alpha,alpha-Dimethylbenzenepropanal;2,2-dimethyl-3-phenyl-propionaldehyde;AKOS015889555;FT-0656507;2,2 - dimethyl - 3 - phenylpropionaldehyde;EN300-76570;A800304;F2147-6116;Z1188488760

Chemical Property of 2,2-Dimethyl-3-phenylpropanal

Chemical Property:

• Appearance/Colour: COA
• Vapor Pressure: 0.0732mmHg at 25°C
• Refractive Index: 1.501
• Boiling Point: 228.5°Cat760mmHg
• Flash Point: 95.8°C
• PSA: 17.07000
• Density: 0.959g/cm³
• LogP: 2.45420
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 162.104465066
• Heavy Atom Count: 12
• Complexity: 143

Purity/Quality:

99% ^*data from raw suppliers

2,2-DIMETHYL-3-PHENYLPROPIONALDEHYDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,2-Dimethyl-3-phenylpropanal

There total 32 articles about 2,2-Dimethyl-3-phenylpropanal 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: 90.0%

2,2-dimethyl-3-phenyl-1-propanol (13351-61-6) → 2,2-dimethyl-3-phenylpropionaldehyde (1009-62-7)

Guidance literature:

With methoxy(cyclooctadiene)rhodium(I) dimer; N,N-Dimethylacrylamide; 3-Methoxybenzoic acid; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 90 ℃; for 24h; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1021/jacs.8b06069

Reference yield: 84.0%

benzyl bromide (100-39-0) + isobutyraldehyde (78-84-2) → 2,2-dimethyl-3-phenylpropionaldehyde (1009-62-7)

Guidance literature:

With potassium hydroxide; In N,N-dimethyl acetamide; at 50 ℃; for 2h; Inert atmosphere;

DOI:10.1002/anie.201609034

Reference yield: 69.0%

2-(2-methyl-1-phenylpropan-2-yl)-1,3-oxathiolane → 2,2-dimethyl-3-phenylpropionaldehyde (1009-62-7)

Guidance literature:

With eosin Y disodium salt; In acetonitrile; at 20 ℃; for 3h; Irradiation;

DOI:10.1039/c9ob02517k

upstream raw materials:

2-(1,1-dimethyl-2-phenyl-ethyl)-4,5-dihydro-thiazole

Dimethyl-2,2-phenyl-3-propanal-cyclohexylimin

1-(2-methylprop-1-en-1-yl)pyrrolidine

benzyl bromide

Downstream raw materials:

5-Hydroxy-2,2,6,6-tetramethyl-7-phenyl-heptan-3-one

2-(1,1-Dimethyl-2-phenylethyl)-4-methylenetetrahydrofuran

threo-7-phenyl-4,6,6-trimethyl-5-(trimethylsiloxy)-3-heptanone

6-ethyl-5-methyl-2,4-bis(1,1-dimethyl-2-phenylethyl)-6-(trimethylsiloxy)-1,3-dioxacyclohexane

Refernces

• 1、 Abrams, Dylan J.,West, Julian G.,Sorensen, Erik J.. "Toward a mild dehydroformylation using base-metal catalysis". . p. 1954 - 1959. Retrieved 2017.
• 2、 Edwards,Motherwell,Powell,Sandham. "A new route to enolate anion chemistry". . p. 1399 - 1401. Retrieved 1991.
• 3、 Yang, Mingyang,Xing, Zhimin,Fang, Bowen,Xie, Xingang,She, Xuegong. "Visible light photoredox catalyzed deprotection of 1,3-oxathiolanes". supporting information. p. 288 - 291. Retrieved 2020/01/13.
• 4、 St John-Campbell, Sahra,Ou, Alex K.,Bull, James A.. "Palladium-Catalyzed C(sp3)?H Arylation of Primary Amines Using a Catalytic Alkyl Acetal to Form a Transient Directing Group". supporting information. p. 17838 - 17843. Retrieved 2018/11/23.