alpha-Ethylidenepropiophenone

Base Information

• Chemical Name: alpha-Ethylidenepropiophenone
• CAS No.: 19847-64-4
• Molecular Formula: C11H12O
• Molecular Weight: 160.216
• NSC Number: 402242
• Nikkaji Number: J1.748.110J,J370.539K
• Wikidata: Q71686847
• Mol file: 19847-64-4.mol

Synonyms:Tigloylbenzene;NSC402242;alpha-Ethylidenepropiophenone;SCHEMBL9682043;AXOYGHVXGWFROM-YCRREMRBSA-N;19847-64-4;alpha-[(E)-Ethylidene]propiophenone;NSC-402242

Chemical Property of alpha-Ethylidenepropiophenone

Chemical Property:

• Vapor Pressure: 0.0325mmHg at 25°C
• Boiling Point: 243.2°Cat760mmHg
• Flash Point: 95.3°C
• Density: 0.977g/cm³
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 160.088815002
• Heavy Atom Count: 12
• Complexity: 185

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=C(C)C(=O)C1=CC=CC=C1
• Isomeric SMILES: C/C=C(\C)/C(=O)C1=CC=CC=C1

Technology Process of alpha-Ethylidenepropiophenone

There total 17 articles about alpha-Ethylidenepropiophenone 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%

α,β-dimethyl acryloyl chloride (49651-33-4) + phenylboronic acid (98-80-6) → 2-methyl-1-phenylbut-2-en-1-one (19847-64-4)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium phosphate; In toluene; at 80 ℃; for 4h; Inert atmosphere;

Reference yield: 85.0%

1-Phenylprop-1-yne (673-32-5) + acetaldehyde (75-07-0,9002-91-9) → 2-methyl-1-phenylbut-2-en-1-one (19847-64-4)

Guidance literature:

With aluminium(III) triflate; phenyl toluenesulfonamide; tert-butylammonium hexafluorophosphate(V); In 1,2-dichloro-ethane; at 40 ℃; for 12h;

DOI:10.1002/chem.201700282

Reference yield: 82.0%

1-Phenylprop-1-yne (673-32-5) + N-(1-ethoxyethyl)-4-methyl-N-phenylbenzenesulfonamide → 2-methyl-1-phenylbut-2-en-1-one (19847-64-4)

Guidance literature:

With aluminium(III) triflate; tert-butylammonium hexafluorophosphate(V); In 1,2-dichloro-ethane; at 40 ℃; for 12h;

DOI:10.1002/chem.201700282

upstream raw materials:

(E)-2-methylbut-2-enoyl chloride

phenylzinc(II) bromide

3-(N,N-dimethylamino)-2-methyl-1-phenylpropenone

2-Benzoyl-3-aethoxybutan

Refernces

• 1、 Park, Boyoung Y.,Nguyen, Khoa D.,Chaulagain, Mani Raj,Komanduri, Venukrishnan,Krische, Michael J.. "Alkynes as allylmetal equivalents in redox-triggered C-C couplings to primary alcohols: (Z)-homoallylic alcohols via ruthenium-catalyzed propargyl C-H oxidative addition". . p. 11902 - 11905. Retrieved 2014/10/15.