(E)-3-(dimethylamino)-1-phenylprop-2-en-1-one

Base Information

• Chemical Name: (E)-3-(dimethylamino)-1-phenylprop-2-en-1-one
• CAS No.: 1201-93-0
• Molecular Formula: C11H13 N O
• Molecular Weight: 175.23
• Hs Code.: 2922390090
• European Community (EC) Number: 654-131-9
• NSC Number: 601833
• Nikkaji Number: J406.606E,J582.932A
• Wikidata: Q76306248
• ChEMBL ID: CHEMBL1612584
• Mol file: 1201-93-0.mol

Synonyms:1201-93-0;(E)-3-(dimethylamino)-1-phenylprop-2-en-1-one;3-(dimethylamino)-1-phenyl-2-propen-1-one;3-(dimethylamino)-1-phenylprop-2-en-1-one;(2E)-3-(dimethylamino)-1-phenylprop-2-en-1-one;1131-80-2;(E)-3-Dimethylamino-1-phenyl-propenone;MFCD00121193;2-Propen-1-one, 3-(dimethylamino)-1-phenyl-;NSC601833;MLS000696182;SCHEMBL425338;SCHEMBL446006;CHEMBL1612584;beta-(Dimethylamino)acrylophenone;CHEBI:192575;HMS1662I12;HMS2774N15;AMY11913;CCG-43625;STK347880;(E)-beta-(Dimethylamino)acrylophenone;AKOS002676082;NSC-601833;SMR000333529;CS-0094475;3-(dimeth-ylamino)-1-phenylprop-2-en-1-one;(E)-3-dimethylamino-1-phenylprop-2-en-1-one;1D-120;EN300-180825;EN300-321593;N10791;2-propen-1-one, 3-(dimethylamino)-1-phenyl-,;(2E)-3-(dimethylamino)-1-phenyl-2-propen-1-one;J-501947;SR-01000633530-1;3-(Dimethylamino)-1-phenyl-2-propen-1-one

Chemical Property of (E)-3-(dimethylamino)-1-phenylprop-2-en-1-one

Chemical Property:

• Vapor Pressure: 0.0125mmHg at 25°C
• Melting Point: 91-93°C
• Refractive Index: 1.542
• Boiling Point: 260°Cat760mmHg
• PKA: 6.63±0.70(Predicted)
• Flash Point: 88.8°C
• PSA: 20.31000
• Density: 1.022g/cm³
• LogP: 1.94460
• Storage Temp.: Room temperature.
• Solubility.: soluble in Methanol
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 175.099714038
• Heavy Atom Count: 13
• Complexity: 190

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Dimethylamino-1-phenyl-2-propen-1-one ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (E)-3-(dimethylamino)-1-phenylprop-2-en-1-one

There total 57 articles about (E)-3-(dimethylamino)-1-phenylprop-2-en-1-one 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%

N,N-dimethyl-formamide dimethyl acetal (4637-24-5) + acetophenone (98-86-2) → (E)-3-(N,N-dimethylamino)-1-phenyl-2-propen-1-one (1131-80-2,1201-93-0,31919-75-2)

Guidance literature:

In 5,5-dimethyl-1,3-cyclohexadiene; at 180 ℃; for 48h;

DOI:10.1016/j.bioorg.2019.103353

Reference yield: 98.0%

N,N-dimethyl-formamide dimethyl acetal (4637-24-5) + acetophenone (98-86-2) → 1-phenyl-3-dimethylaminoprop-2-enone (1201-93-0)

Guidance literature:

In neat (no solvent); at 60 ℃; for 3h;

DOI:10.1039/d0sc05277a

Reference yield: 95.0%

Gold's reagent (20353-93-9) + acetophenone (98-86-2) → 1-phenyl-3-dimethylaminoprop-2-enone (1201-93-0)

Guidance literature:

With methanol; sodium; In 1,4-dioxane; for 3h; Reflux;

DOI:10.2174/157017810791824793

upstream raw materials:

bis(dimethylamino)methoxymethane

acetophenone

(bis-ethylsulfanyl-methyl)-dimethyl-amine

N,N-dimethylformamide diethyl diacetal

Downstream raw materials:

E(1,2),Z(2,3)-Dimethyl<3-phenyl-3-(trifluormethylsulfonyloxy)-2-propenyliden>ammonium-trifluormethansulfonat

E(1,2),E(2,3)-Dimethyl<3-phenyl-3-(trifluormethylsulfonyloxy)-2-propenyliden>ammonium-trifluormethansulfonat

2-Amino-6-phenyl-3-pyridinecarbonitrile

3-chloro-3-phenyl-1-prop-2-en-1-yliden-dimethyliminium perchlorate

Refernces

• 1、 Khalil, Tarek E.,El-Dissouky, Ali,Al-Wahaib, Dhuha,Abrar, Nada M.,El-Sayed, Doaa S.. "Synthesis, characterization, antimicrobial activity, 3D-QSAR, DFT, and molecular docking of some ciprofloxacin derivatives and their copper(II) complexes". . . Retrieved 2020.
• 2、 Eldehna, Wagdy M.,Abo-Ashour, Mahmoud F.,Berrino, Emanuela,Vullo, Daniela,Ghabbour, Hazem A.,Al-Rashood, Sara T.,Hassan, Ghada S.,Alkahtani, Hamad M.,Almehizia, Abdulrahman A.,Alharbi, Amal,Abdel-Aziz, Hatem A.,Supuran, Claudiu T.. "SLC-0111 enaminone analogs, 3/4-(3-aryl-3-oxopropenyl) aminobenzenesulfonamides, as novel selective subnanomolar inhibitors of the tumor-associated carbonic anhydrase isoform IX". . p. 549 - 558. Retrieved 2019.
• 3、 Patil, Dayanand R.,Chandam, Dattatraya R.,Mulik, Abhijeet G.,Jagdale, Suryabala D.,Patil, Prasad P.,Deshmukh, Madhukar B.. "Synthesis and Cation Recognition Study of Novel Benzo Crown Ether Functionalized Enamine Derivatives". . p. 1902 - 1911. Retrieved 2015.
• 4、 Saleh, Tamer S.,Al-Omar, Mohamed A.,Abdel-Aziz, Hatem A.. "One-pot synthesis of enaminones using gold's reagent". . p. 483 - 486. Retrieved 2010.
• 5、 Zhang, Zhenlei,Yang, Jiusi,Wu, Kairui,Yu, Renjie,Bu, Jiping,Huang, Zijun,Li, Shaoke,Ma, Xiantao. "Access to α,α-dihaloacetophenones through anodic C[dbnd]C bond cleavage in enaminones". supporting information. . Retrieved 2021/12/20.
• 6、 Fu, Rui,Liu, Yu,Wu, Tao,Zhang, Xinyu,Zhu, Yang,Luo, Jiangbin,Zhang, Zhengyu,Jiang, Yaojia. "Metal-free synthesis of β-aminoketones by the reductive hydroamination of ynones". . p. 3525 - 3528. Retrieved 2022/03/31.