1-Phenyl-1,3-butadiene

Base Information

• Chemical Name: 1-Phenyl-1,3-butadiene
• CAS No.: 1515-78-2
• Molecular Formula: C10H10
• Molecular Weight: 130.189
• European Community (EC) Number: 623-371-6
• DSSTox Substance ID: DTXSID601346685
• Nikkaji Number: J192.731K,J10.948G
• Wikidata: Q76305585
• Mol file: 1515-78-2.mol

Synonyms:16939-57-4;1-Phenyl-1,3-butadiene;(E)-Buta-1,3-dien-1-ylbenzene;1-Phenylbutadiene;TRANS-1-PHENYL-1,3-BUTADIENE;[(1E)-buta-1,3-dienyl]benzene;(E)-BUTA-1,3-DIENYL BENZENE;1515-78-2;Benzene, 1,3-butadienyl-;(E)-1-Phenyl-1,3-butadiene;(E)-BUTA-1,3-DIENYLBENZENE;Buta-1,3-dien-1-ylbenzene;Benzene, (1E)-1,3-butadienyl-;1,3-Butadiene, 1-phenyl-;(buta-1,3-dien-1-yl)benzene;1,3-Butadienylbenzene #;1,3-Butadienylbenzene;phenylbutadien;[(E)-1,3-Butadienyl]benzene;Benzene, 1,3-butadienyl-, (E)-;trans-1-Phenyl-butadiene;1-Phenyl-1,3-butadiene(E);(E)-buta-1, 3-dienylbenzene;XZKRXPZXQLARHH-UHFFFAOYSA-N;1-trans-buta-1,3-dienyl-benzene;DTXSID601346685;MFCD00060912;AKOS006282974;AS-36504;CS-0170860;EN300-1870226;trans-1-Phenyl-1,3-butadiene, >=95.0% (HPLC)

Chemical Property of 1-Phenyl-1,3-butadiene

Chemical Property:

• Boiling Point: 205.6°Cat760mmHg
• Flash Point: 70.8°C
• PSA: 0.00000
• Density: 0.916g/cm³
• LogP: 2.88580
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 130.078250319
• Heavy Atom Count: 10
• Complexity: 116

Purity/Quality:

95% ^*data from raw suppliers

1-Phenyl-1,3-butadiene 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC=CC1=CC=CC=C1
• Isomeric SMILES: C=C/C=C/C1=CC=CC=C1

Technology Process of 1-Phenyl-1,3-butadiene

There total 79 articles about 1-Phenyl-1,3-butadiene 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: 96.0%

1-methyl-2-(methylsulfonyl)-1H-benzo[d]imidazole (61078-14-6) + 3-phenyl-propenal (104-55-2) → buta-1,3-dien-1-ylbenzene (1515-78-2)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.joc.0c01227

Reference yield: 95.0%

allyltriphenylphosphonium bromide (1560-54-9) + benzaldehyde (100-52-7) → buta-1,3-dien-1-ylbenzene (1515-78-2)

Guidance literature:

With potassium carbonate; In toluene; for 2h; Heating;

DOI:10.1080/00397919208021608

Reference yield: 90.0%

Methyltriphenylphosphonium bromide (1779-49-3) + 3-phenyl-propenal (104-55-2) → buta-1,3-dien-1-ylbenzene (1515-78-2)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1002/adsc.202100809

upstream raw materials:

(E)-3-phenylpropenal

methylmagnesium bromide

2-((Z)-3-Phenyl-allylidene)-malonic acid

5-phenyl-2,4-pentadienoic acid

Downstream raw materials:

1-phenylsulfonyl-4-phenyl-1,3-butadiene

5-Phenyl-1,4-dioxo-1,4,5,8-tetrahydro-naphthalin

(+/-)-5t-phenyl-(4arH.8acH)-4a.5.8.8a-tetrahydro-naphthoquinone-(1.4)

1-(4Methylphenyl)-4-Phenylbuta-1,3-diene

Refernces

• 1、 Chen, Jun,Liang, Yu-Jie,Wang, Peng-Zi,Li, Guo-Qing,Zhang, Bin,Qian, Hao,Huan, Xiao-Die,Guan, Wei,Xiao, Wen-Jing,Chen, Jia-Rong. "Photoinduced Copper-Catalyzed Asymmetric C-O Cross-Coupling". . p. 13382 - 13392. Retrieved 2021.
• 2、 Harris, Robert J.,Park, Jiyong,Nelson, Taylor A. F.,Iqbal, Nafees,Salgueiro, Daniel C.,Bacsa, John,Macbeth, Cora E.,Baik, Mu-Hyun,Blakey, Simon B.. "The Mechanism of Rhodium-Catalyzed Allylic C-H Amination". . p. 5842 - 5851. Retrieved 2020.
• 3、 Huang, Jianlin,Zhang, Fang,Li, Hexing. "Organometal-bridged PMOs as efficiency and reusable bifunctional catalysts in one-pot cascade reactions". . p. 95 - 103. Retrieved 2012.
• 4、 Mikhael, Myriam,Guo, Wentao,Tantillo, Dean J.,Wengryniuk, Sarah E.. "Umpolung Strategy for Arene C?H Etherification Leading to Functionalized Chromanes Enabled by I(III) N-Ligated Hypervalent Iodine Reagents". supporting information. p. 4867 - 4875. Retrieved 2021/09/14.
• 5、 Chen, Bin,Cheng, Yuan-Yuan,Hou, Hong-Yu,Lei, Tao,Tung, Chen-Ho,Wu, Li-Zhu,Yu, Ji-Xin. "Direct 1,2-Dicarbonylation of Alkenes towards 1,4-Diketones via Photocatalysis". supporting information. p. 26822 - 26828. Retrieved 2021/11/17.