TRANS,TRANS-1,4-DIPHENYL-1,3-BUTADIENE

Base Information

• Chemical Name: TRANS,TRANS-1,4-DIPHENYL-1,3-BUTADIENE
• CAS No.: 538-81-8
• Molecular Formula: C16H14
• Molecular Weight: 206.287
• Hs Code.: 29029000
• Mol file: 538-81-8.mol

Synonyms:trans,trans-1,4-Diphenylbutadiene;1,3-Butadiene, 1,4-diphenyl-, trans-trans-;Benzene, 1,1'-(1,3-butadiene-1,4-diyl)bis;(1E,3E)-1,4-Diphenylbuta-1,3-diene;(1E,4E)-1,4-Diphenyl-1,3-butadiene;(E,E)-1,4-Diphenyl-1,3-butadiene;(E,E)-1,4-Diphenylbutadiene;trans,trans-1,4-Diphenyl-1,3-butadiene;1,4-Diphenyl-trans,trans-buta-1,3-diene;

Chemical Property of TRANS,TRANS-1,4-DIPHENYL-1,3-BUTADIENE

Chemical Property:

• Appearance/Colour: Light yellow crystalline powder
• Vapor Pressure: 2.97E-05mmHg at 25°C
• Melting Point: 150-152 °C(lit.)
• Refractive Index: 1.653
• Boiling Point: 367 °C at 760 mmHg
• Flash Point: 190 °C
• PSA: 0.00000
• Density: 1.035 g/cm³
• LogP: 4.41320
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.

Purity/Quality:

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

trans,trans-1,4-Diphenyl-1,3-butadiene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Uses: trans,trans-1,4-Diphenyl-1,3-butadiene reacts with Rieke metal complexes of barium and strontium to prepare metal-diene reagents, which is used for the carbocyclization with dichloroalkanes.

Technology Process of TRANS,TRANS-1,4-DIPHENYL-1,3-BUTADIENE

There total 390 articles about TRANS,TRANS-1,4-DIPHENYL-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: 100.0%

[(E)-2-bromoethenyl]benzene (588-72-7,1340-14-3) → trans,trans-1,4-Diphenyl-1,3-butadiene (886-65-7,538-81-8)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; In N,N-dimethyl-formamide; at 25 ℃; for 10h;

DOI:10.1021/ja00411a034

Reference yield: 95.0%

trans-2-phenylvinylboronic acid (6783-05-7) → trans,trans-1,4-Diphenyl-1,3-butadiene (886-65-7,538-81-8)

Guidance literature:

With C₅₄H₇₄Cl₂N₄O₂Pd₂; In ethanol; at 22 ℃; for 6h;

DOI:10.1055/s-0036-1591602

Reference yield: 83.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + trans-Zimtsaeure-p-nitrophenylester (71721-74-9) → trans,trans-1,4-Diphenyl-1,3-butadiene (886-65-7,538-81-8) + [(1E)-3-phenylbuta-1,3-dien-1-yl]benzene (35632-82-7)

Guidance literature:

With isoquinoline; lithium chloride; palladium dichloride; In various solvent(s); at 160 ℃;

DOI:10.1002/1521-3773(20020402)41:7<1237::AID-ANIE1237>3.0.CO;2-F

upstream raw materials:

(E)-3-phenylpropenal

methanol

sodium methylate

benzyltriphenylphosphonium chloride

Downstream raw materials:

4,7-diphenyl-2-benzofuran-1,3-dione

cis-2,5-diphenyl-8-oxabicyclo<4.3.0>non-3-ene-7,9-dione

phenyl[1, 1’; 4’, 1’’]terphenyl-2’-yl-methanone

9-oxo-1,4-bis(phenyl)fluorene

Refernces

• 1、 Cahiez,G. et al.. "". . p. 99 - 106. Retrieved 1976.
• 2、 Babudri, Francesco,Farinola, Gianluca M.,Naso, Francesco,Ragni, Roberta,Spina, Giulia. "A novel stereoselective synthesis of symmetrical (1E,3E)-1,4-diarylbuta-1, 3-dienes". . p. 3088 - 3092. Retrieved 2007.
• 3、 Alcaraz, Lilian,Taylor, Richard J. K.. "Efficient Conditions for the Palladium(II) Mediated Coupling of Organostannanes: The Synthesis of 1,3-Dienes, 1,4-Dienes, 1,3-Diynes and Biphenyls". . p. 791 - 792. Retrieved 1997.
• 4、 Saltiel, Jack,Krishna, Tallapragada S. R.,Turek, Andrzej M.,Clark, Ronald J.. "Photoisomerization of cis,cis-1,4-diphenyl-1,3-butadiene in glassy media at 77 K: The bicycle-pedal mechanism". . p. 1506 - 1508. Retrieved 2006.
• 5、 Pinckard,Wille,Zechmeister. "-". . p. 1938,1942. Retrieved 1948.
• 6、 Liu, Robert S. H.,Yang, Lan-Ying,Liu, Jin. "Mechanisms of photoisomerization of polyenes in confined media: From organic glasses to protein binding cavities". . p. 2 - 10. Retrieved 2007.
• 7、 Yee, W. Atom,Hug, Stephan J.,Kliger, David S.. "Direct and Sensitized Photoisomerization of 1,4-Diphenylbutadienes". . p. 2164 - 2169. Retrieved 1988.
• 8、 Watanabe, Hikaru,Nakajima, Kazuki,Ekuni, Kento,Edagawa, Ryota,Akagi, Yuta,Okuda, Yasuhiro,Wakamatsu, Kan,Orita, Akihiro. "Custom-Made Pyrene Photocatalyst-Promoted Desulfonylation of Arylethenyl Sulfones Using Green-Light-Emitting Diodes". . p. 2984 - 2994. Retrieved 2021/03/04.
• 9、 Wang, Wei,He, Shuying,Zhong, Yuqing,Chen, Jianhui,Cai, Cheng,Luo, Yanshu,Xia, Yuanzhi. "Cobalt-Catalyzed Z to e Geometrical Isomerization of 1,3-Dienes". . . Retrieved 2022/03/27.