TRANS-1-PHENYL-1-BUTENE

Base Information

• Chemical Name: TRANS-1-PHENYL-1-BUTENE
• CAS No.: 1005-64-7
• Molecular Formula: C10H12
• Molecular Weight: 132.205
• Hs Code.: 2902909090
• European Community (EC) Number: 260-079-4
• DSSTox Substance ID: DTXSID301026549
• Nikkaji Number: J91.284K,J91.285I
• Wikidata: Q81988402
• Mol file: 1005-64-7.mol

Synonyms:1-Butene,1-phenyl-, (E)- (8CI); Benzene, (1E)-1-butenyl- (9CI); Benzene, 1-butenyl-,(E)-; (E)-1-Phenyl-1-butene; trans-1-Phenyl-1-butene; trans-b-Ethylstyrene

Chemical Property of TRANS-1-PHENYL-1-BUTENE

Chemical Property:

• Vapor Pressure: 0.805mmHg at 25°C
• Melting Point: -43°C
• Refractive Index: 1.5401
• Boiling Point: 189°Cat760mmHg
• Flash Point: 63.6°C
• PSA: 0.00000
• Density: 0.899g/cm³
• LogP: 3.10980
• Storage Temp.: Amber Vial, Refrigerator, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 132.093900383
• Heavy Atom Count: 10
• Complexity: 96.6

Purity/Quality:

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

(E)-1-Phenyl-1-butene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CC1=CC=CC=C1
• Isomeric SMILES: CC/C=C/C1=CC=CC=C1
• Uses: (E)-1-Phenyl-1-butene was used to study olefin oxidation by cytochrome P-450. It can be used to synthesize nonracemic allylic amines. It can also be used to prepare aryl oxiranes by direct epoxidation.

Technology Process of TRANS-1-PHENYL-1-BUTENE

There total 183 articles about TRANS-1-PHENYL-1-BUTENE 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: 93.4%

allylbenzene (300-57-2,57807-91-7) → 1-propenylbenzene (873-66-5) + trans-1-phenyl-1-butene (1005-64-7)

Guidance literature:

[{N(SiMe₃)C(Ph)}2CH][N(SiMe₃)C(Ph)NC(Ph)CH(SiMe₃)]ZrCl₂; Further Variations:; Catalysts; Product distribution;

DOI:10.1016/S0022-328X(03)00592-8

Reference yield: 72.0%

n-propyltriphenylphosphonium bromide (6228-47-3) + benzaldehyde (100-52-7) → (Z)-but-1-en-1-ylbenzene (1560-09-4) + trans-1-phenyl-1-butene (1005-64-7) + Triphenylphosphine oxide (791-28-6)

Guidance literature:

With potassium carbonate; In methanol; at 65 ℃; for 1h; Yield given;

DOI:10.1016/S0040-4020(01)87536-0

Reference yield: 70.0%

1-phenyl-1-butyne (622-76-4,83585-27-7) → (Z)-but-1-en-1-ylbenzene (1560-09-4) + trans-1-phenyl-1-butene (1005-64-7) + 1-butylbenzene (104-51-8)

Guidance literature:

With hydrogen; In tetrahydrofuran; at 50 ℃; for 16h; under 3750.38 Torr; stereoselective reaction; Autoclave; Glovebox;

DOI:10.1039/c7cc01779k

upstream raw materials:

1-Phenyl-1-butanol

methyltriisopropoxytitanium(IV)

Cinnamyl bromide

methyl bromide

Downstream raw materials:

(Z)-but-1-en-1-ylbenzene

benzaldehyde

propionaldehyde

1-phenyl-1-butyl radical

Refernces

• 1、 Kramer, S?ren,Mielby, Jerrik,Buss, Kasper,Kasama, Takeshi,Kegn?s, S?ren. "Nitrogen-Doped Carbon-Encapsulated Nickel/Cobalt Nanoparticle Catalysts for Olefin Migration in Allylarenes". . p. 2930 - 2934. Retrieved 2017.
• 2、 Mang, Harald,Gross, Johannes,Lara, Miguel,Goessler, Christian,Schoemaker, Hans E.,Guebitz, Georg M.,Kroutil, Wolfgang. "Biocatalytic single-step alkene cleavage from aryl alkenes: An enzymatic equivalent to reductive ozonization". . p. 5201 - 5203. Retrieved 2006.
• 3、 Chuit et al.. "". . p. 1604. Retrieved 1968.
• 4、 Malda, Hinke,Van Zijl, Anthoni W.,Arnold, Leggy A.,Feringa, Ben L.. "Enantioselective copper-catalyzed allylic alkylation with dialkylzincs using phosphoramidite ligands". . p. 1169 - 1171. Retrieved 2001.
• 5、 Umezaki et al.. "". . p. 2230. Retrieved 1973.
• 6、 Han, Ying,Huang, Yao-Zeng,Zhou, Cheng-Ming. "An unexpected reaction between 2-aryl-1-nitro-1-alkenes and trialkylgallium compounds". . p. 3347 - 3350. Retrieved 1996.
• 7、 Rapeti, Siva Kumar,Kasina, Krishna Chaitanya,Gundepaka, Prasad,Birudaraju, Saritha,Sailaja. "Efficient in situ palladium nano catalysis for Z-selective semi transfer hydrogenation of internal alkynes using safer 1, 4-butanediol". . . Retrieved 2020.
• 8、 Yasui, Shinro,Nakamura, Kaoru,Fujii, Masayuki,Ohno, Atsuyoshi. "NAD(P)+-NAD(P)H Models. 55. Transition Metal Catalyzed Reduction of Organic Halides: High Selectivity for Reductive Dehalogenation.". . p. 3283 - 3287. Retrieved 1985.
• 9、 Nishiguchi, Ikuzo,Matsumoto, Takeshi,Kuwahara, Takeshi,Kyoda, Makoto,Maekawa, Hirofumi. "Mg-promoted stereoselective desulfonation of β-arylvinyl sulfone derivatives". . p. 478 - 479. Retrieved 2002.
• 10、 Castiglioni, Mario,Deabate, Stefano,Giordano, Roberto,King, Philip J.,Knox, Selby A.R.,Sappa, Enrico. "Homogeneous hydrogenation of alkynes". . p. 251 - 260. Retrieved 1998.