1-PHENYL-3-BUTEN-1-OL

Base Information

• Chemical Name: 1-PHENYL-3-BUTEN-1-OL
• CAS No.: 80735-94-0
• Molecular Formula: C10H12O
• Molecular Weight: 148.205
• Mol file: 80735-94-0.mol

Synonyms:phenylbutenol;4-PHENYL-1-BUTEN-4-OL;1-PHENYL-3-BUTENE-1-OL;1-PHENYL-3-BUTEN-1-OL

Chemical Property of 1-PHENYL-3-BUTEN-1-OL

Chemical Property:

• Refractive Index: n20/D 1.53(lit.)
• Boiling Point: 234 °C(lit.)
• Flash Point: 217 °F
• PSA: 20.23000
• Density: 0.992 g/mL at 25 °C(lit.)
• LogP: 2.29610

Purity/Quality:

99% ^*data from raw suppliers

4-Phenyl-1-buten-4-ol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Phenyl-1-buten-4-ol is a building block that can be used in the synthesis of (R)-2,3-Dihydro-2-phenyl-4H-1-benzopyran-4-one (H447850), which is an impurity of Propafenone (P757500), a sodium channel blocker and an antiarrhythmic (class IC) compound.

Technology Process of 1-PHENYL-3-BUTEN-1-OL

There total 298 articles about 1-PHENYL-3-BUTEN-1-OL 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: 87.0%

benzaldehyde (100-52-7) + allyl bromide (106-95-6) → 1-Phenyl-3-buten-1-ol (80735-94-0,936-58-3) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With potassium fluoride; aluminium; In water; at 20 ℃; for 18h;

DOI:10.1002/cjoc.201090115

Reference yield: 83.0%

benzaldehyde (100-52-7) + allyl bromide (106-95-6) → 1-Phenyl-3-buten-1-ol (80735-94-0,936-58-3) + 1,2-diphenyl-1,2-ethanediol (492-70-6,655-48-1,2325-10-2,38270-73-4,52340-78-0,579-43-1) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With zinc; In tetrahydrofuran; ammonia; for 0.5h;

DOI:10.1080/00397919608005230

Reference yield: 81.0%

diethylzinc (557-20-0) + benzaldehyde (100-52-7) + allyl alcohol (107-18-6) → 1-Phenyl-1-propanol (93-54-9) + 1-Phenyl-3-buten-1-ol (80735-94-0,936-58-3)

Guidance literature:

With palladium diacetate; tributylphosphine; In hexane; toluene; at 20 ℃; for 6h;

DOI:10.1016/j.tet.2005.02.005

upstream raw materials:

allyl iodid

benzaldehyde

allyl bromide

allylmagnesium bromide

Downstream raw materials:

1-phenyl-1,4-dibromobutane

4-phenylbutane-1,2,4-triol

4-(1,1-dimethylethylthio)-1-phenyl-1-butanol

3-hydroxy-3-phenylhexa-1,5-diene

Refernces

• 1、 Bottoni, Andrea,Costa, Anna Luisa,Di Tommaso, Donata,Rossi, Ivan,Tagliavini, Emilio. "New computational and experimental evidence for the mechanism of the Sakurai reaction". . p. 12131 - 12135. Retrieved 1997.
• 2、 Makosza, Mieczysaw,Grela, Karol. "Preparation of active zinc by reduction of zinc chloride with sodium in liquid ammonia and its use in the Barbier reaction". . p. 9225 - 9226. Retrieved 1995.
• 3、 Yamataka, Hiroshi,Nishikawa, Kazuyoshi,Hanafusa, Terukiyo. "Reaction Pathway and Transition State of the Zn-Promoted Barbier-Type Reactions of Benzaldehyde and Benzophenone with Allylic Iodides". . p. 242 - 245. Retrieved 1994.
• 4、 Miranda,Vasconcellos. "Chemoselective RuO4 oxidation of phenyl or p-methoxyphenyl groups to carboxylic acid functions in the presence of a tetrahydropyran ring". . p. 1767 - 1770. Retrieved 2004.
• 5、 Agnes et al.. "". . p. 239. Retrieved 1973.
• 6、 Fu, Xiao-Yang,Si, Ya-Feng,Qiao, Li-Peng,Zhao, Yu-Fen,Chen, Xiao-Lan,Yu, Bing. "Visible Light-Promoted Recyclable Carbon Nitride-Catalyzed Dioxygenation of β,γ-Unsaturated Oximes". supporting information. p. 574 - 580. Retrieved 2021/11/13.
• 7、 Gualandi, Andrea,Rodeghiero, Giacomo,Perciaccante, Rossana,Jansen, Thomas Paul,Moreno-Cabrerizo, Cristina,Foucher, Charles,Marchini, Marianna,Ceroni, Paola,Cozzi, Pier Giorgio. "Catalytic Photoredox Allylation of Aldehydes Promoted by a Cobalt Complex". supporting information. p. 1105 - 1111. Retrieved 2021/01/04.