cis-Styrene-beta-D

Base Information

• Chemical Name: cis-Styrene-beta-D
• CAS No.: 22139-13-5
• Molecular Formula: C8H8
• Molecular Weight: 105.144
• Mol file: 22139-13-5.mol

Synonyms:96atom%d

Chemical Property of cis-Styrene-beta-D

Chemical Property:

• PSA: 0.00000
• LogP: 2.32960

Purity/Quality:

98%min ^*data from raw suppliers

CIS-STYRENE-BETA-D 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of cis-Styrene-beta-D

There total 20 articles about cis-Styrene-beta-D 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: 73.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + bis(pinacol)diborane (73183-34-3) → (E,Z)-[β-D1]styrene (22139-13-5) + 4,4,5,5-Tetramethyl-2-(1-phenylethyl-2-d)-1,3,2-dioxaborolane

Guidance literature:

With deuteroacetic acid; palladium diacetate; (S,S)-2,6-bis(4-phenyl-2-oxazolinyl)pyridine; In acetonitrile; at 90 ℃; for 16h; regioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1039/c7cc09432a

Reference yield: 44.0%

d(4)-methanol (811-98-3) + C6H5CHCH(1-)*Tl(3+)*2OCOCH3(1-)=C6H5CHCHTl(OCOCH3)2 → 2C6H5CHCH(1-)*Tl(3+)*OCOCH3(1-)=(C6H5CHCH)2TlOCOCH3 + (E,Z)-[β-D1]styrene (22139-13-5)

Guidance literature:

With phosphorous acid trimethyl ester; In d⁽⁴⁾-methanol; at room temp.;

Reference yield: 8.0%

n-butyl magnesium bromide (693-03-8) + (Z)-β-bromostyrene (588-73-8,1340-14-3) → 1-phenylhex-1-ene (6111-82-6,15325-54-9,828-15-9) + (E,Z)-[β-D1]styrene (22139-13-5)

Guidance literature:

With water-d2; In tetrahydrofuran; 1,2-dimethoxyethane; Product distribution;

DOI:10.1246/bcsj.57.2319

upstream raw materials:

n-butyl magnesium bromide

(Z)-β-bromostyrene

bromostyrene

d⁽⁴⁾-methanol

Downstream raw materials:

trans-1,1-dibromo-2-phenylcyclopropane-3-d

cis-1,1-dibromo-2-phenylcyclopropane-3-d

2-phenylethanol-1,2-d₂

2-phenylethyl-1,2-d₂-amine

Refernces

• 1、 Wang, Lanlan,Lou, Yujiao,Xu, Weihua,Chen, Zhichun,Xu, Jian,Wu, Qi. "Biocatalytic Site-Selective Hydrogen Isotope Exchange of Unsaturated Fragments with D2O". . p. 783 - 788. Retrieved 2022/01/15.
• 2、 Mendelsohn, Lauren N.,MacNeil, Connor S.,Tian, Lei,Park, Yoonsu,Scholes, Gregory D.,Chirik, Paul J.. "Visible-Light-Enhanced Cobalt-Catalyzed Hydrogenation: Switchable Catalysis Enabled by Divergence between Thermal and Photochemical Pathways". . p. 1351 - 1360. Retrieved 2021/02/01.