Benzenemethanol, a-(iodomethyl)-, (S)-

Base Information

• Chemical Name: Benzenemethanol, a-(iodomethyl)-, (S)-
• CAS No.: 100349-67-5
• Molecular Formula: C8H9IO
• Molecular Weight: 248.063
• Mol file: 100349-67-5.mol

Synonyms:1-phenyl-2-iodo-ethanol;;2-iodo-1-phenylethan-1-ol;;1-hydroxy-2-iodo-1-phenylethane;;2-iodo-1-phenyl ethanol;;1-iodo-2-phenyl-2-ethanol;;2-iodo-1-phenylethanol;;

Chemical Property of Benzenemethanol, a-(iodomethyl)-, (S)-

Chemical Property:

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzenemethanol, a-(iodomethyl)-, (S)-

There total 38 articles about Benzenemethanol, a-(iodomethyl)-, (S)- 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%

styrene oxide (96-09-3) → 2-iodo-1-phenylethan-1-ol (57308-70-0,85611-59-2,100349-67-5,54766-50-6)

Guidance literature:

With 2,2'[1,2-ethandiyl bis(nitrilopropelidine)]bis(1-naphthol) copper(II); iodine; In dichloromethane; at 20 ℃; for 0.25h; regioselective reaction;

DOI:10.13005/ojc/280214

Reference yield: 99.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) → 2-iodo-1-phenylethan-1-ol (57308-70-0,85611-59-2,100349-67-5,54766-50-6)

Guidance literature:

With ammonium cerium(IV) nitrate; iodine; In water; acetonitrile; at 50 ℃; for 3h;

DOI:10.1039/a605548f

Reference yield: 91.0%

2-iodo-1-phenylethyl N-[(tert-butoxy)carbonyl]-L-phenylalaninate → (S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol (66605-57-0) + (1S)-2-iodo-1-phenylethanol (100349-67-5)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃; for 2.5h;

DOI:10.1002/hlca.201200383

upstream raw materials:

styrene

methanol

styrene oxide

iodoacetophenone

Downstream raw materials:

acetophenone

styrene oxide

1-Phenylethanol

2-ethoxy-1-phenylethanol

Refernces

• 1、 Reddy, M.Arjun,Surendra,Bhanumathi,Rao, K.Rama. "Highly facile biomimetic regioselective ring opening of epoxides to halohydrins in the presence of β-cyclodextrin". . p. 6003 - 6008. Retrieved 2002.
• 2、 Horiuchi, C. Akira,Ikeda, Akira,Kanamori, Miyuki,Hosokawa, Haruomi,Sugiyama, Takashi,Takahashi, T. Tomoyoshi. "A New Synthesis of trans-Iodohydrins using Iodine-Cerium(IV) Salts". . p. 60 - 61. Retrieved 1997.
• 3、 Smietana,Gouverneur,Mioskowski. "An improved synthesis of iodohydrins from alkenes". . p. 193 - 195. Retrieved 2000.
• 4、 Ando, Takeya,Kano, Daisuke,Minakata, Satoshi,Ryu, Ilhyong,Komatsu, Mitsuo. "Iodine-catalyzed aziridination of alkenes using chloramine-T as a nitrogen source". . p. 13485 - 13494. Retrieved 1998.
• 5、 Sharghi, Hashem,Eskandari, Mohammad Mehdi. "Conversion of epoxides to halohydrins with elemental halogen catalyzed by phenylhydrazine". . p. 1519 - 1522. Retrieved 2002.
• 6、 De Corso, Anna Rita,Panunzi, Barbara,Tingoli, Marco. "Iodohydroxylation of alkenes promoted by molecular and hypervalent(III) iodine". . p. 7245 - 7247. Retrieved 2001.
• 7、 Tiffeneau. "-". . . Retrieved 1907.
• 8、 Moskalik, M. Yu.,Astakhova,Ganin,Shainyan. "Reaction of N,N′-Methylenebis(trifluoromethanesulfonamide) with Styrene under Oxidative Conditions". . p. 734 - 736. Retrieved 2019.
• 9、 Asensio, Gregorio,Andreu, Cecilia,Boix-Bernardini, Carmen,Mello, Rossella,Gonzalez-Nunez, Maria Elena. "Iodomethane oxidation by dimethyldioxirane: A new route to hypoiodous acid and iodohydrines". . p. 2125 - 2128. Retrieved 1999.
• 10、 Barluenga, Jose,Marco-Arias, Maria,Gonzalez-Bobes, Francisco,Ballesteros, Alfredo,Gonzalez, Jose M.. "Reaction of Alkenes with Hydrogen Peroxide and Sodium Iodide: A Nonenzymatic Biogenic-Like Approach to Iodohydrins". . p. 1677 - 1682. Retrieved 2004.