syn-2-methyl-1-(pentafluorophenyl)-1,3-propanediol

Base Information

• Chemical Name: syn-2-methyl-1-(pentafluorophenyl)-1,3-propanediol
• CAS No.: 127296-19-9
• Molecular Formula: C₁₀H₉F₅O₂
• Molecular Weight: 256.172
• Mol file: 127296-19-9.mol

Synonyms:

Chemical Property of syn-2-methyl-1-(pentafluorophenyl)-1,3-propanediol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of syn-2-methyl-1-(pentafluorophenyl)-1,3-propanediol

There total 6 articles about syn-2-methyl-1-(pentafluorophenyl)-1,3-propanediol 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:

bromopentafluorobenzene (344-04-7) → anti-2-methyl-1-(pentafluorophenyl)-1,3-propanediol (127296-19-9,127296-20-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1. Mg, iodine / 1. ether, 25 deg C, 15 min 2. 25 deg C, 12 h

2: DMAP / diethyl ether / 10 h / 25 °C

3: 1. catecholborane 2. 3 M NaOH, 30percent H₂O₂ / 1. chloro(1,5-cyclooctadiene)rhodium(I)dimer, triphenylphosphine / 1. THF, -4 deg C, 48 h 2. 95percent ethanol, 25 deg C, 12 h; alternatively uncatalyzed hydroboration

With dmap; sodium hydroxide; dihydrogen peroxide; iodine; magnesium; benzo[1,3,2]dioxaborole; chloro(1,5-cyclooctadiene)rhodium(I) dimer; triphenylphosphine; In diethyl ether;

DOI:10.1021/jo00003a023

Reference yield:

bromopentafluorobenzene (344-04-7) → syn-2-methyl-1-(pentafluorophenyl)-1,3-propanediol (127296-19-9,127296-20-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1. Mg, iodine / 1. ether, 25 deg C, 15 min 2. 25 deg C, 12 h

2: DMAP / diethyl ether / 10 h / 25 °C

3: 1. catecholborane 2. 3 M NaOH, 30percent H₂O₂ / 1. chloro(1,5-cyclooctadiene)rhodium(I)dimer, triphenylphosphine / 1. THF, -4 deg C, 48 h 2. 95percent ethanol, 25 deg C, 12 h; alternatively uncatalyzed hydroboration

With dmap; sodium hydroxide; dihydrogen peroxide; iodine; magnesium; benzo[1,3,2]dioxaborole; chloro(1,5-cyclooctadiene)rhodium(I) dimer; triphenylphosphine; In diethyl ether;

DOI:10.1021/jo00003a023

Reference yield:

2-methyl-1-(pentafluorophenyl)-2-propen-1-ol (132317-42-1) → anti-2-methyl-1-(pentafluorophenyl)-1,3-propanediol (127296-19-9,127296-20-2)

Guidance literature:

Multi-step reaction with 2 steps

1: DMAP / diethyl ether / 10 h / 25 °C

2: 1. catecholborane 2. 3 M NaOH, 30percent H₂O₂ / 1. chloro(1,5-cyclooctadiene)rhodium(I)dimer, triphenylphosphine / 1. THF, -4 deg C, 48 h 2. 95percent ethanol, 25 deg C, 12 h; alternatively uncatalyzed hydroboration

With dmap; sodium hydroxide; dihydrogen peroxide; benzo[1,3,2]dioxaborole; chloro(1,5-cyclooctadiene)rhodium(I) dimer; triphenylphosphine; In diethyl ether;

DOI:10.1021/jo00003a023

upstream raw materials:

2-methyl-1-(pentafluorophenyl)-2-propen-1-ol acetate

bromopentafluorobenzene

2-methyl-1-(pentafluorophenyl)-2-propen-1-ol