2-[2-(2,4-Difluorophenyl)-2-propen-1-YL]-1,3-propanediol

Base Information

• Chemical Name: 2-[2-(2,4-Difluorophenyl)-2-propen-1-YL]-1,3-propanediol
• CAS No.: 165115-73-1
• Molecular Formula: C12H14F2O2
• Molecular Weight: 228.239
• Hs Code.: 2906299090
• European Community (EC) Number: 605-390-1
• DSSTox Substance ID: DTXSID30453909
• Nikkaji Number: J914.759D
• Wikidata: Q72464013
• Mol file: 165115-73-1.mol

Synonyms:165115-73-1;2-[2-(2,4-DIFLUOROPHENYL)-2-PROPEN-1-YL]-1,3-PROPANEDIOL;2-(2-(2,4-Difluorophenyl)allyl)propane-1,3-diol;2-[2-(2,4-difluorophenyl)prop-2-enyl]propane-1,3-diol;1,3-Propanediol, 2-[2-(2,4-difluorophenyl)-2-propen-1-yl]-;EC 605-390-1;2-2-(2,4-Difluoro-phenyl)-allyl-propane-1,3-diol;2-(2-(2,4-Difluorophenyl)prop-2-en-1-yl)propane-1,3-diol;2-[2-(2,4-DIFLUOROPHENYL)PROP-2-EN-1-YL]PROPANE-1,3-DIOL;Posaconazole Intermediate-7;SCHEMBL12186064;DTXSID30453909;1,3-Propanediol, 2-[2-(2,4-difluorophenyl)-2-propenyl]-;AMY14819;BCP13096;AKOS015912312;AC-8490;SB34124;AS-75728;D92910;2-[2-(2,4-Difluoro-phenyl)-allyl]-propane-1,3-diol;2-[2-(2,4-Difluorophenyl)-2-propenyl]-1,3-propanediol

Chemical Property of 2-[2-(2,4-Difluorophenyl)-2-propen-1-YL]-1,3-propanediol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.52
• Boiling Point: 368.304 °C at 760 mmHg
• PKA: 14.37±0.10(Predicted)
• Flash Point: 176.544 °C
• PSA: 40.46000
• Density: 1.21 g/cm³
• LogP: 1.96890
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 228.09618601
• Heavy Atom Count: 16
• Complexity: 229

Purity/Quality:

99.9% ^*data from raw suppliers

2-[2-(2,4-Difluoro-phenyl)-allyl]-propane-1,3-diol 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C(CC(CO)CO)C1=C(C=C(C=C1)F)F

Technology Process of 2-[2-(2,4-Difluorophenyl)-2-propen-1-YL]-1,3-propanediol

There total 11 articles about 2-[2-(2,4-Difluorophenyl)-2-propen-1-YL]-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: 88.0%

diethyl 2-[2-(2,4-difluorophenyl)-2-propen-1-yl]-1,3-propanedioate (159276-62-7) → 2-[2-(2,4-difluorophenyl)-2-propene-1-yl]-1, 3-propanediol (165115-73-1)

Guidance literature:

With sodium tetrahydroborate; lithium chloride; In ethanol; for 15h; Ambient temperature;

DOI:10.1016/0040-4039(95)00143-Z

Reference yield: 52.4%

Butyric acid 2-butyryloxymethyl-4-(2,4-difluoro-phenyl)-pent-4-enyl ester → 2-[2-(2,4-difluorophenyl)-2-propene-1-yl]-1, 3-propanediol (165115-73-1) + Butyric acid (S)-4-(2,4-difluoro-phenyl)-2-hydroxymethyl-pent-4-enyl ester

Guidance literature:

With sodium hydroxide; Amano Lipase CE; In acetonitrile; for 18.25h;

DOI:10.1021/jo9709920

Reference yield:

2-chloro-1-(2,4-dichlorophenyl)ethanone (51336-94-8) → 2-[2-(2,4-difluorophenyl)-2-propene-1-yl]-1, 3-propanediol (165115-73-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: magnesium / tert-butyl methyl ether / 4 h / 55 °C

1.2: -10 - 0 °C

1.3: 3 h / 25 - 50 °C

2.1: sodium hydroxide / dimethyl sulfoxide / 5 h / 25 - 30 °C

3.1: water; lithium chloride; sodium tetrahydroborate / isopropyl alcohol / 20 h / -5 - 30 °C

3.2: pH 1

With sodium tetrahydroborate; water; magnesium; lithium chloride; sodium hydroxide; In tert-butyl methyl ether; dimethyl sulfoxide; isopropyl alcohol;

upstream raw materials:

diethyl 2-[2-(2,4-difluorophenyl)-2-propen-1-yl]-1,3-propanedioate

2-chloro-1-(2,4-dichlorophenyl)ethanone

1-(1-chloromethylethenyl)-2,4-difluorobenzene

1-Chloro-2-(2,4-difluorophenyl)-3-trimethylsilyl-2-propanol

Downstream raw materials:

2-methylpropanoic acid [(2S)-4-(2,4-difluorophenyl)-2-hydroxymethyl-4-penten-1-yl] ester

posaconazote

C₁₆H₁₉F₂IO₃

(2R-cis)-2-(2,4-difluorophenyl)-4-[[(4-methylphenyl)sulfonyloxy]methyl]-2-[(1H-1,2,4-triazol-1-yl)methyl]tetrahydrofuran