1,3-Dichloro-6-(trifluoromethyl)phenanthren-9-methanol

Base Information

• Chemical Name: 1,3-Dichloro-6-(trifluoromethyl)phenanthren-9-methanol
• CAS No.: 38492-81-8
• Molecular Formula: C16H9Cl2F3O
• Molecular Weight: 345.148
• Hs Code.: 2906299090
• European Community (EC) Number: 253-970-4
• UNII: W9M33HKM7R
• DSSTox Substance ID: DTXSID30191814
• Nikkaji Number: J294.680G
• Wikidata: Q83064392
• Mol file: 38492-81-8.mol

Synonyms:1,3-Dichloro-6-(trifluoromethyl)phenanthren-9-methanol;38492-81-8;W9M33HKM7R;[1,3-dichloro-6-(trifluoromethyl)phenanthren-9-yl]methanol;EINECS 253-970-4;UNII-W9M33HKM7R;1,3-Dichloro-6-(trifluoromethyl)-9-phenanthrenemethanol;9-Phenanthrenemethanol, 1,3-dichloro-6-(trifluoromethyl)-;(1,3-Dichloro-6-(trifluoromethyl)phenanthren-9-yl)methanol;C16H9Cl2F3O;1,3-Dichloro-6-trifluoromethyl-9-phenanthrenemethanol;SCHEMBL8814648;C16-H9-Cl2-F3-O;DTXSID30191814;[1,3-Dichloro-6-(trifluoromethyl)-9-phenanthryl]methanol #

Chemical Property of 1,3-Dichloro-6-(trifluoromethyl)phenanthren-9-methanol

Chemical Property:

• Vapor Pressure: 5.75E-10mmHg at 25°C
• Boiling Point: 478.5°Cat760mmHg
• Flash Point: 243.2°C
• PSA: 20.23000
• Density: 1.507g/cm³
• LogP: 5.81090
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 343.9982548
• Heavy Atom Count: 22
• Complexity: 403

Purity/Quality:

99% ^*data from raw suppliers

Halofantrine impurity C European Pharmacopoeia (EP) Reference Standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=C(C=C1C(F)(F)F)C3=C(C=C2CO)C(=CC(=C3)Cl)Cl

Technology Process of 1,3-Dichloro-6-(trifluoromethyl)phenanthren-9-methanol

There total 5 articles about 1,3-Dichloro-6-(trifluoromethyl)phenanthren-9-methanol 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:

1,3-dichloro-6-(trifluoromethyl)phenanthren-9-carboxylic acid (38635-85-7) → 1,3-dichloro-6-(trifluoromethyl)phenanthren-9-methanol (38492-81-8)

Guidance literature:

With diborane; In tetrahydrofuran;

DOI:10.1021/jm00277a018

Reference yield:

2,4-dichlorobenzaldeyhde (874-42-0) → 1,3-dichloro-6-(trifluoromethyl)phenanthren-9-methanol (38492-81-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate / acetic anhydride / 24 h / 65 °C

2.1: iron(II) sulfate; sodium hydroxide / water / 2 h / 100 °C

3.1: isopentyl nitrite; hydrogenchloride / ethanol / 1 h / -5 °C

3.2: 2 h / 40 °C

4.1: diborane; tetrahydrofuran / 12 h / 0 - 20 °C / Inert atmosphere

With tetrahydrofuran; hydrogenchloride; potassium carbonate; iron(II) sulfate; sodium hydroxide; diborane; isopentyl nitrite; In ethanol; water; acetic anhydride; 3.1: |Pschor Arylation / 3.2: |Pschor Arylation;

DOI:10.1021/acs.jmedchem.7b00140

Reference yield:

2-(2-nitro-4-(trifluoromethyl)phenyl)acetic acid (1735-91-7) → 1,3-dichloro-6-(trifluoromethyl)phenanthren-9-methanol (38492-81-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate / acetic anhydride / 24 h / 65 °C

2.1: iron(II) sulfate; sodium hydroxide / water / 2 h / 100 °C

3.1: isopentyl nitrite; hydrogenchloride / ethanol / 1 h / -5 °C

3.2: 2 h / 40 °C

4.1: diborane; tetrahydrofuran / 12 h / 0 - 20 °C / Inert atmosphere

With tetrahydrofuran; hydrogenchloride; potassium carbonate; iron(II) sulfate; sodium hydroxide; diborane; isopentyl nitrite; In ethanol; water; acetic anhydride; 3.1: |Pschor Arylation / 3.2: |Pschor Arylation;

DOI:10.1021/acs.jmedchem.7b00140

upstream raw materials:

1,3-dichloro-6-(trifluoromethyl)phenanthren-9-carboxylic acid

2,4-dichlorobenzaldeyhde

2-(2-nitro-4-(trifluoromethyl)phenyl)acetic acid

(E)-3-(2,4-Dichloro-phenyl)-2-(2-nitro-4-trifluoromethyl-phenyl)-acrylic acid

Downstream raw materials:

1,3-dichloro-6-(trifluoromethyl)phenanthren-9-carboxaldehyde

Refernces