4-Bromo-2,6-difluorobenzyl alcohol

Base Information

• Chemical Name: 4-Bromo-2,6-difluorobenzyl alcohol
• CAS No.: 162744-59-4
• Molecular Formula: C7H5BrF2O
• Molecular Weight: 223.017
• Hs Code.: 2906290090
• European Community (EC) Number: 627-656-6
• DSSTox Substance ID: DTXSID80378355
• Wikidata: Q72454357
• Mol file: 162744-59-4.mol

Synonyms:4-Bromo-2,6-difluorobenzyl alcohol;162744-59-4;(4-bromo-2,6-difluorophenyl)methanol;Benzenemethanol, 4-bromo-2,6-difluoro-;4-BROMO-2,6-DIFLUOROBENZYLALCOHOL;MFCD03094461;2,6-Difluoro-4-bromobenzyl alcohol;(4-bromo-2,6-difluoro-phenyl)methanol;4-BROMO-2,6-DIFLUORO-BENZENEMETHANOL;SCHEMBL378361;DTXSID80378355;AKOS005145776;AC-1683;CS-W003006;(4-bromo-2,6-difluorophenyl)-methanol;AS-15025;SY017583;4-Bromo-2,6-difluorobenzyl alcohol, 98%;A3621;AM20030099;B5090;FT-0653063;5-Bromo-2-hydroxymethyl-1,3-difluoro-benzene;EN300-246696;J-009971;J-514613;Z1269216566

Chemical Property of 4-Bromo-2,6-difluorobenzyl alcohol

Chemical Property:

• Vapor Pressure: 0.0118mmHg at 25°C
• Melting Point: 76-81 °C(lit.)
• Refractive Index: 1.544
• Boiling Point: 249.8 °C at 760 mmHg
• PKA: 13.21±0.10(Predicted)
• Flash Point: 104.9 °C
• PSA: 20.23000
• Density: 1.744 g/cm³
• LogP: 2.21960
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 221.94918
• Heavy Atom Count: 11
• Complexity: 122

Purity/Quality:

99% ^*data from raw suppliers

4-Bromo-2,6-difluorobenzyl alcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1F)CO)F)Br

Technology Process of 4-Bromo-2,6-difluorobenzyl alcohol

There total 2 articles about 4-Bromo-2,6-difluorobenzyl alcohol 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: 95.2%

4-bromo-2,6-difluorobenzoic acid (183065-68-1) → (4-bromo-2,6-difluoro-phenyl)methanol (162744-59-4)

Guidance literature:

With dimethylsulfide borane complex; In tetrahydrofuran; at 60 ℃; for 16h;

Reference yield:

3,5-difluorobromobenzene (461-96-1) → (4-bromo-2,6-difluoro-phenyl)methanol (162744-59-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropylamide / tetrahydrofuran; hexane / 2 h / -78 °C

1.2: 86.8 percent / tetrahydrofuran; hexane / 0.5 h / -78 °C / 150.01 Torr

2.1: ClCO₂CH(CH₃)2; Et₃N / tetrahydrofuran / 1.67 h / -20 - -10 °C

2.2: 94.8 percent / NaBH₄ / tetrahydrofuran; H₂O / 4 h / 20 °C

With isopropyl chloroformate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane;

DOI:10.1016/j.bmc.2005.10.062

Reference yield: 99.5%

(4-bromo-2,6-difluoro-phenyl)methanol (162744-59-4) + methanesulfonyl chloride (124-63-0) → 4-bromo-2,6-difluorobenzyl methanesulfonate (869361-54-6)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.583333h;

upstream raw materials:

4-bromo-2,6-difluorobenzoic acid

3,5-difluorobromobenzene

Downstream raw materials:

((4-bromo-2,6-difluorobenzyl)oxy)(tert-butyl)dimethylsilane

5-bromo-2-(bromomethyl)-1,3-difluoro-benzene

4-bromo-2,6-difluorobenzyl methanesulfonate

4-bromo-2,6-difluorobenzaldehyde

Refernces

• 1、 -. "NOVEL COMPOUNDS AS REARRANGED DURING TRANSFECTION (RET) INHIBITORS". Paragraph 0371; 0372. . Retrieved 2014/09/30.
• 2、 Hattori, Yoshihide,Asano, Tomoyuki,Niki, Yoko,Kondoh, Hirofumi,Kirihata, Mitsunori,Yamaguchi, Yoshihiro,Wakamiya, Tateaki. "Study on the compounds containing 19F and 10B atoms in a single molecule for the application to MRI and BNCT". . p. 3258 - 3262. Retrieved 2007/10/03.