(2,5-Difluoro-4-methylphenyl)methanol

Base Information

• Chemical Name: (2,5-Difluoro-4-methylphenyl)methanol
• CAS No.: 252004-43-6
• Molecular Formula: C₈H₈F₂O
• Molecular Weight: 158.148
• DSSTox Substance ID: DTXSID90595031
• Wikidata: Q82489964
• Mol file: 252004-43-6.mol

Synonyms:(2,5-Difluoro-4-methylphenyl)methanol;252004-43-6;Benzenemethanol, 2,5-difluoro-4-methyl-;Benzenemethanol, 2,5-difluoro-4-methyl- (9CI);SCHEMBL698565;DTXSID90595031;OAFXZKIFYIAVLA-UHFFFAOYSA-N;MFCD16250140;AKOS016005196;(2,5-difluoro-4-methyl-phenyl)-methanol;AS-37192;DB-327617;CS-0215443;EN300-247904;A1-07752;Z1255498974

Chemical Property of (2,5-Difluoro-4-methylphenyl)methanol

Chemical Property:

• PSA: 20.23000
• LogP: 1.76550
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 158.05432120
• Heavy Atom Count: 11
• Complexity: 129

Purity/Quality:

98.5% ^*data from raw suppliers

(2,5-difluoro-4-methylphenyl)methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1F)CO)F

Technology Process of (2,5-Difluoro-4-methylphenyl)methanol

There total 2 articles about (2,5-Difluoro-4-methylphenyl)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: 98.0%

2,5-difluoro-4-methyl-benzoic acid (103877-80-1) → (2,5-difluoro-4-methylphenyl)methanol (252004-43-6)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 0 - 60 ℃; for 2.5h;

Reference yield:

1-bromo-2,5-difluoro-4-methylbenzene (252004-42-5) → (2,5-difluoro-4-methylphenyl)methanol (252004-43-6)

Guidance literature:

With hydrogenchloride; n-butyllithium; sodium borohydrid; In N-methyl-acetamide; ethanol; hexane; water;

Reference yield:

(2,5-difluoro-4-methylphenyl)methanol (252004-43-6) → trans 1-[2,5-difluoro-4-((3S,6R)-3-methyl-1,1-dioxo-6-phenyl-1lambda*6*-[1,2]thiazinan-2-ylmethyl)phenyl]-3-hydroxy-3-trifluoromethylcyclobutanecarboxylic acid methyl ester

Guidance literature:

Multi-step reaction with 10 steps

1.1: thionyl chloride / 12 h / 20 °C

2.1: tetrabutylammomium bromide / water; dichloromethane / 12 h / 20 °C

3.1: sodium hydride / mineral oil; dimethyl sulfoxide / 1 h / 20 °C

3.2: 6 h / 60 °C

4.1: potassium hydroxide; water / butan-1-ol / 16 h / 125 °C

5.1: thionyl chloride / 12 h / 20 °C

6.1: N-Bromosuccinimide; dibenzoyl peroxide / chloroform / 2 h / Reflux

7.1: caesium carbonate / N,N-dimethyl-formamide / 16 h / 20 °C

8.1: sulfuric acid / acetone / 0.75 h / Reflux

9.1: cesium fluoride / tetrahydrofuran / 1.5 h / -78 - 20 °C

10.1: water; lithium hydroxide / tetrahydrofuran / 1.5 h

With N-Bromosuccinimide; thionyl chloride; sulfuric acid; tetrabutylammomium bromide; water; sodium hydride; caesium carbonate; cesium fluoride; potassium hydroxide; lithium hydroxide; dibenzoyl peroxide; In tetrahydrofuran; dichloromethane; chloroform; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; mineral oil; butan-1-ol;

upstream raw materials:

1-bromo-2,5-difluoro-4-methylbenzene

2,5-difluoro-4-methyl-benzoic acid

Refernces

• 1、 -. "ARYL SULTAM DERIVATIVES AS RORc MODULATORS". Page/Page column 78-79. . Retrieved 2017/01/26.
• 2、 -. "AMINOBENZISOXAZOLE COMPOUNDS AS AGONISTS OF A7-NICOTINIC ACETYLCHOLINE RECEPTORS". Paragraph 00265. . Retrieved 2017/01/31.