2,6-Difluorobenzyl chloride

Base Information

• Chemical Name: 2,6-Difluorobenzyl chloride
• CAS No.: 697-73-4
• Molecular Formula: C7H5ClF2
• Molecular Weight: 162.567
• Hs Code.: 29039990
• European Community (EC) Number: 615-010-6
• UNII: SVM6C9CCE2
• DSSTox Substance ID: DTXSID30342425
• Nikkaji Number: J911.408D
• Wikidata: Q72462681
• Mol file: 697-73-4.mol

Synonyms:2,6-Difluorobenzyl chloride;697-73-4;2-(Chloromethyl)-1,3-difluorobenzene;2,6-difluorobenzylchloride;Benzene, 2-(chloromethyl)-1,3-difluoro-;SVM6C9CCE2;EC 615-010-6;alpha-Chloro-2,6-difluorotoluene;2, 6-difluorobenzyl chloride;1-Chloromethyl-2,6-difluorobenzene;UNII-SVM6C9CCE2;2,6-Difluorobenzyl Choride;2,6-difluoro benzyl chloride;2,6-difluoro-benzyl chloride;SCHEMBL723742;DTXSID30342425;2,6-Difluorobenzyl chloride, 97%;BBL101998;MFCD00191346;STL555795;Toluene, alpha-chloro-2,6-difluoro-;AKOS000262181;AC-9736;AM62167;2-(Chloromethyl)-1,3-difluoro-benzene;2-(Chloromethyl)-1,3-difluorobenzene #;AS-15444;D2337;FT-0610653;A22580;EN300-128470;J-507477;ETHYL4-(2,5-DIOXOTETRAHYDRO-1H-PYRROL-1-YL)BENZOATE

Chemical Property of 2,6-Difluorobenzyl chloride

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.0407mmHg at 25°C
• Melting Point: 34-38 °C(lit.)
• Refractive Index: 1.456
• Boiling Point: 170.4 °C at 760 mmHg
• Flash Point: 59.5 °C
• PSA: 0.00000
• Density: 1.294 g/cm³
• LogP: 2.70360
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Lachrymatory
• Solubility.: Chloroform (Soluble), Methanol (Slightly)
• Water Solubility.: Soluble in acetone, DMSO and DMF. Insoluble in water.
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 162.0047842
• Heavy Atom Count: 10
• Complexity: 97.8

Purity/Quality:

99% ^*data from raw suppliers

2,6-Difluorobenzyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, Xi
• Hazard Codes: C,Xi
• Statements: 34-20/22
• Safety Statements: 26-36/37/39-45-60-20

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)F)CCl)F
• Uses: 2,6-Difluorobenzyl chloride is used as rufinamide intermediate. It is an important raw material and intermediate used in organic synthesis.

Technology Process of 2,6-Difluorobenzyl chloride

There total 4 articles about 2,6-Difluorobenzyl chloride 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: 99.0%

2,6-difluorobenzyl alcohol (19064-18-7) → 2,6-difluorobenzyl chloride (697-73-4)

Guidance literature:

With hydrogenchloride; at 110 ℃; for 0.666667h; under 9000.9 Torr; Temperature; Flow reactor; Green chemistry;

DOI:10.1039/c6gc01133k

Reference yield: 43.0%

2,6-difluorotoluene (443-84-5) → 2,6-difluorobenzyl chloride (697-73-4)

Guidance literature:

With methanol; tetrachloromethane; iron(II) chloride tetrahydrate; formamide; at 180 ℃; for 6h; Reagent/catalyst; chemoselective reaction; Inert atmosphere; Sealed tube; Autoclave;

DOI:10.1016/j.jfluchem.2019.109346

Reference yield:

3-fluoro-2-methylaniline (443-86-7) → 2,6-difluorobenzyl chloride (697-73-4)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) NaNO₂, HBF₄, (ii) (thermolysis)

2: Cl₂ / Irradiation

With chlorine;

upstream raw materials:

2,6-difluorotoluene

3-fluoro-2-methylaniline

3-nitro-o-tolylamine

2,6-difluorobenzyl alcohol

Downstream raw materials:

ethyl 7-(2,6-difluorobenzyl)-4,7-dihydro-3-methyl-4-oxo-2-phenylthieno[2,3-b]pyridine-5-carboxylate

7-(2,6-difluorobenzyl)-2-(4-methoxyphenyl)-3-methyl-4-oxothieno[2,3-b]pyridine-5-carboxylic acid ethyl ester

8-(2,6-difluorobenzyl)-5,8-dihydro-3-methyl-5-oxo-2-phenylimidazo[1,2-a]pyrimidine-6-carboxylic acid ethyl ester

1-(2,6-difluorobenzyl)-3-isobutyl-6-(4-methoxyphenyl)-5-methylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione

Refernces

• 1、 Borukhova, Svetlana,No?l, Timothy,Metten, Bert,De Vos, Eric,Hessel, Volker. "From alcohol to 1,2,3-triazole: Via a multi-step continuous-flow synthesis of a rufinamide precursor". . p. 4947 - 4953. Retrieved 2016/10/06.