3-(Difluoromethoxy)benzaldehyde

Base Information

• Chemical Name: 3-(Difluoromethoxy)benzaldehyde
• CAS No.: 85684-61-3
• Molecular Formula: C8H6F2O2
• Molecular Weight: 172.131
• Hs Code.: 2913000090
• European Community (EC) Number: 640-222-0
• DSSTox Substance ID: DTXSID80371745
• Wikidata: Q72463153
• Mol file: 85684-61-3.mol

Synonyms:3-(Difluoromethoxy)benzaldehyde;85684-61-3;3-difluoromethoxy-benzaldehyde;Benzaldehyde, 3-(difluoromethoxy)-;MFCD00236222;3-difluoromethoxybenzaldehyde;SCHEMBL856123;AMY2983;DTXSID80371745;BBL011793;CK2107;STK802552;AKOS000103757;PS-8669;SB85440;SY062608;3-NITRO-2,2,2-TRIFLUOROACETOPHENONE;CS-0044442;FT-0613756;FT-0652672;EN300-60104;A23096;Z337709388

Chemical Property of 3-(Difluoromethoxy)benzaldehyde

Chemical Property:

• Vapor Pressure: 0.0838mmHg at 25°C
• Refractive Index: n20/D 1.496(lit.)
• Boiling Point: 226 °C at 760 mmHg
• Flash Point: 88.1 °C
• PSA: 26.30000
• Density: 1.262 g/cm³
• LogP: 2.10050
• Storage Temp.: Room temperature.
• Sensitive.: Air Sensitive
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 172.03358575
• Heavy Atom Count: 12
• Complexity: 150

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-(Difluoromethoxy)benzaldehyde ^*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=CC(=CC(=C1)OC(F)F)C=O

Technology Process of 3-(Difluoromethoxy)benzaldehyde

There total 6 articles about 3-(Difluoromethoxy)benzaldehyde 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: 69.0%

(3-(difluoromethoxy)phenyl)methanol (125903-81-3) → 3-(difluoromethoxy)-benzaldehyde (85684-61-3)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane;

DOI:10.1021/jm00166a023

Reference yield: 46.0%

S-difluoromethyl-S-phenyl-2,4,6-trimethoxyphenylsulfonium tetrafluoroborate + meta-hydroxybenzaldehyde (100-83-4) → 3-(difluoromethoxy)-benzaldehyde (85684-61-3)

Guidance literature:

meta-hydroxybenzaldehyde; With lithium hydroxide; In fluorobenzene; at 20 ℃; for 0.5h; Schlenk technique; Inert atmosphere;

S-difluoromethyl-S-phenyl-2,4,6-trimethoxyphenylsulfonium tetrafluoroborate; In fluorobenzene; at 20 ℃; chemoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.9b02424

Reference yield: 36.0%

sodium chlorodifluoroacetate (1895-39-2) + meta-hydroxybenzaldehyde (100-83-4) → 3-(difluoromethoxy)-benzaldehyde (85684-61-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 95 ℃; for 5h;

upstream raw materials:

(3-(difluoromethoxy)phenyl)methanol

3-Hydroxybenzyl alcohol

meta-hydroxybenzaldehyde

sodium chlorodifluoroacetate

Downstream raw materials:

(2-(difluoromethoxy)pyridin-4-yl)methanol

(3-(difluoromethoxy)phenyl)(2-(3,5-difluorophenyl)-1,3-dithian-2-yl)methanol

2-(3-(difluoromethoxy)phenyl)-1-(3,5-difluorophenyl)-2-hydroxyethanone

1-(3-(difluoromethoxy)phenyl)-2-(3,5-difluorophenyl)ethane-1,2-dione

Refernces

• 1、 -. "HYDANTOINS THAT MODULATE BACE-MEDIATED APP PROCESSING". Paragraph 0471. . Retrieved 2014/09/03.
• 2、 Medwid, Jeffrey B.,Paul, Rolf,Baker, Jannie S.,Brockman, John A.,Du, Mila T.,et al.. "Preparation of Triazolopyrimidines as Potential Antiasthma Agents". . p. 1230 - 1241. Retrieved 2007/10/02.