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265152

Sigma-Aldrich

2,6-Difluorobenzaldehyde

98%

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About This Item

Linear Formula:
F2C6H3CHO
CAS Number:
437-81-0
Molecular Weight:
142.10
Beilstein:
1935273
MDL number:
MFCD00010293
UNSPSC Code:
12352100
PubChem Substance ID:
24856057
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.502 (lit.)

bp

82-84 °C/15 mmHg (lit.)

mp

15-17 °C (lit.)

density

1.317 g/mL at 25 °C (lit.)

functional group

aldehyde

storage temp.

2-8°C

SMILES string

Fc1cccc(F)c1C=O

InChI

1S/C7H4F2O/c8-6-2-1-3-7(9)5(6)4-10/h1-4H

InChI key

SOWRUJSGHKNOKN-UHFFFAOYSA-N

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Application

2,6-Difluorobenzaldehyde can be used as a reactant to synthesize:
  • 5-Cyano-6-(2,6-difluorophenyl)-5,6-dihydro-2-thiouracil via one-pot cyclocondensation reaction with ethyl cyanoacetate and thiourea.
  • 1-(2,6-Difluorobenzyl)-2-(2,6-difluorophenyl)-benzimidazole by reacting with 1,2-phenylenediamine in the presence of a catalytic amount of p-toluenesulfonic acid.
  • (3E)-4-(2,6-Difluorophenyl)-3-buten-2-one by Wittig olefination reaction with acetylmethylidenetriphenyl phosphorane.
  • Methyl 4-fluorobenzo[b]thiophene-2-carboxylate by treating with methyl thioglycolate in the presence of K2CO3.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314,H412

Hazard Classifications

Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1C

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 2

Flash Point(F)

180.5 °F - closed cup

Flash Point(C)

82.5 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB1996
STBK0413
STBJ0652
STBH6295
STBH3218

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4-Substituted (benzo [b] thiophene-2-carbonyl) guanidines as novel Na+/H+ exchanger isoform-1 (NHE-1) inhibitors
Lee Sunkyung, et al.
Bioorganic & Medicinal Chemistry Letters, 15(12), 2998-3001 (2005)
Some observations on the base-catalyzed cyclocondensation of 2, 6-dihalobenzaldehydes, ethyl cyanoacetate, and thiourea
Al-Omar Mohamed A, et al.
Synthetic Communications, 40(10), 1530-1538 (2010)
Solventless Wittig olefination with fluorinated benzaldehydes
Thiemann, Thies
J. Chem. Res. (M), 2007(6), 336-341 (2007)
Microwave-assisted synthesis of benzimidazole and thiazolidinone derivatives as HIV-1 RT inhibitors
Rao Angela, et al.
ARKIVOC (Gainesville, FL, United States), 5, 147-155 (2004)
C Cabrera et al.
AIDS research and human retroviruses, 15(17), 1535-1543 (1999-12-02)
Negatively charged albumins (NCAs) have been identified as potent inhibitors of HIV-1 replication in vitro. Time of addition studies suggest that succinylated and aconitylated human serum albumin (Suc-HSA and Aco-HSA) act at an early stage of the virus life cycle
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