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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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

265152-VAR:
265152-25G:
265152-BULK:
265152-5G:

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Certificates of Analysis (COA)

Lot/Batch Number
STBK0413
STBJ0652
STBH6295
STBH3218
STBF8146V

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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)
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
A systematic method of promoting an aryl fluoride to coordinate to ruthenium (11).
Inorgorganica Chimica Acta, 228(2), 127-131 (1995)
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)
G M Wahl et al.
Proceedings of the National Academy of Sciences of the United States of America, 76(8), 3683-3687 (1979-08-01)
We describe a technique for transferring electrophoretically separated bands of double-stranded DNA from agarose gels to diazobenzyloxymethyl-paper. Controlled cleavage of the DNA in situ by sequential treatment with dilute acid, which causes partial depurination, and dilute alkali, which causes cleavage

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