531456

Sigma-Aldrich

5-Chloro-2-furaldehyde

98%

Empirical Formula (Hill Notation):
C5H3ClO2
CAS Number:
Molecular Weight:
130.53
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

mp

34-37 °C (lit.)

storage temp.

2-8°C

SMILES string

Clc1ccc(C=O)o1

InChI

1S/C5H3ClO2/c6-5-2-1-4(3-7)8-5/h1-3H

InChI key

DGAUAVDWXYXXGQ-UHFFFAOYSA-N

General description

5-Chloro-2-furaldehyde is also known as 5-chlorofurfural. It reacts with aniline and aniline hydrochloride to form bis-(phenylamino) derivatives, without the furan ring cleavage. It also undergoes coupling with ethyl acetoacetate to form the corresponding ethyl bis-acetoacetate.

Application

5-Chloro-2-furaldehyde may be used as an internal standard during the analysis of furanic compounds by reversed-phase-high performance liquid chromatography–diode array detection (RP-HPLC–DAD) method.

Packaging

1 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

hazcat

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

storage_class_code

11 - Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

The Synthesis of Substituted ?-Thienyl-and ?-Furylglutaric Acids.
Smith Jr WT and Shelton RW.
Journal of the American Chemical Society, 76(10), 2731-2732 (1954)
Utilization of potassium vinyltrifluoroborate in the development of a 1, 2-dianion equivalent.
Molander GA and Sandrock Deidre L
Organic Letters, 11(11), 2369-2372 (2009)
Waterpipe smoke: a considerable source of human exposure against furanic compounds.
Schubert J, et al.
Analytica Chimica Acta, 709, 105-112 (2012)
The Reaction of Certain Substituted Furfurals with Aniline and Aniline Hydrochloride.
Drisko RW and McKennis Jr H.
Journal of the American Chemical Society, 74(10), 2626-2628 (1952)
?-Selective directed catalytic asymmetric hydroboration of 1,1-disubstituted alkenes.
Smith SM, et al.
Chemical Communications (Cambridge, England), 48(100), 12180-12182 (2012)

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