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119946

Sigma-Aldrich

4-Fluorobenzoyl chloride

98%

Synonym(s):

4-Fluorobenzoic acid chloride, p-Fluorobenzoyl chloride

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About This Item

Linear Formula:
FC6H4COCl
CAS Number:
403-43-0
Molecular Weight:
158.56
Beilstein:
386215
EC Number:
206-961-4
MDL number:
MFCD00000684
UNSPSC Code:
12352100
PubChem Substance ID:
24847304
NACRES:
NA.22

Assay

98%

refractive index

n20/D 1.532 (lit.)

bp

82 °C/20 mmHg (lit.)

mp

10-12 °C (lit.)

density

1.342 g/mL at 25 °C (lit.)

SMILES string

Fc1ccc(cc1)C(Cl)=O

InChI

1S/C7H4ClFO/c8-7(10)5-1-3-6(9)4-2-5/h1-4H

InChI key

CZKLEJHVLCMVQR-UHFFFAOYSA-N

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General description

4-Fluorobenzoyl chloride undergoes Friedel-Crafts acylation reaction with 2,6-dimethylnaphthalene to give 1,5-bis(4-fluorobenzoyl)-2,6-dimethylnaphthalene.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

179.6 °F - closed cup

Flash Point(C)

82 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis of [18F] GBR 12909, a dopamine reuptake inhibitor.
Haka MS and Kilbourn MR.
Journal of Labelled Compounds & Radiopharmaceuticals, 28(7), 793-799 (1990)
Synthesis of a novel naphthalene-based poly (arylene ether-ketone) by polycondensation of 1, 5-bis (4-fluorobenzoyl)-2, 6-dimethylnaphthalene with bisphenol A.
Ohno M, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 33(15), 2647-2655 (1995)
Solid-phase Friedel-Crafts acylation on polystyrene resins-synthesis of antiepiletic 1-aryl-3, 5-dihydro-4H-2, 3-benzodiazepin-4-ones.
Bevacqua F, et al.
Tetrahedron Letters, 42(43), 7683-7685 (2001)
Novel electroactive aromatic polyamide with oligoanilines and azo groups in the backbone: synthesis, characterization and dielectric properties.
He L, et al.
Journal of Polymer Research, 19(1), 1-9 (2012)
New multiblock copolymers of sulfonated poly (4'-phenyl-2, 5-benzophenone) and poly (arylene ether sulfone) for proton exchange membranes. II.
Ghassemi H, et al.
Polymer, 45(17), 5855-5862 (2004)
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Articles

Friedel–Crafts Acylation

Friedel-Crafts acylation with Lewis acid catalysts forms monoacylated products via electrophilic aromatic substitution of arenes.

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