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467707

Sigma-Aldrich

3-Fluorophthalic anhydride

95%

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5 G
MXP 1,650.00

MXP 1,650.00

Estimated to ship onApril 11, 2025

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5 G
MXP 1,650.00

About This Item

Empirical Formula (Hill Notation):
C8H3FO3
CAS Number:
652-39-1
Molecular Weight:
166.11
EC Number:
211-491-8
MDL number:
MFCD00039696
UNSPSC Code:
12352100
PubChem Substance ID:
24870433
NACRES:
NA.22

MXP 1,650.00

Estimated to ship onApril 11, 2025

Request a Bulk Order

Quality Level

200

Assay

95%

form

solid

mp

158-161 °C (lit.)

functional group

anhydride
ester
fluoro

SMILES string

Fc1cccc2C(=O)OC(=O)c12

InChI

1S/C8H3FO3/c9-5-3-1-2-4-6(5)8(11)12-7(4)10/h1-3H

InChI key

WWJAZKZLSDRAIV-UHFFFAOYSA-N

General description

3-Fluorophthalic anhydride undergoes reduction with NaBH4 to afford 4-fluorophthalide and 7-fluorophthalide.[1] It can be synthesized starting from 3-nitrophthaloyl dichloride.[2]

Application

3-Fluorophthalic anhydride may be used in the preparation of substituted benzamides with potential neuroleptic activity.[3] It may be employed as starting reagent for the synthesis of 8-fluoro-10-methyl-1,2-benzanthracene.[4]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H317,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK3349
BCCK4515
BCCH9476
BCCD4907
BCCB6894

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Notes-Preparation of 3-Fluorophthalic Anhydride.
Heller A.
The Journal of Organic Chemistry, 25(5), 834-835 (1960)
Regioselectivity of metal hydride reductions of unsymmetrically substituted cyclic anhydrides. systems where" steric hindrance along the preferred reaction path" rationalization is not applicable.
Kayser MM and Morand P.
Canadian Journal of Chemistry, 58(23), 2484-2490 (1980)
Yingming Wang et al.
Colloids and surfaces. B, Biointerfaces, 188, 110795-110795 (2020-01-29)
Anaplastic lymphoma kinase (ALK) is a major target in treating non-small-cell lung cancer, and several ALK inhibitors have been developed to antagonize its kinase activity. However, patients treated with inhibitors ultimately develop drug resistance. Therefore, therapies with new mechanisms of
A new synthesis of 3-fluorophthalic anhydride.
Passudetti M, et al.
Journal of Fluorine Chemistry, 50(2), 251-255 (1990)
Synthesis of 8-Fluoro-10-methyl-1, 2-benzanthracene1.
Newman MS and Wiseman EH.
The Journal of Organic Chemistry, 26(9), 3208-3211 (1961)
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