5-Fluoro-2-methylbenzoic acid

CAS Number 33184-16-6

Chemistry Building Blocks, Fluorinated Building Blocks, Monomers, Non-Heterocyclic Building Blocks

5-Fluoro-2-methylbenzoic acid CAS 33184-16-6

A fluorinated benzoic acid building block

Utilised as a synthesis intermediate for APIs and as a substrate in organic synthesis

Overview
Related Products

5-Fluoro-2-methylbenzoic acid (CAS number 33184-16-6) is a fluorinated ortho-toluic acid. 5-Fluoro-2-methylbenzoic acid reacts with saturated ketones in a bimetallic Ir/Cu catalytic reaction to afford phthalide, a bicyclic heterocycle used in dyes and fungicides. Additionally, 5-fluoro-2-methylbenzoic acid is involved in the synthesis of benzamide derivatives as HIV-1 integrase inhibitors for antiviral treatment.

5-Fluoro-2-methylbenzoic acid is also utilized in the synthesis of 3-arylisoquinolinones with benzonitrile through a lithiation reaction. The resulting 3-arylisoquinolinones exhibit antiproliferative activity against cancer cells. These molecules bind to microtubules, suppress tubulin polymerization and induce apoptosis in cancer cells.

Multiple functional groups

For facile synthesis

Fluorinated benzoic acid building block

For drug discovery, medicinal chemistry, and biochemistry

Low Cost

Competitively priced, high quality product

High purity

>98% High purity

General Information

CAS Number	33184-16-6
Chemical Formula	C₈H₇FO₂
Full Name	5-Fluoro-2-methylbenzoic acid
Molecular Weight	154.14 g/mol
Synonyms	5-Fluoro-o-toluic acid, 2-Methyl-5-fluorobenzoic acid
Classification / Family	Fluorinated building blocks, Benzoic acid building blocks, APIs, Bicyclic heterocycles

Chemical Structure

Product Details

Purity	98%
Melting Point	T_m = 130 °C – 132 °C
Appearance	White powder

MSDS Documentation

5-Fluoro-2-methylbenzoic acid MSDS Sheet

Literature and Reviews

Iridium/copper-catalyzed oxidative C−H/O−H annulation of benzoic acids with saturated ketones for accessing 3-substituted phthalides, R. Wang et al., ChemCatChem, 12, 5907 (2020); DOI: 10.1002/cctc.202001214.
Design of HIV-1 integrase inhibitors targeting the catalytic domain as well as its interaction with LEDGF/p75: a scaffold hopping approach using salicylate and catechol groups, X. Fan et al., Bioorg. Med. Chem., 19 (16), 4935–4952 (2011); DOI: 10.1016/j.bmc.2011.06.058.
Validating and enabling phosphoglycerate dehydrogenase (PHGDH) as a target for fragment-based drug discovery in PHGDH-amplified breast cancer, J. Unterlass et al., Oncotarget, 9 (17), 13139–13153 (2018); DOI: 10.18632/oncotarget.11487.
SAR of novel 3-arylisoquinolinones: meta-substitution on the aryl ring dramatically enhances antiproliferative activity through binding to microtubules, M. Elhemely et al., J. Med. Chem., 65, 4783–4797 (2022); DOI: 10.1021/acs.jmedchem.1c01936.

Related Products

We stock a wide range of fluorianted building blocks available to purchase online. Please contact us if you cannot find what you are looking for.

Potassium nonafluoro-1-butanesulfonate

From £50

2-Fluorobiphenyl

From £40

Pentafluorobenzoic acid

From £30

2,4,5-Trifluorophenylacetic acid

From £40

4-Fluoro-1,2-phenylenediamine

From £35

5-Fluorobenzoxazole-2-thiol

From £45

5-Bromo-3-fluoropyridine-2-carboxylic acid

From £55

7-Fluoro-4-hydroxycoumarin

From £50

2-Amino-5-chloro-3-fluoropyridine

From £40

5-Bromo-4-fluoro-2-methylaniline

From £60

3′-Bromo-4′-fluoroacetophenone

From £35

3-Fluoro-5-(trifluoromethyl)benzoic acid

From £30

5-Chloro-2-fluorobenzonitrile

From £40

2-Fluoro-6-methylbenzoic acid

From £33

4′-Fluoro-3′-nitroacetophenone

From £35

4-Fluoro-3-methylbenzoic acid

From £50

1,3,5-Tris(3-fluoro-4-formylphenyl)benzene

£80
From £40

5-Chloro-2-fluorobenzoic acid

From £50

2-Fluoro-5-methylbenzoic acid

From £50

trans-3,4-Difluorocinnamic acid

From £50

4-Fluoro-2-iodobenzoic acid

From £35

3-Fluoro-4-iodopyridine

From £50

2-Chloro-5-fluoronitrobenzene

From £45

4-Bromo-3-fluorobenzonitrile

From £50

3-Bromo-5-fluorophenol

From £33

4-Bromo-3-fluoroiodobenzene

From £35

5-Difluoromethoxy-2-mercaptobenzimidazole

From £65

6-Fluoro-4-hydroxy-2-(trifluoromethyl)quinoline

From £95

4-Bromo-6-fluoroquinoline

From £95

4-Amino-2-(trifluoromethyl)pyridine

From £50

1-(3-Fluorophenyl)-1H-pyrazole-4-carbaldehyde

From £70

Methyl 6-fluoropyridine-2-carboxylate

From £85

4-Hydroxy-2-(trifluoromethyl)benzoic acid

From £65

5-Bromo-2-fluoropyrimidine

From £60

3-Chloro-5-fluoroaniline

From £65

6-Fluoropyridine-2-carbonitrile

From £80

4-Fluoro-4′-methoxybenzophenone

From £90

2,4,6-Trifluorophenylacetic acid

From £90

2,3,5,6-Tetrafluoro-4-hydroxybenzoic acid

From £80

2-Fluoropyridine-3-carbonitrile

From £90

2-Bromo-5-fluorobenzonitrile

From £60

1-Bromo-2-chloro-4-fluorobenzene

From £70

2-Fluoro-4-(trifluoromethyl)benzoic acid

From £100

3-Fluoro-4-methoxybenzoic acid

From £90

4-Methoxy-3-(trifluoromethyl)aniline

From £90

4-Fluoro-2-methylbenzonitrile

From £90

3-Fluoro-4-(trifluoromethyl)benzoic acid

From £90

3,5-Difluoropyridine-2-carbonitrile

From £90

5-Cyano-2-fluoropyridine

From £90

2,6-Difluorocinnamic aldehyde

From £90

2-Fluoro-4-hydroxybenzoic acid

From £90

3-Chloro-2-fluorobenzoic acid

From £75

2-Fluoro-3-methoxybenzaldehyde

From £137

3-Fluorobenzoic hydrazide

From £100

2-Amino-5-fluorobenzonitrile

From £80

4-Fluoro-2-methylphenol

From £60

2,4,5-Trifluorobenzonitrile

From £80

4-Chloro-3-fluoroaniline

From £50

2-Fluoro-4-nitroaniline

From £70

3-Fluoro-2-methylbenzoic acid

From £90

2-Amino-6-fluorobenzonitrile

From £90

3-Fluoro-p-anisidine

From £90

3′-Fluoro-4′-methoxyacetophenone

Price £90

2-Bromo-4-fluorobenzonitrile

From £80

3-Fluoro-2-pyridinecarbonitrile

From £70

2-Amino-3-fluoropyridine

From £80

3-Fluoro-4-hydroxybenzaldehyde

From £80

α,α-Difluorophenylacetic acid

From £70

3,3-Difluoropiperidine hydrochloride

From £60

2,2-Difluorocyclopropanecarboxylic acid

From £90

4-Fluoro-β-nitrostyrene

From £90

2,6-Dichloro-5-fluoro-3-pyridinecarbonitrile

From £90

2-Fluoro-4-(trifluoromethyl)aniline

From £90

N-Boc-4,4-difluoro-L-proline

From £70

3,4,5-Trifluorobenzoic acid

From £90

2-Bromo-3′-fluoroacetophenone

From £116

4-Fluororesorcinol

From £70

3,4,5-Trifluoroaniline

From £55

4-Fluorobenzenesulfonamide

From £65

2-Fluoro-5-nitrobenzoic acid

From £65

1-Bis(4-fluorophenyl)methyl piperazine

From £80

3,5-Difluorobenzonitrile

From £65

6-Fluoronicotinic acid

From £76

2-Bromo-4-fluoropyridine

From £125

3-Fluoro-2-hydroxybenzaldehyde

From £110

2-Chloro-5-fluoropyrimidine

From £100

2-Bromo-6-fluorobenzaldehyde

From £100

2-Fluoro-5-nitrobenzonitrile

From £72

Bis(4-fluorophenyl)methanol

From £105

N-Boc-trans-4-fluoro-L-proline

From £76

(S)-(+)-3-Fluoropyrrolidine hydrochloride

From £80

Methyl pentafluorobenzoate

From £76

5-Fluorosalicylic acid

From £110

(R)-(−)-3-Fluoropyrrolidine hydrochloride

From £72

4-Bromo-2,6-difluoroaniline

From £76

2-Fluoroadenine

From £90

3,3-Difluoropyrrolidine hydrochloride

From £110

4-Fluoro-3-nitrobenzoic acid

From £66

2-Amino-4-fluorophenol

From £56

2,4-Difluorobenzonitrile

From £66

2,4-Difluoro-(1H-1,2,4-triazolyl)acetophenone

From £100

4,4′-Bis(trifluoromethyl)-2,2′-bipyridine

From £100

5-Bromo-2-fluoropyridine

From £105

1-(tert-Butoxycarbonyl)-3-fluoro-4-piperidone

From £90

6-Fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride

From £80

7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

From £115

3-Fluoro-4-morpholinoaniline

From £100

Benzyl (3-Fluoro-4-morpholinophenyl)carbamate

From £100

5-Fluoroisatin

From £76

5-Fluorooxindole

From £200

5-(Trifluoromethoxy)isatin

From £115

6-Fluoroindole-2-carboxylic acid

From £105

6-Fluoroindole

From £80

5-Fluoroindole

From £100

7-Fluoroindole

From £170

3-(4-Fluorophenyl)-1-isopropylindole

From £100

4-Fluoroindole

From £100

4-(Trifluoromethyl)-1H-imidazole

From £165

1-[2-(Trifluoromethyl)phenyl]imidazole

From £175

3-(Trifluoromethyl)-2-pyridone

From £100

5-(Trifluoromethyl)-2-pyridone

From £100

2-(Trifluoromethyl)thioxanthen-9-one

Price £95

2-Furoyltrifluoroacetone

From £100

7-(Diethylamino)-4-(trifluoromethyl)coumarin

From £110

7-Hydroxy-4-(trifluoromethyl)coumarin

From £56

2-Fluoro-9H-carbazole

From £135

AB-TFMB

£90
From £90

p-6FDAP

£110
From £110

2,2-Bis(3-(3-aminobenzoylamino)-4-hydroxyphenyl)hexafluoropropane (m-6FDAP)

£130
From £130

2,2'-Bis(trifluoromethyl)-4,4'-diaminodiphenyl ether (6FODA)

£76
From £76

2,2-Bis[4-(4-aminophenoxy)phenyl]hexafluoropropane (4-BDAF)

£76
From £76

1,4-Bis(4-amino-2-trifluoromethylphenoxy)benzene (6FAPB)

£76
From £38

4,4'-(Hexafluoroisopropylidene)diphthalic anhydride (6FDA)

£90
From £90

2,2'-Bis(trifluoromethyl)benzidine (TFMB)

£76
From £76

2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane (6FAP)

£76
From £38

2-(2,4-Difluorophenyl)-5-fluoropyridine

From £105

2-(2,4-Difluorophenyl)-5-methylpyridine

From £130

4-Chloro-7-trifluoromethylquinoline-3-carboxylic acid ethyl ester

From £145

4-Bromo-8-fluoroquinoline

From £135

6-Chloro-8-fluoroquinoline

From £80

8-Fluoro-4-hydroxy-2-methylquinoline

From £95

(5S)-(−)-5-(Trifluoromethyl)-2-pyrrolidinone

From £145

2,4,6-Trifluoronitrobenzene

From £74

Ethyl (4-fluorobenzoyl)acetate

From £110

5-Bromo-3-fluorosalicylaldehyde

From £110

6-Fluoro-4-chromanone

From £120

2-(Difluoromethyl)benzimidazole

From £115

3,3-Difluoroazetidine hydrochloride

Price £170

4-(Trifluoromethyl)-2-pyridone

From £72

4-Fluoro-1H-indazole

From £72

3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

From £115

5,5'-Bis(trifluoromethyl)-2,2'-bipyridine

From £210

5,5'-dibromo-3,3'-difluoro-2,2'-bithiophene

From £250

2-Bromo-6-fluoronaphthalene

From £130

FIC

From £220

HDOQx-DBrDF

From £520

MeHDOQx-DBrDF

From £520

2FIC

From £360

BDTT-F-Sn

From £500

DFBTA-2ThBr-HD

From £310

3,3'-Difluoro-5,5'-bis(trimethylstannyl)-2,2'-bithiophene

From £280

2-Ethylhexyl 4,6-dibromo-3-fluorothieno[3,4-b]thiophene-2-carboxylate

From £260

4,7-Dibromo-5,6-difluoro-2,1,3-benzothiadiazole

From £210

PCE11 Monomer

From £480