ChemicalBook > CAS DataBase List > 5-Fluoro-2-methylphenol

5-Fluoro-2-methylphenol

Product Name
5-Fluoro-2-methylphenol
CAS No.
452-85-7
Chemical Name
5-Fluoro-2-methylphenol
Synonyms
5-fluoro-o-cresol;5-Fluoro-o-cresol>5-FLUORO-2-METHYLPHENOL;5-Fluoro-o-cresol (OH=1);4-fluoro-2-hydroxytoluene;Phenol, 5-fluoro-2-methyl-;5-Fluoro-2-methylphenol 98%;5-Fluoro-2-methylphenol,98%;4-Fluoro-2-hydroxytoluene 5-Fluoro-2-;4-Fluoro-2-hydroxytoluene, 5-Fluoro-o-cresol
CBNumber
CB5376656
Molecular Formula
C7H7FO
Formula Weight
126.13
MOL File
452-85-7.mol
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5-Fluoro-2-methylphenol Property

Boiling point:
66°C 4mm
Density 
1,157 g/cm3
refractive index 
1.514
Flash point:
66°C/4mm
storage temp. 
2-8°C
form 
clear liquid
pka
9.32±0.10(Predicted)
Specific Gravity
1.157
color 
Colorless to Red to Green
BRN 
3234863
InChI
InChI=1S/C7H7FO/c1-5-2-3-6(8)4-7(5)9/h2-4,9H,1H3
InChIKey
CKJOSIHYVLHIER-UHFFFAOYSA-N
SMILES
C1(O)=CC(F)=CC=C1C
CAS DataBase Reference
452-85-7(CAS DataBase Reference)
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Safety

Hazard Codes 
C,T,Xi,Xn
Risk Statements 
36/37/38-22-34-21/22
Safety Statements 
26-36/37/39-45
RIDADR 
3265
Hazard Note 
Corrosive/Toxic
HazardClass 
IRRITANT, CORROSIVE
HazardClass 
8
HS Code 
29081990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
CDS003102
Product name
5-Fluoro-2-methylphenol
Purity
AldrichCPR
Packaging
250mg
Price
$68.1
Updated
2023/01/07
TCI Chemical
Product number
F0632
Product name
5-Fluoro-o-cresol
Purity
>98.0%(GC)
Packaging
1g
Price
$52
Updated
2025/07/31
TCI Chemical
Product number
F0632
Product name
5-Fluoro-o-cresol
Purity
>98.0%(GC)
Packaging
5g
Price
$155
Updated
2025/07/31
TRC
Product number
F597153
Product name
5-Fluoro-2-methylphenol
Packaging
250mg
Price
$55
Updated
2021/12/16
AK Scientific
Product number
J55821
Product name
5-Fluoro-2-methylphenol
Packaging
1g
Price
$10
Updated
2021/12/16
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5-Fluoro-2-methylphenol Chemical Properties,Usage,Production

Chemical Properties

Colorless transparent liquid

Uses

5-Fluoro-2-methylphenol is a phenolic compound with methyl and fluorine atom substituents at the 2 and 5 positions. It is widely used as a raw material for the preparation of other organic compounds or pharmaceutical intermediates.

Synthesis

367-29-3

452-85-7

1. Prepare a hot sulfuric acid solution by slowly adding 7 mL of concentrated sulfuric acid to 21 mL of water. To 5-fluoro-2-methylaniline (5 g, 40 mmol) was added the above hot sulfuric acid solution. 2. The reaction mixture was cooled in an ice bath for 30 minutes, followed by the dropwise addition of a 10 mL aqueous solution of sodium nitrite (3.38 g, 48 mmol) over 10 minutes. 3. After continuous stirring at 0 °C for 45 min, the reaction mixture was diluted with 20 mL of cold water and treated with 0.3 g of urea. 4. the resulting mixture was slowly added to a pre-stirred solution of 11 mL of concentrated sulfuric acid with 10 mL of water (containing 15 g of anhydrous sodium sulfate) over a period of 10 minutes, maintaining the reaction temperature at 130 °C. the reaction was continued at 0 °C for a period of 45 minutes with continuous stirring. 5. After continuing the reaction at 130 °C for 5 minutes, the reaction was cooled to room temperature and extracted with three 100 mL dichloromethane. 6. The organic layers were combined and washed with two parts 50 mL of water and subsequently concentrated under vacuum. 7. The resulting slightly reddish oil was dissolved in 250 mL of ether and washed with three parts of 50 mL of 10% aqueous sodium hydroxide. 8. The aqueous sodium hydroxide extracts were combined and washed with two 50 mL portions of diethyl ether. 9. Acidify the basic layer with aqueous 1N HCl followed by extraction with three 100 mL dichloromethane. 10. The dichloromethane layers were combined, washed with two 50 mL portions of brine, dried over sodium sulfate, filtered and concentrated in vacuum to give a light red liquid. 11. The crude product was purified by silica gel column chromatography (eluent: hexane solution of 10% ethyl acetate) to give 5 g of 5-fluoro-2-methylphenol as a light brown oil (99% yield). 12. 5-fluoro-2-methylphenol (640 mg, 5 mmol) was dissolved in 20 mL of anhydrous acetonitrile, cooled to -30 °C to -40 °C, and nitronium tetrafluoroborate (740 mg, 5.5 mmol) was added. 13. After 45 minutes of reaction, the reaction mixture was diluted with 100 mL of cold water and extracted with three 50 mL portions of dichloromethane. 14. The organic layers were combined, washed with three 25 mL water, dried over sodium sulfate and concentrated in vacuum to give a reddish crystalline solid. 15. purification by silica gel column chromatography (eluent: hexane solution of 5% ethyl acetate) to give 0.58 g of the target product as a bright yellow solid (68% yield). 16. Conversion of the target compound to the corresponding trifluoromethanesulfonate according to the method described in Example 26.

References

[1] Patent: WO2005/30213, 2005, A1. Location in patent: Page/Page column 184-185
[2] Tetrahedron, 1959, vol. 6, p. 315,316
[3] Patent: US2003/207924, 2003, A1

5-Fluoro-2-methylphenol Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 5-Fluoro-2-methylphenol manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
5-Fluoro-2-methylphenol 452-85-7
Price
US $40.00-20.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200000KG
Release date
2024-08-05
Career Henan Chemical Co
Product
5-Fluoro-2-methylphenol 452-85-7
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200kg
Release date
2019-12-26

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