528951
Methyl 2-fluorobenzoate
97%
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About This Item
Linear Formula:
FC6H4CO2CH3
CAS Number:
Molecular Weight:
154.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
206-894-0
Beilstein/REAXYS Number:
1862493
MDL number:
Product Name
Methyl 2-fluorobenzoate, 97%
InChI key
QAFJIJWLEBLXHH-UHFFFAOYSA-N
InChI
1S/C8H7FO2/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5H,1H3
SMILES string
COC(=O)c1ccccc1F
assay
97%
refractive index
n20/D 1.502 (lit.)
bp
109-110 °C/35 mmHg (lit.)
density
1.21 g/mL at 25 °C (lit.)
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Application
Methyl 2-fluorobenzoate may be used to synthesize 2-fluoro-α-methylstyrene and 2-fluorophenyldiphenylmethanol.
General description
Methyl 2-fluorobenzoate is an ortho-halogen-substituted methyl benzoate ester. It reacts with hydrazide to afford 2-fluorobenzoic hydrazide. Methyl 2-fluorobenzoate undergoes enzymatic dihydroxylation via the whole-cell fermentation in the presence of Escherichia coli JM109 (pDTG601A) to afford a diol.
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
200.8 °F - closed cup
flash_point_c
93.80 °C - closed cup
ppe
Eyeshields, Gloves
Regulatory Information
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The intramolecular C-F? HO hydrogen bond of 2-fluorophenyldiphenylmethanol.
Takemura H, et al.
New. J. Chem., 33(10), 2004-2006 (2009)
Monomers and Polymers. II. a-Methylstyrenes and the Steric Hindrance of ortho-Substituents1.
Bachman GB and Finholt RW.
Journal of the American Chemical Society, 70(2), 622-624 (1948)
Aromatic Fluorine Compounds. X. The 2, 3-and 2, 6-Difluoropyridines1.
Finger GC, et al.
The Journal of Organic Chemistry, 27(11), 3965-3396 (1962)
Vladislav Semak et al.
Organic & biomolecular chemistry, 10(22), 4407-4416 (2012-05-09)
A series of ortho-, meta-, and para- halogen-substituted methyl benzoate esters was subjected to enzymatic dihydroxylation via the whole-cell fermentation with E. coli JM109 (pDTG601A). Only ortho-substituted benzoates were metabolized. Methyl 2-fluorobenzoate yielded one diol regioselectively whereas methyl 2-chloro-, methyl
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