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137464

Sigma-Aldrich

2,3-Dimethylanisole

97%

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About This Item

Linear Formula:
(CH3)2C6H3OCH3
CAS Number:
2944-49-2
Molecular Weight:
136.19
Beilstein/REAXYS Number:
1859736
EC Number:
220-948-0
MDL number:
MFCD00008376
UNSPSC Code:
12352100
PubChem Substance ID:
24848328

assay

97%

form

liquid

refractive index

n20/D 1.52 (lit.)

bp

195 °C (lit.)

mp

29 °C (lit.)

density

0.984 g/mL at 25 °C (lit.)

SMILES string

COc1cccc(C)c1C

InChI

1S/C9H12O/c1-7-5-4-6-9(10-3)8(7)2/h4-6H,1-3H3

InChI key

BLMBNEVGYRXFNA-UHFFFAOYSA-N

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General description

2,3-Dimethylanisole undergoes regioselective bromination with N-Bromosuccinimide[1].

Application

2,3-Dimethylanisole was used as starting reagent in the synthesis of biphenyl-indanone A, a positive allosteric modulator of the metabotropic glutamate receptor subtype 2[2].

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKAA1520
00913HJ
09918BJ
09518BJ
02323KH

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Ruggero Galici et al.
The Journal of pharmacology and experimental therapeutics, 318(1), 173-185 (2006-04-13)
Previous studies indicate that agonists of the group II metabotropic glutamate receptors (mGluRs), mGluR2 and mGluR3, may provide a novel approach for the treatment of anxiety disorders and schizophrenia. However, the relative contributions of the mGluR2 and mGluR3 subtypes to
Highly regioselective bromination of 2, 3-dimethylanisole with N-bromosuccinimide.
Goldberg Y, et al.
The Journal of Organic Chemistry, 57(23), 6374-6376 (1992)

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