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209384

Sigma-Aldrich

3-Methoxybenzyl chloride

97%

Synonym(s):

3-(Chloromethyl)anisole

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About This Item

Linear Formula:
CH3OC6H4CH2Cl
CAS Number:
824-98-6
Molecular Weight:
156.61
Beilstein:
636684
MDL number:
MFCD00000907
UNSPSC Code:
12352100
PubChem Substance ID:
24852566
NACRES:
NA.22

Assay

97%

form

liquid

contains

potassium carbonate as stabilizer

refractive index

n20/D 1.544 (lit.)

bp

124 °C/13 mmHg (lit.)

density

1.078 g/mL at 25 °C (lit.)
1.078 g/mL

storage temp.

2-8°C

SMILES string

COc1cccc(CCl)c1

InChI

1S/C8H9ClO/c1-10-8-4-2-3-7(5-8)6-9/h2-5H,6H2,1H3

InChI key

VGISFWWEOGVMED-UHFFFAOYSA-N

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Application

3-Methoxybenzyl chloride was used to alkylate 8-benzyloxy-2(1H)-quinolinone in the presence of DMF and NaH. It was also used in the synthesis of diarylmethanes via in situ organozinc-mediated, palladium-catalyzed cross-coupling between benzyl and aryl halide.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

213.8 °F - closed cup

Flash Point(C)

101 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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N-vs O-Alkylation in 2 (1H)-quinolinone derivatives.
Guo Z-X, et al.
Tetrahedron Letters, 40(38), 6999-7002 (1999)
Christophe Duplais et al.
Chemical communications (Cambridge, England), 46(4), 562-564 (2010-01-12)
A remarkably simple entry to unsymmetrical diarylmethanes has been developed that relies on an in situ organozinc-mediated, palladium-catalyzed cross-coupling. Thus, by mixing a benzyl and aryl halide together in the presence of Zn metal and a Pd catalyst, diarylmethanes are
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SLAS discovery : advancing life sciences R & D, 22(4), 440-446 (2017-03-23)
Analysis of interactions between molecules is of fundamental importance in life science research. In this study, we applied weak affinity chromatography, based on high-performance liquid chromatography and mass spectrometry, as a powerful tool for direct analysis of the components of

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