209384
3-Methoxybenzyl chloride
97%
Synonym(s):
3-(Chloromethyl)anisole
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About This Item
Linear Formula:
CH3OC6H4CH2Cl
CAS Number:
Molecular Weight:
156.61
Beilstein:
636684
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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
functional group
chloro
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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
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
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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)
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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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