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330264

Sigma-Aldrich

3,5-Dimethoxybenzyl chloride

99%

Synonym(s):

1-(Chloromethyl)-3,5-dimethoxybenzene

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About This Item

Linear Formula:
(CH3O)2C6H3CH2Cl
CAS Number:
6652-32-0
Molecular Weight:
186.64
MDL number:
MFCD00074902
UNSPSC Code:
12352100
PubChem Substance ID:
24859845
NACRES:
NA.22

assay

99%

bp

115-118 °C/0.4 mmHg (lit.)

mp

46-48 °C (lit.)

SMILES string

COc1cc(CCl)cc(OC)c1

InChI

1S/C9H11ClO2/c1-11-8-3-7(6-10)4-9(5-8)12-2/h3-5H,6H2,1-2H3

InChI key

CCAWDIFJOBKBSE-UHFFFAOYSA-N

Application

3,5-Dimethoxybenzyl chloride was used in preparation of benzyl 7-(3,5-dimethoxyphenylacetoxy)octanoate, a precursor of curvularin. It was also used in the preparation of diethyl (3,5-dimethoxybenzyl) phosphonate via Wittig-Horner reaction.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H314,H335

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

target_organs

Respiratory system

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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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Synthesis of (?)-dimethyl curvularin based on the palladium-catalyzed carbonylation of 3, 5-dimethoxybenzyl chloride using a butadiene telomer as a building block.
Takahashi T, et al.
Tetrahedron Letters, 21(40), 3885-3888 (1980)
Guoliang Chen et al.
Chemical & pharmaceutical bulletin, 53(12), 1587-1590 (2005-12-06)
Seventeen novel resveratrol derivatives were synthesized. Their anti-inflammatory activities were tested on xylene-induced mouse ear edema. The pharmacological results showed that some compounds have potent anti-inflammatory activities.

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