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157554

Sigma-Aldrich

1-Bromo-2,4-dimethoxybenzene

97%

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About This Item

Linear Formula:
BrC6H3(OCH3)2
CAS Number:
17715-69-4
Molecular Weight:
217.06
EC Number:
241-717-0
MDL number:
MFCD00009844
UNSPSC Code:
12352100
PubChem Substance ID:
24849685
NACRES:
NA.22

Assay

97%

form

liquid

refractive index

n20/D 1.572 (lit.)

bp

153-155 °C/18 mmHg (lit.)

mp

25-26 °C (lit.)

density

1.507 g/mL at 25 °C (lit.)

functional group

bromo

SMILES string

COc1ccc(Br)c(OC)c1

InChI

1S/C8H9BrO2/c1-10-6-3-4-7(9)8(5-6)11-2/h3-5H,1-2H3

InChI key

NIUZVSQOXJIHBL-UHFFFAOYSA-N

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Application

1-Bromo-2,4-dimethoxybenzene was used in the synthesis of 2,3-disubstituted benzo[b]furans. It was also used in the synthesis of dendrimer Si[CH2CH2Si(Me)2-2,4-(MeO)2-C6H3]4.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BGBC5006V
MKBH1244V
MKBF0942V
00911EH
08409AH

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Selective lithiation and crystal structures of G1-carbosilane dendrimers with dimethoxybenzene functionalities.
Harder S, et al.
Journal of Organometallic Chemistry, 689(7), 1095-1101 (2004)
Dawei Yue et al.
The Journal of organic chemistry, 70(25), 10292-10296 (2005-12-06)
[reaction: see text] 2,3-Disubstituted benzo[b]furans are readily prepared under very mild reaction conditions by the palladium/copper-catalyzed cross-coupling of various o-iodoanisoles and terminal alkynes, followed by electrophilic cyclization with I2, PhSeCl, or p-O2NC6H4SCl. Aryl- and vinylic-substituted alkynes undergo electrophilic cyclization in

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