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553581

Sigma-Aldrich

6-Bromo-2-hydroxy-3-methoxybenzaldehyde

98%

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About This Item

Linear Formula:
BrC6H2(OH)(OCH3)CHO
CAS Number:
20035-41-0
Molecular Weight:
231.04
MDL number:
MFCD00046152
UNSPSC Code:
12352100
PubChem Substance ID:
24879338
NACRES:
NA.22

assay

98%

mp

102-105 °C (lit.)

SMILES string

COc1ccc(Br)c(C=O)c1O

InChI

1S/C8H7BrO3/c1-12-7-3-2-6(9)5(4-10)8(7)11/h2-4,11H,1H3

InChI key

JUPJZUTYDWXZAQ-UHFFFAOYSA-N

General description

6-Bromo-2-hydroxy-3-methoxybenzaldehyde is a bromobenzaldehyde derivative.[1] It participates in the synthesis of (±)-norannuradhapurine.[2] Its crystals exhibit monoclinic crystal system and space group P21/n.[1]

Application

6-Bromo-2-hydroxy-3-methoxybenzaldehyde may be used in the synthesis of:
  • 2-benzyloxy-6-bromo-3-methoxybenzaldehyde[3]
  • biphenyls[4]
  • antihypertensive natural products S-(+)-XJP and R-(-)-XJP[5]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000027233
MKBH0015V
06428AJ
04025JE
04913AE

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The conformation of some ortho-bromoarylaldehydes.
Hanson JR, et al.
J. Chem. Res. (M), 7, 416-418 (2008)
First total synthesis of antihypertensive natural products S-(+)-XJP and R-(-)-XJP.
Wang C, et al.
Organic & Biomolecular Chemistry, 12(37), 7338-7344 (2014)
Total synthesis and the biological activities of (?)-norannuradhapurine.
Nimgirawath S, et al.
Molecules (Basel), 14(1), 89-101 (2008)
Synthetic studies on selective adenosine A 2A receptor antagonists: Synthesis and structure-activity relationships of novel benzofuran derivatives
Saku O, et al.
Bioorganic & Medicinal Chemistry Letters, 20(3), 1090-1093 (2010)
Synthesis of NK109, an anticancer benzo [c] phenanthridine alkaloid.
Nakanishi T, et al.
The Journal of Organic Chemistry, 63(13), 4235-4239 (1998)

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