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563013

Sigma-Aldrich

6-Bromo-1,3-benzodioxole-5-carboxaldehyde

97%

Synonym(s):

6-Bromopiperonal

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About This Item

Linear Formula:
C6H2BrCHOCH2O2
CAS Number:
Molecular Weight:
229.03
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

solid

mp

128-132 °C (lit.)

SMILES string

[H]C(=O)c1cc2OCOc2cc1Br

InChI

1S/C8H5BrO3/c9-6-2-8-7(11-4-12-8)1-5(6)3-10/h1-3H,4H2

InChI key

CSQUXTSIDQURDV-UHFFFAOYSA-N

General description

6-Bromo-1,3-benzodioxole-5-carboxaldehyde can be synthesized by subjecting, 1,3-benzodioxole-5-carboxaldehyde to bromination.

Application

6-Bromo-1,3-benzodioxole-5-carboxaldehyde may be used to synthesize, 2H-indazoles and 2-allyl-N-[(6-bromobenzo[d][1,3]dioxol-5-yl)methyl]aniline

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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"Synthesis of Substituted Tetrahydroindoloisoquinoline Derivatives via
Intramolecular Pd-Catalyzed Alkene Carboamination Reactions"
Alicea J and Wolfe PJ
The Journal of Organic Chemistry, 79(9), 4212-4217 (2014)
?Facile derivatization of 1, 3-benzodioxole-5-carboxaldehyde and their
antimicrobial activities?
Ogunjobi KJ and Lajide L et al.
Journal of Natural Products and Biomedical Research, 1(2) (2015)
"Consecutive Condensation, C?N and N?N Bond Formations: A Copper-Catalyzed One-Pot Three-Component Synthesis of 2 H-Indazole"
Kumar RM, et al.
Organic Letters, 13(13), 3542- 3545 (2011)

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