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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:
15930-53-7
Molecular Weight:
229.03
MDL number:
MFCD00022952
UNSPSC Code:
12352100
PubChem Substance ID:
24880069
NACRES:
NA.22
form:
solid
Assay:
97%
Pricing and availability is not currently available.

Quality Level

100

Assay

97%

form

solid

mp

128-132 °C (lit.)

functional group

aldehyde
bromo

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.[1]

Application

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

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCJ2359
MKBV1544V
MKBP3844V
MKBJ5340V
MKBD1262

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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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