408085
3-Bromo-5-iodobenzoic acid
97%
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About This Item
Linear Formula:
BrC6H3(I)CO2H
CAS Number:
Molecular Weight:
326.91
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
Form:
solid
Product Name
3-Bromo-5-iodobenzoic acid, 97%
InChI
1S/C7H4BrIO2/c8-5-1-4(7(10)11)2-6(9)3-5/h1-3H,(H,10,11)
SMILES string
OC(=O)c1cc(Br)cc(I)c1
InChI key
MKJBJYCBKXPQSY-UHFFFAOYSA-N
assay
97%
form
solid
mp
219-221 °C (lit.)
functional group
bromo
carboxylic acid
iodo
Quality Level
Related Categories
Application
3-Bromo-5-iodobenzoic acid may be used in the preparation of the following:
- Phenyl(3-bromo-5-iodo)benzoate.
- As starting reagent for the large-scale synthesis of the thromboxane receptor antagonist 3-{3-[2-(4-chlorobenzenesulfonamido)ethyl]-5-(4-fluorobenzyl)phenyl}propionic acid, via regioselective Heck cross-coupling reaction.
- Methyl 3-bromo-5-iodobenzoate.
- 3-Bromo-5-(triisopropylsilylethynyl)benzoic acid, via Sonogashira coupling reaction.
- Trifluoroacetophenone.
General description
3-Bromo-5-iodobenzoic acid (BrIBA) is a halogen substituted carboxylic acid.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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S Lindman et al.
Bioorganic & medicinal chemistry, 8(9), 2375-2383 (2000-10-12)
Rigidification of peptides by cyclization and iterative incorporation of well-defined secondary structure mimetics constitutes one approach to the design of non-peptidergic structures with better defined conformations. We herein present the synthesis of a potential gamma-turn mimetic scaffold, and its incorporation
Synthesis of acetylene-functionalized [2]rotaxane monomers directed toward side chain-type polyrotaxanes.
Nakazono K, et al.
Polymer Journal, 42(3), 208-215 (2010)
A scalable synthesis of the thromboxane receptor antagonist 3-{3-[2-(4-chlorobenzenesulfonamido) ethyl]-5-(4-fluorobenzyl) phenyl} propionic acid via a regioselective Heck cross-coupling strategy.
Waite DC and Mason CP.
Organic Process Research & Development, 2(2), 116-120 (1998)
Keisuke Gondo et al.
Molecules (Basel, Switzerland), 17(6), 6625-6632 (2012-06-26)
Reaction of dibenzoylmethane with (diacetoxyiodo)benzene in the presence of KOH in MeCN quantitatively gave the corresponding iodonium ylide, which was treated with a HF reagent to afford the corresponding 2-fluorinated dibenzoylmethane in 14-50% yields. The similar reaction of the iodonium
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