423564
4-溴甲基-3-硝基苯甲酸
97%
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线性分子式:
BrCH2C6H3(NO2)CO2H
化学文摘社编号:
分子量:
260.04
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1970939
Assay:
97%
Form:
solid
InChI
1S/C8H6BrNO4/c9-4-6-2-1-5(8(11)12)3-7(6)10(13)14/h1-3H,4H2,(H,11,12)
SMILES string
OC(=O)c1ccc(CBr)c(c1)[N+]([O-])=O
InChI key
QMAHVAFURJBOFV-UHFFFAOYSA-N
assay
97%
form
solid
mp
127-130 °C (lit.)
solubility
DMF: soluble(lit.), dichloromethane: soluble(lit.)
functional group
bromo, carboxylic acid, nitro
Quality Level
General description
4-Bromomethyl-3-nitrobenzoic acid (BNBA) is a benzoic acid derivative. It has been synthesized by the nitration of 4-bromomethylbenzoic acid using fuming nitric acid. It participates in the synthesis of 3,4-dihydro-2(1H)-quinazolinones and 3,4-dihydro-1H-quinazolin-2-thiones.
Application
4-Bromomethyl-3-nitrobenzoic acid may be used in the following studies:
- As a reactant in the synthesis of 4-bromomethyl-3-nitrobenzoic acid succinimide ester (BNBA-SE).
- As a reactant in the synthesis of 4-(2-hydroxyethylmercaptylmethyl)-3-nitrobenzoic acid.
- As a reactant in the synthesis of decyl 4-(bromomethyl)-3-nitrobenzoate.
- As a reactant in the synthesis of 4-((2-(hydroxymethyl)phenylamino)methyl)-3-nitrobenzoic acid.
- As a thiol photo-deprotection reagent.
- As a UV-cleavable reagent to functionalize polyacrylamide acryl hydrate (PAAH).
- As a photocleavable linker to form localized photoinversion of surface charges inside the colloidal crystal.
- As a starting material in the synthesis of 2H-indazole based library using parallel solution-phase methods.
- As a reactant in the synthesis of (N-allyloxycarbonyl)-5-aminopent-1-yl 4-bromomethyl-3-nitrobenzoate.
signalword
Danger
hcodes
Hazard Classifications
Skin Corr. 1B
存储类别
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Syntheses of nucleosides designed for combinatorial DNA sequencing.
Welch MB, et al.
Chemistry (Weinheim An Der Bergstrasse, Germany), 5, 951-960 (1999)
G Marriott et al.
Biochemistry international, 26(5), 943-951 (1992-04-11)
The ability to generate substrate concentration jumps through photo-deprotection of amine, carboxyl and phosphate groups has been an important development for investigations of protein activity in complex systems. To broaden the versatility and applications of photo-deprotection techniques for the photomodulation
Jinfang Zhang et al.
Molecular diversity, 6(1), 13-17 (2003-08-30)
A method utilizing polymer-bound 4-(bromomethyl)-3-nitrobenzoic acid as a key precursor leading to 1,4-benzodiazepin-2,3-dione scaffold is described. It involves a four-step sequence including nucleophilic displacement, acylation, simultaneous reduction-cyclization and alkylation, providing rapid access to the title compounds in excellent yield and
Hai-Yuan Hsu et al.
Molecular diversity, 16(2), 241-249 (2011-12-20)
An efficient microwave-assisted and water-soluble ionic liquid (IL)-supported synthesis of medicinally important dihydro- and tetrahydroquinazolines has been developed. The protocol involves the S(N)2 substitution reaction of IL-bound 4-bromomethyl-3-nitrobenzoic acid with various primary amines to provide IL-bound 4-((alkylamino) methyl)-3-nitrobenzoate under microwave
Eric Besson et al.
Langmuir : the ACS journal of surfaces and colloids, 22(20), 8346-8352 (2006-09-20)
This work describes how selective patterning of hydrophobic and hydrophilic areas inside microchannels of microfluidic devices can be achieved by combining well-known chemical protocols and standard photolithography equipment (365 nm). Two techniques have been performed and compared. The first technique
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