所有图片(2)
About This Item
线性分子式:
BrCH2C6H3(NO2)CO2H
CAS号:
分子量:
260.04
Beilstein:
1970939
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
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质量水平
方案
97%
表单
solid
mp
127-130 °C (lit.)
溶解性
DMF: soluble(lit.)
dichloromethane: soluble(lit.)
官能团
bromo
carboxylic acid
nitro
SMILES字符串
OC(=O)c1ccc(CBr)c(c1)[N+]([O-])=O
InChI
1S/C8H6BrNO4/c9-4-6-2-1-5(8(11)12)3-7(6)10(13)14/h1-3H,4H2,(H,11,12)
InChI key
QMAHVAFURJBOFV-UHFFFAOYSA-N
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一般描述
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.
应用
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.
警示用语：
Danger
危险声明
危险分类
Skin Corr. 1B
储存分类代码
8A - Combustible corrosive hazardous materials
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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
Solid-phase synthesis of 3, 4-dihydro-2 (1H)-quinazolinones and 3, 4-dihydro-1H-quinazolin-2-thiones.
Sun Q, et al.
Tetrahedron Letters, 42(25), 4119-4121 (2001)
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
Syntheses of nucleosides designed for combinatorial DNA sequencing.
Welch MB, et al.
Chemistry (Weinheim An Der Bergstrasse, Germany), 5, 951-960 (1999)
Aaron D Mills et al.
Journal of combinatorial chemistry, 9(1), 171-177 (2007-01-09)
A library of 200 2-alkyl-3-alkyloxy-2H-indazole-6-carboxamides was synthesized using parallel solution-phase methods. The indazole cyclization reaction was optimized for library production with the best yields resulting from controlled alcohol/water solvent ratios. The key step, a heterocyclization reaction, proceeds by N,N-bond formation
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