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423564

Sigma-Aldrich

4-Bromomethyl-3-nitrobenzoic acid

97%

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모든 사진(2)

About This Item

Linear Formula:
BrCH2C6H3(NO2)CO2H
CAS Number:
55715-03-2
Molecular Weight:
260.04
Beilstein:
1970939
MDL number:
MFCD00216575
UNSPSC 코드:
12352100
PubChem Substance ID:
24866507
NACRES:
NA.22

분석

97%

형태

solid

mp

127-130 °C (lit.)

solubility

DMF: soluble(lit.)
dichloromethane: soluble(lit.)

SMILES string

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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관련 카테고리

일반 설명

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.

애플리케이션

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.

픽토그램

Corrosion
GHS05

신호어

Danger

유해 및 위험 성명서

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

시험 성적서(COA)

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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
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
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)
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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
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