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4,5-Dimethoxy-2-nitrobenzyl bromide - 97%, high purity , CAS No.53413-67-5

≥97%

CAS#: 53413-67-5
Formula: C₉H₁₀BrNO₄
Molecular Weight: 276.08
MDL number: MFCD00192064
PubChem CID: 3016812
PubChem SID: 488194167

Item Number

D170849

Grouped product items
SKU	Size	Availability	Price
D170849-250mg	250mg	In stock	$43.90
D170849-1g	1g	In stock	$109.90
D170849-5g	5g	In stock	$379.90
D170849-25g	25g	In stock	$1,619.90

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Organic synthetic blocks

Basic Description

Synonyms	53413-67-5\|1-(Bromomethyl)-4,5-dimethoxy-2-nitrobenzene\|4,5-Dimethoxy-2-nitrobenzyl bromide\|6-Nitroveratryl bromide\|1-(Bromomethyl)-2-nitro-4,5-dimethoxybenzene\|Benzene, 1-(bromomethyl)-4,5-dimethoxy-2-nitro-\|MFCD00192064\|Bmndmb\|4,5-DIMETHOXY-2-NITROBENZY
Specifications & Purity	≥97%
Storage Temp	Room temperature
Shipped In	Normal
Product Description	4,5-Dimethoxy-2-nitrobenzyl bromide (DMNBB, 1-(Bromomethyl)-4,5-dimethoxy-2-nitrobenzene) is a 4,5-dimethoxy-2-nitrobenzyl derivative. 4,5-Dimethoxy-2-nitrobenzyl (DMNB) group of DMNBB is used as a photolabile protecting group in caging technology to develop pro-drugs. Application： 4,5-Dimethoxy-2-nitrobenzyl bromide (DMNB bromide, 6-nitroveratryl bromide) is suitable reagent used in the synthesis of N-(4,5-dimethoxy-2-nitrobenzyl)vanillylamine which forms caged vanilloid.[3] It may be used in the synthesis of the following: 4-(4′,5′-dimethoxy-2-nitrobenzyloxy)benzaldehyde, a DMNB-caged aldehyde N-[4-[(4,5-dimethoxy-2-nitrobenzyl)oxy]-3-methoxybenzyl]acetamide caged derivative of pyridostatin ([C]-PDS) photosensitive polyimide (PI-DMNB) caged β-ecdysone 4-tert-butyldimethylsilyloxy-1-(2-deoxy-3,5-di-O-toluoyl-β-D-ribofuranosyl)-2-(6-nitroveratrylthio)-1H-benzimidazole, an intermediate in synthesis of phosphoramidite bearing 4-hydroxy-2-mercaptobenzimidazole (SBNV) nucleobase alkylation of dihydrofluorescein[8] 4-(4′,5′-Dimethoxy-2′-nitrobenzyloxy)benzaldehyde

Names and Identifiers

Pubchem Sid	488194167
Pubchem Sid Url	https://pubchem.ncbi.nlm.nih.gov/substance/488194167
IUPAC Name	1-(bromomethyl)-4,5-dimethoxy-2-nitrobenzene
INCHI	InChI=1S/C9H10BrNO4/c1-14-8-3-6(5-10)7(11(12)13)4-9(8)15-2/h3-4H,5H2,1-2H3
InChi Key	UEKFEYNZISYRRH-UHFFFAOYSA-N
Canonical SMILES	COC1=C(C=C(C(=C1)CBr)[N+](=O)[O-])OC
Isomeric SMILES	COC1=C(C=C(C(=C1)CBr)[N+](=O)[O-])OC
WGK Germany	3
PubChem CID	3016812
UN Number	3261
Packing Group	II
Molecular Weight	276.08

Certificates

Certificate of Analysis(COA)

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8 results found

Lot Number	Certificate Type	Date	Item
E2129143	Certificate of Analysis	Mar 12, 2024	D170849
E2129171	Certificate of Analysis	Mar 12, 2024	D170849
E2129172	Certificate of Analysis	Mar 12, 2024	D170849
G2219433	Certificate of Analysis	May 31, 2022	D170849
G2219434	Certificate of Analysis	May 31, 2022	D170849
G2304378	Certificate of Analysis	May 31, 2022	D170849
G2304414	Certificate of Analysis	May 31, 2022	D170849
C2308372	Certificate of Analysis	Apr 26, 2021	D170849

Safety and Hazards(GHS)

Pictogram(s)	GHS05
Signal	Danger
Hazard Statements	H314:Causes severe skin burns and eye damage H318:Causes serious eye damage
Precautionary Statements	P280:Wear protective gloves/protective clothing/eye protection/face protection. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P260:Do not breathe dust/fume/gas/mist/vapors/spray. P301+P330+P331:IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P363:Wash contaminated clothing before reuse. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P305+P354+P338:IF IN EYES: Immediately rinse with water for several minutes. Remove contact lenses if present and easy to do. Continue rinsing. P317:Get emergency medical help. P302+P361+P354:IF ON SKIN: Take off Immediately all contaminated clothing. Immediately rinse with water for several minutes. P316:Get emergency medical help immediately.
WGK Germany	3
Class	8

References

1. G Marriott,M Heidecker. (1996-03-12) Light-directed generation of the actin-activated ATPase activity of caged heavy meromyosin.. Biochemistry, 35 ((10)): (3170-3174). [PMID:8605151]
2. Weiying Lin,Chris Albanese,Richard G Pestell,David S Lawrence. (2002-12-25) Spatially discrete, light-driven protein expression.. Chemistry & biology, 9 ((12)): (1347-1353). [PMID:12498888]
3. Alan R Katritzky,Yong-Jiang Xu,Anatoliy V Vakulenko,Allan L Wilcox,Keith R Bley. (2003-11-08) Model compounds of caged capsaicin: design, synthesis, and photoreactivity.. The Journal of organic chemistry, 68 ((23)): (9100-9104). [PMID:14604387]
4. Jun Zhao,Tony D Gover,Sukumaran Muralidharan,Darryl A Auston,Daniel Weinreich,Joseph P Y Kao. (2006-04-12) Caged vanilloid ligands for activation of TRPV1 receptors by 1- and 2-photon excitation.. Biochemistry, 45 ((15)): (4915-4926). [PMID:16605259]
5. Nicolaos Avlonitis,Susan Chalmers,Craig McDougall,Megan N Stanton-Humphreys,C Tom A Brown,John G McCarron,Stuart J Conway. (2009-04-22) Caged AG10: new tools for spatially predefined mitochondrial uncoupling.. Molecular bioSystems, 5 ((5)): (450-457). [PMID:19381360]
6. Luke D Lavis,Ronald T Raines. (2014-03-04) Bright building blocks for chemical biology.. ACS chemical biology, 9 ((4)): (855-866). [PMID:24579725]
7. Pierre Murat,Michael V Gormally,Debbie Sanders,Marco Di Antonio,Shankar Balasubramanian. (2013-08-21) Light-mediated in cell downregulation of G-quadruplex-containing genes using a photo-caged ligand.. Chemical communications (Cambridge, England), 49 ((76)): (8453-8455). [PMID:23949446]

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