392855
4,5-Dimethoxy-2-nitrobenzyl bromide
97%
Manufacturer: Sigma Aldrich
CAS Number: 53413-67-5
Synonym(S): 6-Nitroveratryl bromide
Select a Size
| Pack Size | SKU | Availability | Price |
|---|---|---|---|
| 1 G | 392855-1-G | In Stock | ₹ 9,150.00 |
| 5 G | 392855-5-G | In Stock | ₹ 36,030.00 |
392855 - 1 G
In Stock
Quantity
1
Base Price: ₹ 9,150.00
GST (18%): ₹ 1,647.00
Total Price: ₹ 10,797.00
Assay
97%
mp
131-133 °C (lit.)
SMILES string
COc1cc(CBr)c(cc1OC)[N+]([O-])=O
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
Description
- General 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.[1] Synthesis of 1-(bromomethyl)-4,5-dimethoxy-2-nitrobenzene by using 6-nitroveratraldehyde as starting reagent has been reported.[2]
- 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[4]N-[4-[(4,5-dimethoxy-2-nitrobenzyl)oxy]-3-methoxybenzyl]acetamide[4]caged derivative of pyridostatin ([C]-PDS)[1]photosensitive polyimide (PI-DMNB)[5]caged β-ecdysone[6]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[7]alkylation of dihydrofluorescein[8]4-(4′,5′-Dimethoxy-2′-nitrobenzyloxy)benzaldehyde[1]
SAFETY INFORMATION
Pictograms
Signal Word
Danger
Hazard Statements
Precautionary Statements
P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Compare Similar Items
Show Difference
Assay: 97%
mp: 131-133 °C (lit.)
SMILES string: COc1cc(CBr)c(cc1OC)[N+]([O-])=O
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
Assay:
97%
mp:
131-133 °C (lit.)
SMILES string:
COc1cc(CBr)c(cc1OC)[N+]([O-])=O
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
Assay: 99% (CP)
mp: -90 °C (lit.)
SMILES string: __
InChI: __
InChI key: __
Assay:
99% (CP)
mp:
-90 °C (lit.)
SMILES string:
__
InChI:
__
InChI key:
__
Assay: __
mp: __
SMILES string: __
InChI: 1S/C44H68O13/c1-25-21-34(55-44(23-25)35(46)12-11-31(54-44)24-41(6,50)40(48)49)26(2)9-10-30-14-18-43(53-30)19-15-33-39(57-43)36(47)29(5)38(52-33)32(45)22-28(4)37-27(3)13-17-42(56-37)16-7-8-20-51-42/h9-10,23,26-28,30-39,45-47,50H,5,7-8,11-22,24H2,1-4,6H3,(H,48,49)/b10-9+/t26-,27-,28+,30+,31+,32+,33-,34+,35-,36-,37?,38+,39?,41-,42+,43-,44-/m1/s1
InChI key: QNDVLZJODHBUFM-AAWJMCDUSA-N
Assay:
__
mp:
__
SMILES string:
__
InChI:
1S/C44H68O13/c1-25-21-34(55-44(23-25)35(46)12-11-31(54-44)24-41(6,50)40(48)49)26(2)9-10-30-14-18-43(53-30)19-15-33-39(57-43)36(47)29(5)38(52-33)32(45)22-28(4)37-27(3)13-17-42(56-37)16-7-8-20-51-42/h9-10,23,26-28,30-39,45-47,50H,5,7-8,11-22,24H2,1-4,6H3,(H,48,49)/b10-9+/t26-,27-,28+,30+,31+,32+,33-,34+,35-,36-,37?,38+,39?,41-,42+,43-,44-/m1/s1
InChI key:
QNDVLZJODHBUFM-AAWJMCDUSA-N
Assay: ≥90.0% (HPLC)
mp: __
SMILES string: CCCCC\C=C\C(=O)CCc1ccc(O)c(OC)c1
InChI: 1S/C17H24O3/c1-3-4-5-6-7-8-15(18)11-9-14-10-12-16(19)17(13-14)20-2/h7-8,10,12-13,19H,3-6,9,11H2,1-2H3/b8-7+
InChI key: __
Assay:
≥90.0% (HPLC)
mp:
__
SMILES string:
CCCCC\C=C\C(=O)CCc1ccc(O)c(OC)c1
InChI:
1S/C17H24O3/c1-3-4-5-6-7-8-15(18)11-9-14-10-12-16(19)17(13-14)20-2/h7-8,10,12-13,19H,3-6,9,11H2,1-2H3/b8-7+
InChI key:
__