Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

193836

Sigma-Aldrich

3-Methoxy-4-nitrobenzyl alcohol

99%

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
CH3OC6H3(NO2)CH2OH
CAS Number:
80866-88-2
Molecular Weight:
183.16
EC Number:
279-593-5
MDL number:
MFCD00007098
UNSPSC Code:
12352100
PubChem Substance ID:
24851617
NACRES:
NA.22

assay

99%

form

solid

mp

95-97 °C (lit.)

functional group

hydroxyl
nitro

SMILES string

COc1cc(CO)ccc1[N+]([O-])=O

InChI

1S/C8H9NO4/c1-13-8-4-6(5-10)2-3-7(8)9(11)12/h2-4,10H,5H2,1H3

InChI key

AADYWCBPJZAJNU-UHFFFAOYSA-N

Application

3-Methoxy-4-nitrobenzyl alcohol was used in the synthesis of:
  • 3-methoxy-4-nitrobenzyl azide[1]
  • new aryl azides, (Z)-1-(3′-azido-4′-methoxyphenyl)-2-(3″,4″,5″-trimethoxyphenyl)ethane and (Z)-1-(4′-azido-3′-methoxyphenyl)-2-(3″,4″,5″-trimethoxyphenyl)ethane, potentially useful photoaffinity labeling reagents for tubulin[2]
  • 3-methoxy-4-nitrobenzaldehyde via oxidation[3]
  • 4-[3-(2-methylphenyl)ureido]-3-methoxybenzylchloride, required for syntheses of trifluoromethyl-substituted hydantoins[4]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
05614PH
19719LR
09220JK
00105EB
12927CZ

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Jeewoo Lee et al.
Journal of medicinal chemistry, 46(14), 3116-3126 (2003-06-27)
Isosteric replacement of the phenolic hydroxyl group in potent vanilloid receptor (VR1) agonists with the alkylsulfonamido group provides a series of compounds which are effective antagonists to the action of the capsaicin on rat VR1 heterologously expressed in Chinese hamster
K G Pinney et al.
Bioorganic & medicinal chemistry, 8(10), 2417-2425 (2000-11-01)
Two new aryl azides, (Z)-1-(3'-azido-4'-methoxyphenyl)-2-(3",4",5"-trimethoxyphenyl)ethene 9 and (Z)-1-(4'-azido-3'-methoxyphenyl)-2-(3",4",5"-trimethoxyphenyl)ethene 5, modeled after the potent antitumor, antimitotic agent combretastatin A-4 (CA-4), have been prepared by chemical synthesis as potentially useful photoaffinity labeling reagents for the colchicine site on beta-tubulin. Aryl azide 9
Can we predict reactivity for aromatic nucleophilic substitution with [18F] fluoride ion?
Rengan R, et al.
Journal of Labelled Compounds & Radiopharmaceuticals, 33(7), 563-572 (1993)
Trifluoromethyl-substituted hydantoins, versatile building blocks for rational drug design.
Wehner V, et al.
Tetrahedron, 60(19), 4295-4302 (2004)

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service