Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

328456

Sigma-Aldrich

3-Methoxyphenol

96%

Synonym(s):

3-Hydroxyanisol, Resorcinol monomethyl ether

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

About This Item

Linear Formula:
CH3OC6H4OH
CAS Number:
150-19-6
Molecular Weight:
124.14
Beilstein:
1209898
EC Number:
205-754-6
MDL number:
MFCD00002267
UNSPSC Code:
12352100
PubChem Substance ID:
24859737
NACRES:
NA.22

Quality Level

100

Assay

96%

form

liquid

refractive index

n20/D 1.552 (lit.)

bp

113-115 °C/5 mmHg (lit.)

density

1.131 g/mL at 25 °C (lit.)

SMILES string

COc1cccc(O)c1

InChI

1S/C7H8O2/c1-9-7-4-2-3-6(8)5-7/h2-5,8H,1H3

InChI key

ASHGTJPOSUFTGB-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

3-Methoxyphenol was used in synthesis of:
  • C(4) symmetric calix[4]resorcinarene
  • 2-nitroso-5-methoxyphenol
  • 6-methoxy-2(3H)-benzoxazolone

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

233.6 °F - closed cup

Flash Point(C)

112 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
STBJ9398
STBJ1609
STBH7981
STBF8646V
STBG4892V

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

Customers Also Viewed

Slide 1 of 2

1 of 2

3-Fluorophenol 98%

Sigma-Aldrich

F13002

3-Fluorophenol

Resorcinol monoacetate technical grade

Sigma-Aldrich

R856

Resorcinol monoacetate

Majid Y Moridani et al.
Chemico-biological interactions, 142(3), 317-333 (2002-11-28)
A tyrosinase-directed therapeutic approach for malignant melanoma therapy uses the depigmenting phenolic agents such as 4-hydroxyanisole (4-HA) to form cytotoxic o-quinones. However, renal and hepatic toxicity was reported as side effects in a recent 4-HA clinical trial. In search of
L G Fenoll et al.
Biophysical chemistry, 84(1), 65-76 (2000-03-21)
Tyrosinase hydroxylates 3-hydroxyanisole in the 4-position. The reaction product accumulates in the reaction medium with a lag time (tau) which diminishes with increasing concentrations of enzyme and lengthens with increasing concentrations of substrate, thus fulfilling all the predictions of the
Alejandro Cordero Vargas et al.
Organic letters, 5(20), 3717-3719 (2003-09-26)
[reaction: see text] A short synthesis of (+/-)-10-norparvulenone and (+/-)-O-methylasparvenone was developed starting from commercially available m-methoxyphenol, hinging on a xanthate-mediated addition-cyclization sequence for the construction of the alpha-tetralone subunit.
Mario C Foti et al.
The Journal of organic chemistry, 73(6), 2408-2411 (2008-02-26)
The m-methoxy group is normally electron-withdrawing (EW), sigma(m) = +0.12, sigma(m+) = +0.05. The strong EW activity of a phenoxyl radical's O* atom causes the m-methoxy group to become electron-donating (ED), sigma(m)(+) = -0.14. In valence bond terms, this can
McIldowie et al.
Organic letters, 2(24), 3869-3871 (2000-12-02)
The Lewis acid catalyzed condensation of 3-methoxyphenol with octanal produced the C(4) symmetric calix[4]resorcinarene 2, in high yield. Of the numerous stereo- and regioisomers possible, the rccc isomer with C(4) symmetry was the only product isolated (as a racemate). The
View All Related Papers

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