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328456

Sigma-Aldrich

3-Methoxyphenol

96%

Synonym(s):

3-Hydroxyanisol, Resorcinol monomethyl ether

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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

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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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

328456-VAR:
328456-BULK:
328456-100G:
328456-25G:

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Certificates of Analysis (COA)

Lot/Batch Number
STBJ9398
STBJ1609
STBH7981
STBF8646V
STBG4892V

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Sigma-Aldrich

F13002

3-Fluorophenol

Resorcinol monoacetate technical grade

Sigma-Aldrich

R856

Resorcinol monoacetate

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
Improved procedures for the preparation of 2-nitro-5-methoxyphenol and 6-methoxy-2 (3H)-benzoxazolone from 3-methoxyphenol.
Maleski RJ.
Synthetic Communications, 23(3), 343-348 (1993)
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
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
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