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Merck

328456

3-Methoxyphenol

96%

Synonym(s):

3-Hydroxyanisol, Resorcinol monomethyl ether

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About This Item

Linear Formula:
CH3OC6H4OH
CAS Number:
Molecular Weight:
124.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
205-754-6
Beilstein/REAXYS Number:
1209898
MDL number:
Assay:
96%
Form:
liquid
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Quality Level

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

Application

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


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pictograms

Skull and crossbonesCorrosion

signalword

Danger

Hazard Classifications

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

Storage Class

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

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter



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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.