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328456

Sigma-Aldrich

3-Methoxyphenol

96%

Sinónimos:

3-Hydroxyanisol, Resorcinol monomethyl ether

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About This Item

Fórmula lineal:
CH3OC6H4OH
Número de CAS:
150-19-6
Peso molecular:
124.14
Beilstein/REAXYS Number:
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

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_germany

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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Certificados de análisis (COA)

Lot/Batch Number
STBJ9398
STBJ1609
STBH7981
STBF8646V
STBG4892V

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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
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