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328456

Sigma-Aldrich

3-Methoxyphenol

96%

Sinonimo/i:

3-Hydroxyanisol, Resorcinol monomethyl ether

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CHF 52.50
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CHF 99.80

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25 G
CHF 52.50
100 G
CHF 99.80

About This Item

Formula condensata:
CH3OC6H4OH
Numero CAS:
150-19-6
Peso molecolare:
124.14
Beilstein:
1209898
Numero CE:
205-754-6
Numero MDL:
MFCD00002267
Codice UNSPSC:
12352100
ID PubChem:
24859737
NACRES:
NA.22

CHF 52.50

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Livello qualitativo

100

Saggio

96%

Stato

liquid

Indice di rifrazione

n20/D 1.552 (lit.)

P. ebollizione

113-115 °C/5 mmHg (lit.)

Densità

1.131 g/mL at 25 °C (lit.)

Stringa SMILE

COc1cccc(O)c1

InChI

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

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Applicazioni

3-Methoxyphenol was used in synthesis of:
  • C(4) symmetric calix[4]resorcinarene[1]
  • 2-nitroso-5-methoxyphenol[2]
  • 6-methoxy-2(3H)-benzoxazolone[2]

Pittogrammi

Skull and crossbonesCorrosion
GHS06,GHS05

Avvertenze

Danger

Indicazioni di pericolo

H302 + H332,H311,H315,H318

Classi di pericolo

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

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

233.6 °F - closed cup

Punto d’infiammabilità (°C)

112 °C - closed cup

Dispositivi di protezione individuale

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

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Certificati d'analisi (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

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)
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.
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
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
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
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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