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185779

Sigma-Aldrich

2-Chlorophenol

≥99%

Synonym(s):

o-Chlorophenol

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About This Item

Linear Formula:
ClC6H4OH
CAS Number:
95-57-8
Molecular Weight:
128.56
Beilstein:
1905114
EC Number:
202-433-2
MDL number:
MFCD00002159
UNSPSC Code:
12352100
PubChem Substance ID:
24851179
NACRES:
NA.22
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Quality Level

200

Assay

≥99%

form

liquid

refractive index

n20/D 1.558 (lit.)

bp

175-176 °C (lit.)

mp

8 °C (lit.)

solubility

alcohol: freely soluble
diethyl ether: freely soluble
water: slightly soluble

density

1.241 g/mL at 25 °C (lit.)

functional group

chloro

SMILES string

Oc1ccccc1Cl

InChI

1S/C6H5ClO/c7-5-3-1-2-4-6(5)8/h1-4,8H

InChI key

ISPYQTSUDJAMAB-UHFFFAOYSA-N

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General description

Kinetics of 2-chlorophenol oxidation in near-critical and supercritical water in a high-pressure plug-flow reactor has been investigated[1]. The photocatalytic degradation of 2-chlorophenol in aqueous solution has been studied using Co-doped TiO2 nanoparticles catalyst[2].

2-Chlorophenol is used as a reactant in Suzuki coupling and chlorination reactions and also participates in oxidation reactions to form corresponding quinones.[3] [4] [5]

Application

2-Chlorophenol was used in the synthesis of polychlorinated dibenzo-p-dioxins and dibenzofurans via Cu(II)O-mediated reaction in a packed bed reactor[6].

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

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

WGK

WGK 2

Flash Point(F)

147.2 °F - closed cup

Flash Point(C)

64.0 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBL2070
STBK8530
STBL0092
STBK4742
STBJ3909

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A detailed mechanism of the surface-mediated formation of PCDD/F from the oxidation of 2-chlorophenol on a CuO/silica surface.
Lomnicki S and Dellinger S.
The Journal of Physical Chemistry A, 107(22), 4387-4395 (2003)
Bulky 2, 6-dibenzhydryl-4-methylphenyl ?-diiminato derived complexes of Pd (II) and Cu (II): Efficient catalysts for Suzuki coupling and alcohol oxidation
Saxena P, et al.
Journal of Organometallic Chemistry, 868, 76-85 (2018)
The use of polymeric sulfides as catalysts for the para-regioselective chlorination of phenol and 2-chlorophenol
Smith K, et al.
Journal of Sulfur Chemistry, 41(1), 1-12 (2020)
Oxidation of 2-chlorophenol in water by ultrasound/Fenton method
Lin JG
Journal of Environmental Engineering (New York, N.Y.), 126(2) (2000)
2-Chlorophenol oxidation in supercritical water: Global kinetics and reaction products.
Li R, et al.
AIChE Journal, 39(1), 178-187 (1993)
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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

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    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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