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144134

Sigma-Aldrich

3,5-Dimethylphenol

≥99%

Synonym(s):

5-Hydroxy-m-xylene, sym.-m-Xylenol

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About This Item

Linear Formula:
(CH3)2C6H3OH
CAS Number:
108-68-9
Molecular Weight:
122.16
Beilstein/REAXYS Number:
774117
EC Number:
203-606-5
MDL number:
MFCD00002307
UNSPSC Code:
12352100
PubChem Substance ID:
24848632
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

100

assay

≥99%

form

fibers
solid

bp

222 °C (lit.)

mp

61-64 °C (lit.)
65-66 °C

SMILES string

Cc1cc(C)cc(O)c1

InChI

1S/C8H10O/c1-6-3-7(2)5-8(9)4-6/h3-5,9H,1-2H3

InChI key

TUAMRELNJMMDMT-UHFFFAOYSA-N

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Application

3,5-Dimethylphenol was used in simultaneous determination of urinary concentrations of phenol, o-, p-, m-cresols, 1-, 2-naphthol and xylenol isomers by capillary gas chromatography[1]. It was used as starting reagent for total synthesis of landomycin A, most potent antitumor angucycline antibiotic[2] and optically active polypropionate units[3].

pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1B

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 2

flash_point_f

179.6 °F

flash_point_c

82 °C

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
STBL1041
STBK1975
STBJ5333
STBJ3906
STBJ0460

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2,6-Dimethylphenol ≥99.5%

Sigma-Aldrich

D174904

2,6-Dimethylphenol

3,5-Dimethylbenzenethiol 90%

Sigma-Aldrich

522929

3,5-Dimethylbenzenethiol

Takashi Sugimura et al.
Organic letters, 6(24), 4439-4442 (2004-11-19)
Optically active polypropionate units were synthesized in 9-11 steps from 3,5-dimethylphenol. The sequence consists of the Buchner reaction controlled by a chiral 2,4-pentanediol tether and diastereoselective hydrogenation over Raney nickel. [reaction: see text]
Xiaoyu Yang et al.
Journal of the American Chemical Society, 133(32), 12433-12435 (2011-07-26)
The first total synthesis of landomycin A, the longest and most potent antitumor angucycline antibiotic, has been achieved in 63 steps and 0.34% overall yield starting from 2,5-dihydroxybenzoic acid, 3,5-dimethylphenol, triacetyl d-glucal, and d-xylose, with a convergent linear sequence of
Oscar Núñez et al.
Journal of chromatography. A, 1175(1), 7-15 (2007-11-06)
The performance of a monolithic silica capillary column coated with poly(octadecyl methacrylate) (ODM column) for the reversed-phase liquid chromatographic separation of some polar and non-polar compounds was studied, and the results were compared to those obtained by using a monolithic
T C Sun et al.
Bone, 13(6), 443-446 (1992-01-01)
Substances that bind calcium are given to determine where and how fast bone is forming. Several vital dyes are used (tetracycline, calcein, alizarin, xylenol), but it is not known whether the histomorphometric results they provide are equivalent. This work tests
E C Cole et al.
Journal of applied microbiology, 95(4), 664-676 (2003-09-13)
To describe the relationship between antibiotic and antibacterial resistance in environmental and clinical bacteria from home environments across geographical locations, relative to the use or nonuse of antibacterial products, with a focus on target organisms recognized as potential human pathogens.
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Questions

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  1. 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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  2. 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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