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MilliporeSigma

144134

3,5-Dimethylphenol

≥99%

Synonym(s):

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

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100 G

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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

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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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Show Differences

1 of 4

This Item
D175706D174602D175005
3,5-Dimethylphenol ≥99%

Sigma-Aldrich

144134

3,5-Dimethylphenol

3,5-Dimethylphenol 98%

Sigma-Aldrich

D175706

3,5-Dimethylphenol

2,5-Dimethylphenol ≥99%

Sigma-Aldrich

D174602

2,5-Dimethylphenol

2,6-Dimethylphenol 99%

Sigma-Aldrich

D175005

2,6-Dimethylphenol

assay

≥99%

assay

98%

assay

≥99%

assay

99%

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

form

fibers, solid

form

(Powder or Crystals or Fibers or Chunk(s))

form

crystals

form

powder

bp

222 °C (lit.)

bp

222 °C (lit.)

bp

212 °C (lit.)

bp

203 °C (lit.)

mp

61-64 °C (lit.)

mp

61-64 °C (lit.), 65-66 °C

mp

75-77 °C

mp

43-45 °C (lit.)

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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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
Fang-Jun Huo et al.
The Analyst, 136(9), 1892-1897 (2011-03-05)
A strategy for the determination of the presence of thiol-containing amino acids was successfully established by simply assembling copper chloride and xylenol orange (3,3'-bis[N,N-bis(carboxymethyl)aminomethyl]-o-cresolsulfonephthalein trisodium salt; XO) in a 1 : 1 molar ratio in quasi-physiological water solution (pH 6.0).
R G Kelly et al.
Medical physics, 25(9), 1741-1750 (1998-10-17)
In recent years, magnetic-resonance imaging of gelatin doped with the Fricke solution has been applied to the direct measurement of three-dimensional (3D) radiation dose distributions. However, the 3D dose distribution can also be imaged more economically and efficiently using the
A M F Caldeira et al.
Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine, 65(5), 605-609 (2007-03-14)
Natural oxidation is an undesirable process suffered by gel dosimetry systems as it changes the values and spatial distribution of absorbed doses. Natural oxidation of Fricke xylenol gel (FXG) dosimeter was inferred from optical absorbance values measured for the first
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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/418/501/product-dating-information-06-25-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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