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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:
774117
EC Number:
203-606-5
MDL number:
MFCD00002307
UNSPSC Code:
12352100
PubChem Substance ID:
24848632
NACRES:
NA.22

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. It was used as starting reagent for total synthesis of landomycin A, most potent antitumor angucycline antibiotic and optically active polypropionate units.

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H301 + H311,H314

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 2

Flash Point(F)

179.6 °F

Flash Point(C)

82 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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.
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
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
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