144134
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:
Molecular Weight:
122.16
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-606-5
Beilstein/REAXYS Number:
774117
MDL number:
Assay:
≥99%
Form:
fibers, solid
Quality Level
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
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.
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signalword
Danger
hcodes
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
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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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
S Laurent et al.
The quarterly journal of nuclear medicine and molecular imaging : official publication of the Italian Association of Nuclear Medicine (AIMN) [and] the International Association of Radiopharmacology (IAR), [and] Section of the Society of..., 53(6), 586-603 (2009-12-18)
Lanthanide complexes are more and more used in biomedical imaging as contrast agents (CA). The development of these paramagnetic complexes as CA for medical magnetic resonance imaging (MRI) and luminescent probes for optical imaging is very complementary. Gd complexes are