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T87807

Sigma-Aldrich

1,1,1-Tris(hydroxymethyl)-ethan

≥98%

Synonym(e):

2-Hydroxymethyl-2-methyl-1,3-propandiol, Trimethylolethan

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About This Item

Lineare Formel:
CH3C(CH2OH)3
CAS-Nummer:
77-85-0
Molekulargewicht:
120.15
Beilstein:
1304452
EG-Nummer:
201-063-9
MDL-Nummer:
MFCD00004687
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24900560
NACRES:
NA.22

Qualitätsniveau

200

Assay

≥98%

mp (Schmelzpunkt)

193-195 °C (lit.)

SMILES String

CC(CO)(CO)CO

InChI

1S/C5H12O3/c1-5(2-6,3-7)4-8/h6-8H,2-4H2,1H3

InChIKey

QXJQHYBHAIHNGG-UHFFFAOYSA-N

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Anwendung

1,1,1-Tris(hydroxymethyl)ethane can be used as a reactant to synthesize:
  • Hyperbranched polyesters by polycondensation reaction with dimethyl esters of aliphatic dicarboxylic acids.
  • Trimeric anionic surfactants by reacting with long-chain α-bromo fatty acids.

It can also be used as a tridentate O-donor ligand in the:
  • Copper-catalyzed cross-coupling reactions between aryl iodides and amides, thiols, and phenols to prepare corresponding products via formation of C−N, C−S, and C−O bonds.
  • N-arylation of azaheterocycles with aryl iodides using copper-catalyst.

Lagerklassenschlüssel

11;13 - Combustible Solids;Non Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

320.0 °F - closed cup

Flammpunkt (°C)

160.00 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

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Highly Efficient CuI-Catalyzed N-Arylation of Azaheterocycles with Aryl Iodides Using 1, 1, 1-Tris (Hydroxymethyl) ethane as a Tridentate O-Donor Ligand: A Shorter Route to Toloxatone and Formal Synthesis of Linezolid
Chen H-H, et al.
J. Chin. Chem. Soc., 57(1), 14-18 (2010)
Synthesis and surface-active properties of a homologous series of star-like triple-chain anionic surfactants derived from 1, 1, 1-tris (hydroxymethyl) ethane
Li Xu, et al.
Journal of Surfactants and Detergents, 19(1), 129-135 (2016)
Eunmi Hong et al.
International journal of pharmaceutics, 574, 118893-118893 (2019-11-26)
Combination therapy, a treatment regimen that combines more than two therapeutic agents to diseased tissues has recently gained increasing attentions in anticancer therapy. As cancer cells are more vulnerable to oxidative stress and heat compared to normal cells, we developed
1, 1, 1-Tris (hydroxymethyl) ethane as a new, efficient, and versatile tripod ligand for copper-catalyzed cross-coupling reactions of aryl iodides with amides, thiols, and phenols
Chen Y-J and Chen H-H
Organic Letters, 8(24), 5609-5612 (2006)
Ningqiang Gong et al.
Nature nanotechnology, 14(4), 379-387 (2019-02-20)
Mitochondrial redox homeostasis, the balance between reactive oxygen species and antioxidants such as glutathione, plays critical roles in many biological processes, including biosynthesis and apoptosis, and thus is a potential target for cancer treatment. Here, we report a mitochondrial oxidative
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