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T87807

Sigma-Aldrich

1,1,1-Tris(hydroxymethyl)ethane

≥98%

Sinónimos:

2-Hydroxymethyl-2-methyl-1,3-propanediol, Trimethylolethane

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About This Item

Fórmula lineal:
CH3C(CH2OH)3
Número de CAS:
77-85-0
Peso molecular:
120.15
Beilstein/REAXYS Number:
1304452
EC Number:
201-063-9
MDL number:
MFCD00004687
UNSPSC Code:
12352100
PubChem Substance ID:
24900560
NACRES:
NA.22

assay

≥98%

mp

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

InChI key

QXJQHYBHAIHNGG-UHFFFAOYSA-N

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Application

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

320.0 °F - closed cup

flash_point_c

160.00 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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
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)
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)
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)
Biodegradable hyperbranched polyesters derived from 1, 1, 1-tris (hydroxymethyl) ethane
Kricheldorf HR and Behnken G
Journal of Polymer Science Part A: Polymer Chemistry, 47(1), 231-238 (2009)
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