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T87807

Sigma-Aldrich

1,1,1-Tris(hydroxymethyl)ethane

≥98%

Sinônimo(s):

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

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About This Item

Fórmula linear:
CH3C(CH2OH)3
Número CAS:
77-85-0
Peso molecular:
120.15
Beilstein:
1304452
Número CE:
201-063-9
Número MDL:
MFCD00004687
Código UNSPSC:
12352100
ID de substância PubChem:
24900560
NACRES:
NA.22

Nível de qualidade

200

Ensaio

≥98%

pf

193-195 °C (lit.)

cadeia de caracteres SMILES

CC(CO)(CO)CO

InChI

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

chave InChI

QXJQHYBHAIHNGG-UHFFFAOYSA-N

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Aplicação

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.

Código de classe de armazenamento

11;13 - Combustible Solids;Non Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

320.0 °F - closed cup

Ponto de fulgor (°C)

160.00 °C - closed cup

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Pentaerythritol for synthesis

Sigma-Aldrich

8.07331

Pentaerythritol

2,2-Dimethyl-1,3-propanediol 99%

Sigma-Aldrich

538256

2,2-Dimethyl-1,3-propanediol

2-(2-hydroxyethylamino)-2-(hydroxymethyl)-1,3-propanediol AldrichCPR

Sigma-Aldrich

CDS003212

2-(2-hydroxyethylamino)-2-(hydroxymethyl)-1,3-propanediol

BAY 60-7550 ≥95% (HPLC)

Sigma-Aldrich

SML2311

BAY 60-7550

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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