T87807
1,1,1-Tris(hydroxymethyl)ethane
≥98%
Synonym(s):
2-Hydroxymethyl-2-methyl-1,3-propanediol, Trimethylolethane
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About This Item
Linear Formula:
CH3C(CH2OH)3
CAS Number:
Molecular Weight:
120.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
201-063-9
Beilstein/REAXYS Number:
1304452
MDL number:
Assay:
≥98%
InChI key
QXJQHYBHAIHNGG-UHFFFAOYSA-N
InChI
1S/C5H12O3/c1-5(2-6,3-7)4-8/h6-8H,2-4H2,1H3
SMILES string
CC(CO)(CO)CO
assay
≥98%
mp
193-195 °C (lit.)
Quality Level
Related Categories
Application
1,1,1-Tris(hydroxymethyl)ethane can be used as a reactant to synthesize:
It can also be used as a tridentate O-donor ligand in the:
- 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
WGK 3
flash_point_f
320.0 °F - closed cup
flash_point_c
160.00 °C - closed cup
ppe
Eyeshields, Gloves, type N95 (US)
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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)
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)
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)
Yanliang Dong et al.
Journal of materials chemistry. B, 9(2), 357-365 (2020-11-28)
Bacterial infection is a serious clinical threat. The misuse of antibiotics has already resulted in the emergence of antibiotic-resistant strains of pathogenic bacteria. Efficient membrane-destructive antibacterial agents are considered as an alternative, promising solution against bacterial infection. Herein, we prepared
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