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T87807

Sigma-Aldrich

1,1,1-Tris(hydroxymethyl)ethane

≥98%

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Synonym(s):
2-Hydroxymethyl-2-methyl-1,3-propanediol, Trimethylolethane
Linear Formula:
CH3C(CH2OH)3
CAS Number:
Molecular Weight:
120.15
Beilstein/REAXYS Number:
1304452
EC Number:
MDL number:
PubChem Substance ID:
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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1 of 4

This Item
14808393370252859
vibrant-m

T87807

1,1,1-Tris(hydroxymethyl)ethane

-
vibrant-m

148083

1,1,1-Tris(hydroxymethyl)propane

-
vibrant-m

93370

1,1,1-Tris(hydroxymethyl)propane

-
vibrant-m

252859

Tris(hydroxymethyl)aminomethane

Essential Grade
Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

mp

193-195 °C (lit.)

mp

56-58 °C (lit.)

mp

56-58 °C (lit.), 56-61 °C

mp

167-172 °C (lit.)

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;13 - Combustible Solids;Non 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)


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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
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