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177881

Sigma-Aldrich

Tris(hydroxymethyl)phosphine

90%

Synonym(s):

Phosphinidynetrimethanol, Trimethylolphosphine, Tris(methanol)phosphine

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About This Item

Linear Formula:
(HOCH2)3P
CAS Number:
2767-80-8
Molecular Weight:
124.08
EC Number:
220-445-6
MDL number:
MFCD00055382
UNSPSC Code:
12161700
PubChem Substance ID:
24850698
NACRES:
NA.22

Assay

90%

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: ligand

bp

111-113 °C/2.5 mmHg (lit.)

mp

48-56 °C (lit.)

functional group

phosphine

SMILES string

OCP(CO)CO

InChI

1S/C3H9O3P/c4-1-7(2-5)3-6/h4-6H,1-3H2

InChI key

JMXMXKRNIYCNRV-UHFFFAOYSA-N

Related Categories

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H301,H315,H318,H335

Hazard Classifications

Acute Tox. 3 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BGBC5027V
BGBC2868V
MKBG9480
14196PJ
MKAA4437

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Baobin Li et al.
Nature communications, 8(1), 666-666 (2017-09-25)
The O-linked β-N-acetyl glucosamine (O-GlcNAc) modification dynamically regulates the functions of numerous proteins. A single human enzyme O-linked β-N-acetyl glucosaminase (O-GlcNAcase or OGA) hydrolyzes this modification. To date, it remains largely unknown how OGA recognizes various substrates. Here we report
Christoph Krettler et al.
Analytical biochemistry, 474, 89-94 (2014-12-20)
Use of the reductant dithiothreitol (DTT) as a substrate for measuring vitamin K 2,3-epoxide reductase (VKOR) activity in vitro has been reported to be problematic because it enables side reactions involving the vitamin K1 2,3-epoxide (K1>O) substrate. Here we characterize
Rhushikesh A Kulkarni et al.
Nature chemical biology, 15(4), 391-400 (2019-02-06)
Hereditary cancer disorders often provide an important window into novel mechanisms supporting tumor growth. Understanding these mechanisms thus represents a vital goal. Toward this goal, here we report a chemoproteomic map of fumarate, a covalent oncometabolite whose accumulation marks the

Global Trade Item Number

SKUGTIN
177881-25G4061838753526

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