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317365

Sigma-Aldrich

Tetramethylammonium triacetoxyborohydride

95%

Synonym(s):

triacetoxyboranuide

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About This Item

Linear Formula:
(CH3)4N(CH3CO2)3BH
CAS Number:
109704-53-2
Molecular Weight:
263.10
Beilstein:
8238791
MDL number:
MFCD00012196
UNSPSC Code:
12352116
PubChem Substance ID:
24859075
NACRES:
NA.22

Assay

95%

form

solid

reaction suitability

reagent type: reductant

mp

93-98 °C (lit.)

SMILES string

C[N+](C)(C)C.CC(=O)O[BH-](OC(C)=O)OC(C)=O

InChI

1S/C6H10BO6.C4H12N/c1-4(8)11-7(12-5(2)9)13-6(3)10;1-5(2,3)4/h7H,1-3H3;1-4H3/q-1;+1

InChI key

LCFZZOGKVOTFPU-UHFFFAOYSA-N

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Related Categories

Application

Selective reducing agent.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H261,H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3 - Water-react 2

Target Organs

Respiratory system

Storage Class Code

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Tetrahedron Letters, 44, 7239-7243 (2003)
Chemtracts, 5, 188-192 (1992)
Ning Shangguan et al.
Organic letters, 9(6), 1093-1096 (2007-02-27)
A formal synthesis of psymberin (irciniastatin A) is presented. Notable features of the synthesis include the chemo-, regio-, and stereoselective oxidation of a 1,3-disubstituted allene, a configuration-dependent spirodiepoxide opening, the efficient syntheses of functionalized trans-2,6-disubstituted pyrans, and the union of

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