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Sigma-Aldrich

Tetramethylammonium triacetoxyborohydride

95%

Synonym(s):

triacetoxyboranuide

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About This Item

Linear Formula:
(CH3)4N(CH3CO2)3BH
CAS Number:
Molecular Weight:
263.10
Beilstein:
8238791
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
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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Application

Selective reducing agent.

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Tetrahedron Letters, 44, 7239-7243 (2003)

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