Skip to Content
Merck
All Photos(3)

Key Documents

More Documents

280704

Sigma-Aldrich

Sodium tert-pentoxide

95%

Synonym(s):

NaOt-Am, tert-Amyl alcohol sodium salt, Sodium tert-amoxide

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Linear Formula:
NaOC(CH3)2CH2CH3
CAS Number:
14593-46-5
Molecular Weight:
110.13
Beilstein:
3983987
EC Number:
238-639-4
MDL number:
MFCD00064245
UNSPSC Code:
12352001
PubChem Substance ID:
24856952
NACRES:
NA.22

Assay

95%

SMILES string

[Na+].CCC(C)(C)[O-]

InChI

1S/C5H11O.Na/c1-4-5(2,3)6;/h4H2,1-3H3;/q-1;+1

InChI key

CGRKYEALWSRNJS-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Sodium tert-pentoxide (NaOt-Am) is a commonly used base in the deoxycyanamidation of alcohols and in the N-cyanation of secondary amines. It can also be used in the preparation of complex reducing agents to reduce 1-halonaphthalenes and substituted halobenzenes to corresponding naphthalenes and benzenes.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Eye Dam. 1 - Flam. Sol. 1 - Self-heat. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 1

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Deoxycyanamidation of Alcohols with N-Cyano-N-phenyl-p-methylbenzenesulfonamide (NCTS).
Ayres J N, et al.
Organic Letters, 19(14), 3835-3838 (2017)
N-Cyanation of Secondary Amines Using Trichloroacetonitrile.
Ayres J N, et al.
Organic Letters, 18(21), 5528-5531 (2016)
Activation of reducing agents: Sodium hydride-containing ?complex reducing agents?: I. Reduction of aromatic halides.
Guillaumet G, et al.
Journal of Organometallic Chemistry, 92(1), 43-47 (1975)
Brandon K Tate et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 21(28), 10160-10169 (2015-06-11)
Alkoxide-bridged disilver cations react with dihydrogen to form hydride-bridged cations, releasing free alcohol. Hydrogenolysis of neutral silver fluorides affords hydride-bridged disilver cations as their bifluoride salts. These reactions proceed most efficiently when the supporting ligands are expanded N-heterocyclic carbenes (NHCs)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service