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Merck
CN

280704

Sodium tert-pentoxide

95%

Synonym(s):

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

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About This Item

Linear Formula:
NaOC(CH3)2CH2CH3
CAS Number:
Molecular Weight:
110.13
UNSPSC Code:
12352001
NACRES:
NA.22
PubChem Substance ID:
EC Number:
238-639-4
Beilstein/REAXYS Number:
3983987
MDL number:
Assay:
95%
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Quality Level

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

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.


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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

4.2 - Pyrophoric and self-heating hazardous materials

wgk

WGK 1

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges



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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)



Global Trade Item Number

SKUGTIN
280704-100G04061826212035
280704-500G04061833545904