CAS 865-47-4|Potassium 2-methylpropan-2-olate|potassium 2-methylpropan-2-olate|Potassium tert-butoxide|potassium ion t-butyl hydroxide|potassium t-butyl hydroxide|potassium 2-methylpropan-2-olate|Po...

General Information

Structure

Molecular Formula

C₄H₉KO

Molecular Mass

112.21196

Exact Mass

112.02904659

Charge

InChI

InChI=1S/C4H9O.K/c1-4(2,3)5;/h1-3H3;/q-1;+1

InChIKey

LPNYRYFBWFDTMA-UHFFFAOYSA-N

Canonic Smiles

[O-]C(C)(C)C.[K+]

Isomeric Smiles

[O-]C(C)(C)C.[K+]

Calculated Properties

JChem

Acid pKa

18.086988

H Acceptors

H Donor

LogD (pH = 5.5)

0.53538257

LogD (pH = 7.4)

0.53538257

Log P

0.53538257

Molar Refractivity

32.6172

Polarizability

8.423538

Polar Surface Area

23.06

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

Synonyms

Potassium tert-butoxidePotassium 2-methylpropan-2-olatepotassium 2-methylpropan-2-olatePotassium tert-butylate叔丁醇钾次丁氧基钾Potassium t-butoxide第三丁氧基钾Potassium tert-butoxide叔丁醇钾溶液Potassium tert-butoxide solution

IUPAC name

potassium 2-methylpropan-2-olate

IUPAC Traditional name

potassium ion t-butyl hydroxide potassium t-butyl hydroxide potassium 2-methylpropan-2-olate

Names and Identifiers

Registration numbers

CAS Number

EC Number

MDL Number

Beilstein Number

PubChem SID

2488179016204010524859391248841652485995424849626

PubChem CID

2366564770077

Chemspider ID

63266

Wikipedia Title

Potassium_tert-butoxide

Registration numbers

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

Wikipedia

Potassium_tert-butoxide

Sigma Aldrich

659878

General description
Total impurities: may contain up to 5,000 ppm Sodium
Packaging
5, 25 g in glass bottle

328650

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Packaging
2 L in Sure/Seal™
20 L in steel drum
50, 500 mL in Sure/Seal™

156671

Packaging
100, 500 g in steel can
25 kg in steel drum
2.5 kg in steel can
5, 25 g in glass bottle

331341

Packaging
4×25, 100, 800 mL in Sure/Seal™

60098

Packaging
100, 500 g in glass bottle

Molecule Details

References

PubChem Literature

From Data Sources

• Strong base of relatively low nucleophilicity. Review: Chem. Rev., 74, 45 (1974). The nucleophilicity is increased in the presence of 18-crown-6; the basic strength less so: J. Org. Chem., 43, 447 (1978).

• For intramolecular cyclization of a dinitrile to an unsaturated vic-amino nitrile (Thorpe-Ziegler reaction), see: Org. Synth. Coll., 6, 932 (1988).

• For generation of dibromocarbene, see Bromoform, A11904. In combination with a solid-liquid phase-transfer catalyst in the absence of solvent, has been recommended for the dehydrobromination of alkyl bromides to alkenes: J. Org. Chem., 49, 1138 (1984): with 18-crown-6, is effective for the dehydrobromination of vic-dibromides: Liebigs Ann. Chem., 1 (1980), and in the dehydrochlorination of gem-dichloroalkanes to give alkynes: J. Org. Chem., 39, 3285 (1974).

• Deprotonation of an ɑ-halo sulfone, followed by Ramberg-Backlund reaction with extrusion of SO₂, gives an alkene: J. Am. Chem. Soc., 110, 4866 (1988); Org. React., 25, 1 (1977); Org. Synth. Coll., 8, 212 (1993):

• Combinations of KO-t-Bu with other strong bases are used to generate "superbasic" media, e.g. with n-BuLi: J. Organomet. Chem., 8, 9 (1967); Pure Appl. Chem., 60, 1627 (1988);Tetrahedron Lett., 29, 4991 (1988); see also Phenylacetylene, A12139, 2-Methylindole, A10764, etc. In combination with Li 3-aminopropanamide, promotes the "zip" reaction for isomerizing alkynes to the terminal position; see 1,3-Diaminopropane, A11932, and Org. Synth. Coll., 8, 146 (1993). For use in combination with LDA for isomerization of epoxides to allylic alcohols, see Cyclohexene oxide, A13185.

• For cyclization-elimination of ɑɑ-dibromoneopentyl ketone to di-tert-butylcyclopropenone, a precursor of tri-tert-butylcyclopropenium tetrafluoroborate, see: Org. Synth. Coll., 6, 991 (1988); for reaction scheme, see Neopentyl chloride, L02365.

• Treatment of a methyl ester in ether with the reagent provides a simple method for preparation of tert-butyl esters: Synlett, 658 (2001).

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

IUPAC name

potassium 2-methylpropan-2-olate

IUPAC Traditional name

potassium ion t-butyl hydroxide potassium t-butyl hydroxide potassium 2-methylpropan-2-olate

Registration numbers

CAS Number

EC Number

MDL Number

Beilstein Number

PubChem SID

2488179016204010524859391248841652485995424849626

PubChem CID

2366564770077

Chemspider ID

63266

Wikipedia Title

Potassium_tert-butoxide

Molecule Details

Wikipedia

Potassium_tert-butoxide

Sigma Aldrich

659878

General description
Total impurities: may contain up to 5,000 ppm Sodium
Packaging
5, 25 g in glass bottle

328650

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Packaging
2 L in Sure/Seal™
20 L in steel drum
50, 500 mL in Sure/Seal™

156671

Packaging
100, 500 g in steel can
25 kg in steel drum
2.5 kg in steel can
5, 25 g in glass bottle

331341

Packaging
4×25, 100, 800 mL in Sure/Seal™

60098

Packaging
100, 500 g in glass bottle

References

PubChem Literature

From Data Sources

• For intramolecular cyclization of a dinitrile to an unsaturated vic-amino nitrile (Thorpe-Ziegler reaction), see: Org. Synth. Coll., 6, 932 (1988).

• Treatment of a methyl ester in ether with the reagent provides a simple method for preparation of tert-butyl esters: Synlett, 658 (2001).

Bioactivity

PubChem BioAssay

Properties

Molecule

ID:75187