CAS 540-88-5|tert-butyl acetate|tert-butyl acetate|乙酸叔丁酯|Acetic acid tert-butyl ester|tert-Butyl acetate|tert-BUTYL ACETATE|t-BUTYLACETATE|acetic acid <i>tert</i>-butyl ester<i>t</i>-butyl acet...

General Information

Structure

Molecular Formula

C₆H₁₂O₂

Molecular Mass

116.15828

Exact Mass

116.08372962

Charge

InChI

InChI=1S/C6H12O2/c1-5(7)8-6(2,3)4/h1-4H3

InChIKey

WMOVHXAZOJBABW-UHFFFAOYSA-N

Canonic Smiles

CC(=O)OC(C)(C)C

Isomeric Smiles

CC(=O)OC(C)(C)C

Calculated Properties

JChem

H Acceptors

H Donor

LogD (pH = 5.5)

0.97650796

LogD (pH = 7.4)

0.97650796

Log P

0.97650796

Molar Refractivity

31.2184

Polarizability

12.552849

Polar Surface Area

26.3

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

IUPAC Traditional name

tert-butyl acetate

Synonyms

tert-Butyl acetateAcetic acid tert-butyl ester乙酸叔丁酯tert-BUTYL ACETATEt-BUTYLACETATEacetic acid tert-butyl estert-butyl acetateTBAc

IUPAC name

tert-butyl acetate

Names and Identifiers

Registration numbers

CAS Number

EC Number

Chemspider ID

Wikipedia Title

PubChem CID

Beilstein Number

MDL Number

Merck Index

PubChem SID

1620912142486933324892097

Registration numbers

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

MP Biomedicals

02150536

Reagent to convert N-protected amino acids into t-butyl esters that are resistant to ammonolysis, hydrolysis, and hydrogenolysis.

05211677

MP Biomedicals Rare Chemical collection

Wikipedia

Tert-Butyl_acetate

Sigma Aldrich

B88209

Packaging
5, 100, 500 mL in glass bottle

45880

Other Notes
Reagent used for the synthesis of tert-butyl esters1,2

Molecule Details

References

PubChem Literature

From Data Sources

• For lithiation with LDA and addition to acetone in quantitative yield, see: J. Am. Chem. Soc., 95, 3050 (1973). Coupling of the lithio-derivative with esters gives high yields of t-butyl 3-oxoalkanoates: Synthesis, 45 (1985).

• Amino acids can be protected as their t-butyl esters, without prior N-protection, in the presence of perchloric acid in 1,4-dioxane: Liebigs Ann. Chem., 646, 134 (1961); or tosic acid and excess sulfuric acid: Org. Prep. Proced. Int., 18, 13 (1986). See Appendix 6. Mild transesterification of, e.g. methyl esters to the t-butyl analogues in the presence of catalytic KO-t-Bu has been reported: J. Org. Chem., 62, 8240 (1997).

References

Bioactivity

PubChem BioAssay

Bioactivity