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540-88-5 - tert-Butyl acetate, 99% - Acetic acid tert-butyl ester - L08855 - Alfa Aesar

L08855 tert-Butyl acetate, 99%

CAS Number
540-88-5
Synonyms
Acetic acid tert-butyl ester

Size Price ($) Quantity Availability
50g 24.82
250g 59.12
1000g 176.13
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tert-Butyl acetate, 99%

MDL
MFCD00008807
EINECS
208-760-7

Chemical Properties

Formula
C6H12O2
Formula Weight
116.16
Melting point
-62°
Boiling Point
94-96°
Flash Point
4°(39°F)
Density
0.863
Refractive Index
1.3865
Solubility
Miscible with ether and ethanol. Immiscible with water.

Applications

tert-Butyl acetate is used as a solvent in the production of lacquers, enamels, inks, adhesives, thinners, industrial cleaners and coating blends It is also used as a process solvent for chemical reactions and polymerization. In synthetic organic chemistry, it is used as a tert-butyl group. It serves as an intermediate in the production of pharmaceuticals and synthetic flavorings.

Notes

Incompatible with oxidizing agents.

Literature References

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).

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).

Guo, L.; Ma, X.; Fang, H.; Jia, X.; Huang, Z. A General and Mild Catalytic alfa-Alkylation of Unactivated Esters Using Alcohols. Angew. Chem. 2015, 127 (13), 4095-4099.

Becherer, T.; Grunewald, C.; Engelschalt, V.; Multhaup, G.; Risse, T.; Haag, R. Polyglycerol based coatings to reduce non-specific protein adsorption in sample vials and on SPR sensors. Anal. Chim. Acta 2015, 867, 47-55.

GHS Hazard and Precautionary Statements

Hazard Statements: H225

Highly flammable liquid and vapour.

Precautionary Statements: P210-P280-P240-P241-P233-P242-P243-P303+P361+P353-P403+P235-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Wear protective gloves/protective clothing/eye protection/face protection. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Keep container tightly closed. Use only non-sparking tools. Take precautionary measures against static discharge. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. Store in a well-ventilated place. Keep cool. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,1537
Beilstein
1699506
Hazard Class
3
Packing Group
II
Harmonized Tariff Code
2915.39
TSCA
Yes
RTECS
AF7400000

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