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3,3-Dimethylbutyraldehyde

From Wikipedia, the free encyclopedia
Organic compound
3,3-Dimethylbutyraldehyde
Names
Preferred IUPAC name
3,3-Dimethylbutanal
Other names
  • Neohexanal
  • 3,3-Dimethylbutyraldehyde
  • 3-Methylisovaleraldehyde
  • tert-Butylacetaldehyde
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard100.019.141Edit this at Wikidata
EC Number
  • 221-054-3
UNII
  • InChI=1S/C6H12O/c1-6(2,3)4-5-7/h5H,4H2,1-3H3
    Key: LTNUSYNQZJZUSY-UHFFFAOYSA-N
  • CC(C)(C)CC=O
Properties
C6H12O
Molar mass100.161 g·mol−1
Appearanceclear fluid[1]
Odorunpleasant
Density0.798 g/cm3 (at 25 °C (77 °F))
Melting point−24 °C (−11 °F; 249 K)
Boiling point104 to 106 °C (219 to 223 °F; 377 to 379 K)
7.6 g/L
Hazards[1]
GHS labelling:
GHS02: FlammableGHS07: Exclamation mark
H225,H315,H319,H335
P210,P302+P352,P305+P351+P338
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

3,3-Dimethylbutyraldehyde is a branched saturated aliphaticaldehyde with an unpleasant odor that is used in the synthesis ofperfumes andneotame.[2]

Synthesis

[edit]

It can be synthesized from3,3-dimethyl-1-butanol via a copper catalyzeddehydrogenation.[3]

References

[edit]
  1. ^abSigma-Aldrich Co.,3,3-Dimethylbutyraldehyd. Retrieved on 2020-12-18.
  2. ^Prakash, Indra; Bishay, Ihab; Schroeder, Steve (1 December 1999)."Neotame: Synthesis, Stereochemistry and Sweetness".Synthetic Communications.29 (24): 4461-4467.doi:10.1080/00397919908086610. Retrieved12 November 2021.
  3. ^Tanielyan, Setrak K.; Augustine, Robert L. (2012-06-22). "Synthesis of 3,3-Dimethylbutanol and 3,3-Dimethylbutanal, Important Intermediates in the Synthesis of Neotame".Topics in Catalysis.55 (7–10). Springer Science and Business Media LLC:625–630.doi:10.1007/s11244-012-9841-z.ISSN 1022-5528.

Other sources

[edit]

K. Satyavathi, P.B. Raju, K.V. Bupesh, T.N.R. Kiran (2010), "Mini Review. Neotame: High Intensity Low Caloric Sweetener",Asian J. Chem. 7 (22).


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