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T71501

Sigma-Aldrich

Trimethylacetaldehyde

96%

Synonym(s):

Pivalaldehyde, Trimethylacetaldehyde

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About This Item

Linear Formula:
(CH3)3CCHO
CAS Number:
Molecular Weight:
86.13
Beilstein:
506060
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

96%

refractive index

n20/D 1.378 (lit.)

bp

74 °C/730 mmHg (lit.)

mp

6 °C (lit.)

density

0.793 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

[H]C(=O)C(C)(C)C

InChI

1S/C5H10O/c1-5(2,3)4-6/h4H,1-3H3

InChI key

FJJYHTVHBVXEEQ-UHFFFAOYSA-N

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Application

Commonly used building block in aldol condensation reactions.
Employed in a study of the asymmetric cyanation of aldehydes with TMS-CN and a chiral vandium (V)-salen complex.

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

3.2 °F - closed cup

Flash Point(C)

-16 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Adrian Méndez et al.
Molecules (Basel, Switzerland), 25(21) (2020-11-04)
Singlet oxygen ene reactions produce 2-(tert-butyl)-4a-hydroperoxy-3-methyl-2,4a, 5,6,7,8-hexahydroquinazolin-4(3H)-one quantitatively during diffusion crystallization of 2-(tert-butyl)-3-methyl-2,3,5,6,7,8-hexahydroquinazolin-4(1H)-one in n-hexane/CH2Cl2 solvent mixture. To confirm this photo-oxidation, a 1H-NMR study in CDCl3 was performed with exposure to ambient conditions (light and oxygen), with neither additional reactants
Harry W Gibson et al.
The Journal of organic chemistry, 72(15), 5759-5770 (2007-06-27)
Chiral acid chlorides were reacted with isoquinoline and 6,7-dimethoxy-3,4-dihydroisoquinoline to form diastereomeric Reissert compounds 8-11 and 18-21, respectively. The best diastereoselectivity (80:20) was achieved in formation of the 9-phenylmenthyl derivative 20. The diastereomers of 2-l-menthoxycarbonyl-1,2-dihydroisoquinaldonitriles (S)-8/(R)-8), formed in equal amounts
Li Huang et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(17), 5302-5313 (2012-03-22)
The catalytic asymmetric aziridination of imines and diazo compounds (AZ reaction) mediated by boroxinate catalysts derived from the VANOL and VAPOL ligands was investigated with chiral imines derived from five different chiral, disubstituted, methyl amines. The strongest matched and mismatched
Tetrahedron Asymmetry, 17, 2659-2659 (2006)
Pierre Awad et al.
Journal of agricultural and food chemistry, 65(35), 7736-7748 (2017-08-02)
Cognac wine spirit has a complex composition in volatile compounds which contributes to its organoleptic profile. This work focused on the batch distillation process and, in particular, on volatile compounds specifically produced by chemical reactions during the distillation of Cognac

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