2-methylbutyraldehyde

Structural formula
( S ) -2-methylbutyraldehyde (top) and ( R ) -2-methylbutyraldehyde (bottom)
General
Surname	2-methylbutyraldehyde
other names	2-methylbutanal
Molecular formula	C 5 H 10 O
Brief description	colorless to yellowish liquid
External identifiers / databases
CAS number 96-17-3 57456-98-1 [( RS ) -2-methylbutanal] 1730-97-8 [( S ) -2-methylbutanal] 33204-48-7 [( R ) -2-methylbutanal] EC number 202-485-6 ECHA InfoCard 100.002.260 PubChem 7284 Wikidata Q15633241
properties
Molar mass	86.13 g mol −1
Physical state	liquid
density	0.80 g cm −3
Melting point	<−60 ° C
boiling point	91-93 ° C
Vapor pressure	76 hPa (20 ° C)
solubility	little in water (25 g l −1 at 25 ° C) good in many organic solvents
Refractive index	1.3919 (20 ° C)
safety instructions
GHS labeling of hazardous substances danger H and P phrases H: 225-317-319-335 P: 210-280-305 + 351 + 338
Toxicological data	6400 mg kg −1 ( LD 50 ,  rat ,  oral )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

2-Methylbutyraldehyde is a chemical compound from the group of aldehydes that occurs in two stereoisomeric forms. With its isomeric compounds valeraldehyde ( n- pentanal), isovaleraldehyde and pivalaldehyde , it forms the substance group of pentanals .

Raw coffee beans

Lightly roasted coffee beans

Occurrence

2-Methylbutyraldehyde occurs naturally in green and roasted coffee .

Extraction and presentation

2-Methylbutyraldehyde can be produced by the hydroformylation of 2-butene .

properties

2-methylbutyraldehyde is stable under normal conditions, but is sensitive to air and moisture and can polymerize when heated . It has a viscosity of 0.6 mPa · s at 20 ° C.

use

2-Methylbutanal is suitable as an intermediate for the production of organic compounds such as alcohols, acids, esters, amines and others. It is used, for example, in the production of fragrances and flavorings.

safety instructions

The vapors of 2-methylbutyraldehyde can form an explosive mixture with air ( flash point −4 ° C, ignition temperature 190 ° C).

Individual evidence

1. ↑ ^{a b c d e f g h} Entry on 2-methylbutyraldehyde in the GESTIS substance database of the IFA , accessed on January 8, 2018(JavaScript required) .
2. ↑ ^{a b c}  ( page no longer available , search in web archives ) 2-methylbutanal at chemvip.com.
3. ↑ 2-methylbutyraldehyde data sheet from Sigma-Aldrich , accessed on February 19, 2011 ( PDF ).
4. ^ Ivon Flament, Coffee Flavor Chemistry , ISBN 0-471-72038-0 .
5. ^ Paul Hälg: Asymmetric hydroformylations with [PtC1 (SnC1-3) (DIOP)] . Dissertation, ETH Zurich, 1982. doi : 10.3929 / ethz-a-000267102 .