3-Methyl-2-butenal

Synonym(s):3,3-Dimethylacrolein;3,3-Dimethylacrylaldehyde;3-Methylcrotonaldehyde;Prenal;Senecialdehyde

CAS NO.：107-86-8
Empirical Formula: C5H8O
Molecular Weight: 84.12
MDL number: MFCD00010291
EINECS: 203-527-6
SAFETY DATA SHEET (SDS)
Update Date: 2024-07-15 16:45:23

What is 3-Methyl-2-butenal?

Description

3-Methyl-2-butenal has an almond odor.

Chemical properties

clear colorless to light yellow liquid

Chemical properties

3-Methyl-2-butenal has an almond odor

The Uses of 3-Methyl-2-butenal

3-Methyl-2-butenal is used in small quantities as food flavor in alcoholic beverages, chewing gums, confection frosting, frozen dairy, fruit ice, gelatin pudding, hard and soft candy and jam jelly. Used in daily flavor, and cosmetic flavor in perfumes. A starting material for the synthesis of vitamin A.

Definition

ChEBI: An enal consisting of but-2-ene with a methyl substituent at position 3 and an oxo group at position 1.

Taste threshold values

Taste characteristics at 25 ppm: sweet, fruity and green with a nutty and cherry background.

General Description

3-Methylcrotonaldehyde is an α, β-unsaturated aldehyde. Electrochemical dimerization of 3-methylcrotonaldehyde was reported. The hydrogenation of 3-methylcrotonaldehyde over Ru, Pt and Rh was investigated.

Purification Methods

This flammable oil oxidises readily and should be fractionated under N2. It should be stored under N2 and/or vacuum. The UV has max at 235.5nm. The semicarbazone has m 221-222o (from MeOH) and the 2,4-dinitrophenylhydrazone has m 184-185o (from MeOH). [Forbes & Skilton J Org Chem 24 436 1959, Beilstein 1 III 2990, 1 IV 3464.]

Properties of 3-Methyl-2-butenal

Melting point:	-20°C
Boiling point:	133-135 °C (lit.)
Density	0.878 g/mL at 20 °C 0.872 g/mL at 25 °C (lit.)
vapor pressure	7 mm Hg ( 20 °C)
refractive index	n20/D 1.462(lit.)
FEMA	3646 \| 3-METHYL-2-BUTENAL
Flash point:	93 °F
storage temp.	2-8°C
solubility	soluble
form	Liquid
color	Clear colorless to light yellow
Odor	at 1.00 % in dipropylene glycol. sweet fruity pungent brown nutty almond cherry
Water Solubility	soluble
Sensitive	Air Sensitive
Merck	14,8448
JECFA Number	1202
BRN	1734740
CAS DataBase Reference	107-86-8(CAS DataBase Reference)
NIST Chemistry Reference	3-methyl-2-butenal(107-86-8)
EPA Substance Registry System	2-Butenal, 3-methyl- (107-86-8)

Safety information for 3-Methyl-2-butenal

Signal word	Danger
Pictogram(s)	Flame Flammables GHS02 Corrosion Corrosives GHS05 Skull and Crossbones Acute Toxicity GHS06
GHS Hazard Statements	H226:Flammable liquids H302:Acute toxicity,oral H314:Skin corrosion/irritation H317:Sensitisation, Skin H331:Acute toxicity,inhalation
Precautionary Statement Codes	P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.