TRANS-2-METHYL-2-BUTENAL

CAS NO.：497-03-0
Empirical Formula: C5H8O
Molecular Weight: 84.12
MDL number: MFCD00006977
EINECS: 207-833-0
SAFETY DATA SHEET (SDS)
Update Date: 2024-06-21 09:33:12

What is TRANS-2-METHYL-2-BUTENAL?

Description

2-Methyl-2-butenal has a penetrating, powerful green ethereal odor. May be prepared by condensation of acetaldehyde and propionaldehyde.

Description

The allure of pheromones tantalizes scientists in many fields. What can be more intriguing than chemicals produced by animals with the sole purpose of changing the behavior of fellow creatures? Researchers have cast their nets widely to identify the chemistry of pheromones, and often, the results are surprising.
(E)-2-Methyl-2-butenal is a conjugated unsaturated aldehyde. Its structure is that of the more familiar crotonaldehyde with an additional methyl group. It is a colorless liquid with a boiling range of 116–119 °C. Synthetic (E)-2-methyl-2-butenal is used primarily as a source of a four–carbon-atom chain in organic synthesis.
In 2003, French researcher Benoist Schaal and colleagues discovered that the compound is a mammary pheromone used by lactating female rabbits to guide their young toward the breast. More recently, Schaal’s group observed a similar attraction between the breast secretions of lactating women and their infants.
There are other suspected pheromonal attractions between men and women. Although?no specific human pheromone has been identified?to date, the search goes on.

Chemical properties

trans-2-Methyl-2-butenal is a clear colorless to yellow liquid. B.P. 135℃. Sp.Gr. 0.87. Almost insoluble in water, soluble in alcohol and oils. Powerful and very diffusive, penetrating “gassy” odor of green-ethereal character. Very poor tenacity.

The Uses of TRANS-2-METHYL-2-BUTENAL

Tiglic aldehyde was used in the concise total synthesis of 7-demethylpiericidin A1. It was used as starting reagent during the synthesis of:

alkyl-branched tetraene hydrocarbons, pheromone component for dried fruit beetle
E,E-2,4-dimethyl-2,4-hexa dienal, volatile constituents of the defensive secretions of Leiobunum nigripalpi
4-methyl-2,4-hexadiene-1-ol

General Description

trans-2-Methyl-2-butenal is one of the major volatile constituents of coriander and olive oil.

Properties of TRANS-2-METHYL-2-BUTENAL

Melting point:	-101.15°C (estimate)
Boiling point:	116-119 °C752 mm Hg(lit.)
Density	0.871 g/mL at 25 °C(lit.)
refractive index	n20/D 1.448(lit.)
FEMA	3407 \| 2-METHYL-2-BUTENAL
Flash point:	65 °F
storage temp.	Flammables area
solubility	soluble in Chloroform
form	Liquid
color	Clear colorless to yellow
Odor	at 0.10?%?in?dipropylene glycol. strong green fruit
Water Solubility	Soluble in water
Sensitive	Air Sensitive
JECFA Number	1201
BRN	1698207
Stability:	Air sensitive, Light Sensitive
CAS DataBase Reference	497-03-0(CAS DataBase Reference)
EPA Substance Registry System	trans-2-Methylcrotonaldehyde (497-03-0)

Safety information for TRANS-2-METHYL-2-BUTENAL

Signal word	Danger
Pictogram(s)	Flame Flammables GHS02 Exclamation Mark Irritant GHS07
GHS Hazard Statements	H225:Flammable liquids H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P233:Keep container tightly closed. P240:Ground/bond container and receiving equipment. P241:Use explosion-proof electrical/ventilating/lighting/…/equipment. 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.