1115-11-3

Basic information

• Product Name: Tiglic aldehyde
• Synonyms: methyl-2-butenal,2-methyl-2-butenal;2,3-DIMETHYLACROLEIN;2-Methylcrotonaldehyde;Tiglic aldehyde;trans-2,3-Dimethylacrolein;trans-2-Methyl-2-butenal;2,3-Dimethyl-2-propenal;2,3-Dimethylacrylaldehyde
• CAS NO: 1115-11-3
• Molecular Formula: C₅H₈O
• Molecular Weight: 84.12
• EINECS: 207-833-0
• Mol File: 1115-11-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: -101.15°C (estimate)
• Boiling Point: 116-119 °C
• Flash Point: 21 °C
• Appearance: /
• Density: 0.871
• Vapor Pressure: 17.1mmHg at 25°C
• Refractive Index: 1.448
• CAS DataBase Reference: Tiglic aldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: Tiglic aldehyde(1115-11-3)
• EPA Substance Registry System: Tiglic aldehyde(1115-11-3)

Safety Data

• Hazard Codes: F,Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36
• RIDADR: UN 1989
• Hazardous Substances Data: 1115-11-3(Hazardous Substances Data)

Usage

General Description

Tiglic aldehyde, also known as 2-Methyl-2-butenal, is a volatile organic compound that appears as a colorless to light yellow clear liquid with a strong, pleasant, fruity odor. It is usually synthesized from perillaldehyde and is primarily used in the cosmetic, food, and perfume industries as a fragrance and flavoring agent due to its sharp, citrusy scent. Despite its widespread use, it can be a skin, eye, and respiratory tract irritant, and prolonged exposure may cause an allergic skin reaction. Its chemical formula is C5H8O.

InChI:InChI=1/C5H8O/c1-3-5(2)4-6/h3-4H,1-2H3/b5-3+

Upstream product

• 922-63-4 ethylacrolein 
• 53627-41-1 (E)-2-methyl but-2-ene-1,4-diol 
• 99506-67-9 3-hydroxy-2-methylbutanal 
• 786730-43-6 3,7-dimethyl-oct-7-ene-2,6-dione 
• 88512-08-7 2-hydroxy-2-methyl-butyraldehyde oxime 
• 144-62-7 oxalic acid 
• 75-07-0 acetaldehyde 
• 123-38-6 propionaldehyde 
• 1838-94-4 isoprene epoxide 
• 764-13-6 2,5-Dimethyl-2,4-hexadiene 
• 41906-81-4 3,3-dimethyl-4<2-methyl-1-propenyl>-1,2-dioxetane 
• 7647-01-0 hydrogenchloride 
• 7664-93-9 sulfuric acid 
• 513-35-9 2-methyl-but-2-ene 

Downstream Products

• 1721-89-7 2,3-dimethylquinoline 
• 96-17-3 2-Methylbutyraldehyde 
• 137-32-6 (+/-)-2-methyl-1-butanol 
• 10317-05-2 3,6-dimethyl-octa-2,6-diene-4,5-diol 
• 84-54-8 2-methylanthracene-9,10-dione 
• 100975-73-3 2,6-dimethyl-7-phenyl-hepta-2,4,6-trienal 
• 1453-78-7 2-Hydroxy-3,4-dimethyl-5-phenyl-tetrahydrofuran 
• 131251-02-0 1-(Trideuteriomethoxy)ethyldeuterioperoxid 
• 75-07-0 acetaldehyde 
• 131251-01-9 1-Acetoxy-1-(formyloxy)ethan 
• 131250-91-4 3-Acetyl-5-methyl-1,2,4-trioxolan 
• 131250-92-5 3,5,5'-Trimethyl-3,3'-bi-1,2,4-trioxolan 
• 64-19-7 acetic acid 
• 2258-42-6 formyl acetic anhydride 

Relevant articles and documents

The bioinspired design of a reagent allows the functionalization of Cα-H of α,β-unsaturated carbonyl compounds via the Baylis-Hillman chemistry under ambient conditions

A rationally designed reagent capable of affecting alkylation at Cα of α,β-unsaturated carbonyl compounds is reported. The reaction proceeded at room temperature without any additives. The pH and H-bond formation during the reaction play a key role in the working of the reagent.

BIOMIMETIC SYNTHESIS OF BACTERIAL C50 CAROTENOIDS DECAPRENOXANTHIN AND C.p. 450

Alkylation of the distal double bond of pseudoionone 4 has been carried out with isoprene epoxide (ZnCl2/MeNO2) leading directly to α-cis 10a, α-trans 10b and γ 10c hydroxyprenylionones.The α-cis and γ-isomers have been converted in few steps into the C50 carotenoids decaprenoxanthin 1 and C.p. 450 3 respectively.