192619
Tiglic aldehyde
≥96%
Synonym(s):
(E)-2-Methylbut-2-enal, trans-2,3-Dimethylacrolein, trans-2-Methyl-2-butenal, Tiglinaldehyde
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About This Item
Linear Formula:
CH3CH=C(CH3)CHO
CAS Number:
Molecular Weight:
84.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1698207
Assay:
≥96%
Form:
liquid
Quality Level
assay
≥96%
form
liquid
refractive index
n20/D 1.448 (lit.)
bp
116-119 °C/752 mmHg (lit.)
density
0.869 g/mL at 20 °C, 0.871 g/mL at 25 °C (lit.)
functional group
aldehyde
SMILES string
C\C=C(/C)C=O
InChI
1S/C5H8O/c1-3-5(2)4-6/h3-4H,1-2H3/b5-3+
InChI key
ACWQBUSCFPJUPN-HWKANZROSA-N
Application
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
signalword
Danger
hcodes
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
69.8 °F - closed cup
flash_point_c
21 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
危险化学品
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Synthesis of 1, 2-and 1, 4-disubstituted tricarbonyl (pentadienyl) iron (+ 1) cations and reactions with heteroatom nucleophiles.
Donaldson WA, et al
Organometallics, 12(4), 1174-1179 (1993)
T H Jones et al.
Proceedings of the National Academy of Sciences of the United States of America, 74(2), 419-422 (1977-02-01)
Analyses of the chief volatile constituents of the defensive secretions of three oplionids were carried out. Leiobunum nigripalpi produces three closely related C7 compounds: E-4-methyl-4-hexen-3-one(I), 4-methylhexan-3-one(II), and 4-methylhexan-3-ol(III), along with E-4-methyl-4-hepten-3-one(IV), E,E-2,4-dimethylhexa-2,4-dienal(IX), and a minor, unidentified component. L. leiopenis secretion
Synthesis of nitidulid beetle pheromones: alkyl-branched tetraene hydrocarbons.
Bartelt RJ, et al.
Journal of Agricultural and Food Chemistry, 38(12), 2192-2196 (1990)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 192619-25G | 04061836691431 |
| 192619-5G | 04061838760579 |