290971
2,2-Dimethyl-4-pentenal
technical grade, 90%, contains 1000 ppm hydroquinone as stabilizer
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About This Item
Linear Formula:
H2C=CHCH2C(CH3)2CHO
CAS Number:
Molecular Weight:
112.17
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
90%
InChI
1S/C7H12O/c1-4-5-7(2,3)6-8/h4,6H,1,5H2,2-3H3
SMILES string
CC(C)(CC=C)C=O
InChI key
DXSDIWHOOOBQTJ-UHFFFAOYSA-N
grade
technical grade
assay
90%
contains
1000 ppm hydroquinone as stabilizer
refractive index
n20/D 1.4203 (lit.)
bp
124-125 °C (lit.)
density
0.825 g/mL at 25 °C (lit.)
storage temp.
2-8°C
Application
2,2-Dimethyl-4-pentenal has been used:
- as electrophile in the synthesis of rearranged bicyclo[6.3.0]undecane isoprenoid skeleton of cyclooctenoid sesquiterpene dactylol and 3a-epi-dactylol
- in the preparation of imine ligand via condensation with primary amine
signalword
Danger
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
3 - Flammable liquids
wgk
WGK 2
flash_point_f
64.4 °F - closed cup
flash_point_c
18 °C - closed cup
Regulatory Information
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Latent olefin metathesis catalysts featuring chelating alkylidenes.
Hejl A, et al.
Organometallics, 25(26), 6149-6154 (2006)
Alois Fürstner et al.
The Journal of organic chemistry, 61(25), 8746-8749 (1996-12-13)
A straightforward total synthesis of the cyclooctenoid sesquiterpene dactylol (1) and of 3a-epi-dactylol (13) has been achieved in six synthetic operations. The unusual rearranged bicyclo[6.3.0]undecane isoprenoid skeleton of these target molecules has been formed via an initial three-component coupling triggered
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