294985
Allene
≥95%
Synonym(s):
Propadiene
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About This Item
Linear Formula:
H2C=C=CH2
CAS Number:
Molecular Weight:
40.06
UNSPSC Code:
12142100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
207-335-3
Beilstein/REAXYS Number:
1730774
MDL number:
Assay:
≥95%
vapor density
1.42 (20 °C, vs air)
Quality Level
vapor pressure
6795 mmHg ( 21 °C)
assay
≥95%
expl. lim.
13 %
bp
−34 °C (lit.)
mp
−136 °C (lit.)
SMILES string
C=C=C
InChI
1S/C3H4/c1-3-2/h1-2H2
InChI key
IYABWNGZIDDRAK-UHFFFAOYSA-N
Application
- Allene is extensively used in a variety of photochemical, thermal, and transition metal-mediated cycloadditions.
- It can be lithiated to obtain allenyllithium which reacts with alkyl halides to afford terminal allenes.
- Additional application includes the preparation of reagents such as isopropenylsilanes and isopropenylstannanes by reacting with stannyl and silyl cuprates respectively.
Packaging
Supplied in a carbon steel lecture bottle with a CGA180M/CGA110F needle valve installed.
Compatible with the following:
Compatible with the following:
- Aldrich® lecture-bottle station systems
- Aldrich® lecture-bottle gas regulators
Other Notes
See Technical Information Bulletin AL-151 Gas Regulators: Selection, Installation, and Operation
Legal Information
Aldrich is a registered trademark of Sigma-Aldrich Co. LLC
signalword
Danger
hcodes
Hazard Classifications
Flam. Gas 1 - Press. Gas Liquefied gas
Storage Class
2A - Gases
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, multi-purpose combination respirator cartridge (US)
Regulatory Information
监管及禁止进口产品
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?-Cyanocyclobutenone as a highly reactive dienophile in comparison to ?-cyanocyclopentenone.
Bienfait B, et al.
Tetrahedron, 47(38), 8167-8176 (1991)
Chenggang Liu et al.
Plant physiology, 165(4), 1424-1439 (2014-06-21)
In Arabidopsis (Arabidopsis thaliana), the major MYB protein regulating proanthocyanidin (PA) biosynthesis is TT2, named for the transparent testa phenotype of tt2 mutant seeds that lack PAs in their coats. In contrast, the MYB5 transcription factor mainly regulates seed mucilage
David Tejedor et al.
Chemical Society reviews, 42(2), 458-471 (2012-10-05)
The propargyl Claisen rearrangement is a known protocol to gain access to functionalized allenes through the [3,3]-sigmatropic transformation of propargyl vinyl ethers. The correct use of appropriate propargyl vinyl ethers as starting materials coupled with suitable reaction conditions can aid
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 294985-170G | 04061833020920 |
| 294985-170G-EU | 04061826604397 |