All Photos(1)
About This Item
Linear Formula:
H2C=C=CH2
CAS Number:
Molecular Weight:
40.06
Beilstein:
1730774
EC Number:
MDL number:
UNSPSC Code:
12142100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
vapor density
1.42 (20 °C, vs air)
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
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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
also commonly purchased with this product
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control valve
hose barb
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Description
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purge valve
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Description
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recommended
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Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Flam. Gas 1 - Press. Gas Liquefied gas
Storage Class Code
2A - Gases
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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?-Cyanocyclobutenone as a highly reactive dienophile in comparison to ?-cyanocyclopentenone.
Bienfait B, et al.
Tetrahedron, 47(38), 8167-8176 (1991)
Versatile allene and carbon dioxide equivalents for the Diels-Alder reaction.
Bonjouklian R and Ruden R A
The Journal of Organic Chemistry, 42(25), 4095-4103 (1977)
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
Takuya Hashimoto et al.
Nature chemistry, 5(3), 240-244 (2013-02-21)
Allenes are molecules based on three carbons connected by two cumulated carbon-carbon double bonds. Given their axially chiral nature and unique reactivity, substituted allenes have a variety of applications in organic chemistry as key synthetic intermediates and directly as part
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
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