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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
Product No.
Description
Pricing
control valve
hose barb
Product No.
Description
Pricing
purge valve
Product No.
Description
Pricing
recommended
Product No.
Description
Pricing
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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Versatile allene and carbon dioxide equivalents for the Diels-Alder reaction.
The Journal of Organic Chemistry, 42(25), 4095-4103 (1977)
Organic letters, 15(17), 4580-4583 (2013-08-22)
Gold(I)-catalyzed allene-vinylcyclopropane cycloisomerization leads to the tricyclic framework of the protoilludanes in a single step by a reaction that involves a cyclopropane ring expansion and a Prins cyclization.
Angewandte Chemie (International ed. in English), 52(1), 441-445 (2012-09-11)
Getting axed: synthesis of the title amines, bearing functionality (R(1) and R(2)), involves the enantioselective palladium-catalyzed decarboxylation of allenyl N-tosylcarbamates. The reaction proceeds smoothly using both the chiral ligands (S)- and (R)-DTBM-Segphos (1) to afford the allenyl amines in good
Gold(I)-catalyzed stereoconvergent, intermolecular enantioselective hydroamination of allenes.
Angewandte Chemie (International ed. in English), 51(21), 5175-5178 (2012-04-12)
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