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%
InChI key
IYABWNGZIDDRAK-UHFFFAOYSA-N
InChI
1S/C3H4/c1-3-2/h1-2H2
SMILES string
C=C=C
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.)
Quality Level
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)
The silyl-cupration and stannyl-cupration of allenes.
Fleming I, et al.
Tetrahedron, 45(2), 413-424 (1989)
Harry A Dailey et al.
Proceedings of the National Academy of Sciences of the United States of America, 112(7), 2210-2215 (2015-02-04)
It has been generally accepted that biosynthesis of protoheme (heme) uses a common set of core metabolic intermediates that includes protoporphyrin. Herein, we show that the Actinobacteria and Firmicutes (high-GC and low-GC Gram-positive bacteria) are unable to synthesize protoporphyrin. Instead
Gold(I)-catalyzed stereoconvergent, intermolecular enantioselective hydroamination of allenes.
Kristina L Butler et al.
Angewandte Chemie (International ed. in English), 51(21), 5175-5178 (2012-04-12)
Baoqiang Wan et al.
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
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