743704
1,2-Butadiene
≥97.0%
Synonym(s):
1-Methylallene
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About This Item
Linear Formula:
CH2=C=CHCH3
CAS Number:
Molecular Weight:
54.09
UNSPSC Code:
12142100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
209-674-2
Beilstein/REAXYS Number:
1730808
MDL number:
Assay:
≥97.0%
Form:
gas
SMILES string
CC=C=C
InChI key
QNRMTGGDHLBXQZ-UHFFFAOYSA-N
InChI
1S/C4H6/c1-3-4-2/h4H,1H2,2H3
assay
≥97.0%
form
gas
bp
10.8 °C (lit.)
Application
1,2-Butadiene can be used as a reagent:
- To synthesize useful β-borylallylsilanes building blocks by reacting with various achiral silylboranes via Pd-catalyzed asymmetric silaboration reaction.
- In the enantioselective diboration reaction in the presence of palladium catalyst and Lewis base ligand.
- 3-methyl-4-methyleneisocoumarin via formation of ortho-thallated benzoic acid in the presence of thallium trifluoroacetate and palladium catalyst.
Packaging
500ml high pressure aluminum cylinder equipped with a stainless steel valve according to DIN 477-1.
Other Notes
For 743704-250g-EU packaging: 500 mL of aluminium cylinder equipped with brass valve.
For 743704-250g-EU: outlet fitting: DIN 477-1 no. 1, Z742160 or Z742161 are the recommended regulators.
signalword
Danger
hcodes
Hazard Classifications
Flam. Gas 1A - Press. Gas Liquefied gas
Storage Class
2A - Gases
wgk
WGK 1
Regulatory Information
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Palladium-catalyzed enantioselective diboration of prochiral allenes
Pelz NF, et al.
Journal of the American Chemical Society, 126(50), 16328-16329 (2004)
Synthesis of isocoumarins via thallation-olefination of benzoic acids
Larock RC, et al.
Journal of the American Chemical Society, 106(18), 5274-5284 (1984)
Palladium-catalyzed asymmetric silaboration of allenes.
Ohmura T, et al.
Journal of the American Chemical Society, 128(42), 13682-13683 (2006)
Ralf I Kaiser et al.
The journal of physical chemistry. A, 118(32), 6181-6190 (2014-08-02)
The reactions of the 4-tolyl radical (C6H4CH3) and of the D7-4-tolyl radical (C6D4CD3) with 1,2-butadiene (C4H6) have been probed in crossed molecular beams under single collision conditions at a collision energy of about 54 kJ mol(-1) and studied theoretically using
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