Disiamylborane

Disiamylborane

Names
IUPAC name Bis(1,2-dimethylpropyl)borane
Identifiers
CAS Registry Number	1069-54-1 Y
ChemSpider	167251 Y
InChI InChI=1S/C10H23B/c1-7(2)9(5)11-10(6)8(3)4/h7-11H,1-6H3 Y Key: HXJFQNUWPUICNY-UHFFFAOYSA-N Y InChI=1/C10H23B/c1-7(2)9(5)11-10(6)8(3)4/h7-11H,1-6H3 Key: HXJFQNUWPUICNY-UHFFFAOYAY
Jmol-3D images	Image Image
PubChem	192733
SMILES CC(C(C)C)BC(C)C(C)C B(C(C(C)C)C)C(C)C(C)C
Properties
Chemical formula	C10H23B
Molar mass	153.09 g/mol
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Disiamylborane (bis(1,2-dimethylpropyl)borane) is an organoborane used in organic synthesis. It is used to add water to a terminal alkyne, forming an aldehyde via anti-Markovnikov addition. Disiamylborane is relatively selective for terminal alkynes. It also is used for the selective functionalization of terminal alkenes.^[1]

References

1. ↑ Eric J. Leopold (1990). 258 "Selective Hydroboration of a 1,3,7-Triene: Homogeraniol". Org. Synth. ; Coll. Vol. 7, p. 258 

External links

• Disiamylborane & Thexylborane Preparation Kits
• Markovnikov's Rule
• Tautomerization