Disiamylborane

Disiamylborane: Disiamylborane

IUPAC name

Bis(1,2-dimethylpropyl)borane

Identifiers

CAS number 1069-54-1

PubChem 192733

ChemSpider 167251^Y

Jmol-3D images Image 1
Image 2

SMILES

CC(C(C)C)BC(C)C(C)C
B(C(C(C)C)C)C(C)C(C)C

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

Properties

Molecular formula C₁₀H₂₃B

Molar mass 153.09 g/mol

Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)

Infobox references

Disiamylborane (bis(1,2-dimethylpropyl)borane) is an organoborane used in organic synthesis to add water to a terminal alkyne, forming an aldehyde via anti-Markovnikov addition. Disiamylborane is relatively unreactive and will not react with triple-bonded carbons that are not at the terminal position.

External links

Disiamylborane & Thexylborane Preparation Kits

Markovnikov's Rule

Tautomerization

Categories:
Organoboranes
Reagents for organic chemistry

Disiamylborane

IUPAC name Bis(1,2-dimethylpropyl)borane
Identifiers
CAS number	1069-54-1
PubChem	192733
ChemSpider	167251^Y
Jmol-3D images	Image 1 Image 2
SMILES CC(C(C)C)BC(C)C(C)C B(C(C(C)C)C)C(C)C(C)C
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
Properties
Molecular formula	C₁₀H₂₃B
Molar mass	153.09 g/mol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references