| Chemical Name | 9-Borabicyclo[3.3.1]nonane |
| CAS Number | 280-64-8 |
| EC Number | 206-000-9 |
| Beilstein Registry Number | 605509 |
| MDL Number | MFCD00074742 |
| Synonym |
9-Borabicyclo[3.3.1]nonane,0.5M in THF,Safeseal |
| PubChem Substance ID | 6327450 |
| Chemical Name Translation | 9-硼双环[3.3.1]壬烷 |
| InChIKey | FEJUGLKDZJDVFY-UHFFFAOYSA-N |
| LabNetwork Molecule ID | LN00222630 |
| InChI | InChI=1S/C8H14B/c1-3-7-5-2-6-8(4-1)9-7/h7-8H,1-6H2 |
| Canonical SMILES | C1(B2)CCCC2CCC1 |
| IUPAC Name | 9-borabicyclo[3.3.1]nonane |
使用 9-BBN 对相应环状缩醛进行还原以鉴别对称二醇。
选择性硼氢化还原试剂。
Reactant for:
• Linear SPPS synthesis of ubiquitin derivatives
• Copper-catalyzed cross-coupling reactions of organoboron compounds with primary alkyl halides and pseudohalides
• Intramolecular insertion of alkenes into palladium-nitrogen bonds
• Preparation of (phosphonoacetyl)ornithine to study effect on arginine biosynthetic genes in yeast
• Hetero-Diels-Alder reaction for synthesis of spirocyclic alkaloids
{PUB} EPA Chemicals under the TSCA --- https://www.epa.gov/tsca-inventory ---
{PUB} PubChem --- 9-BBN: An Amino Acid Protecting Group for Functionalization of Amino Acid Side Chains in Organic Solvents --- https://pubmed.ncbi.nlm.nih.gov/11950334
{PUB} PubChem --- A Boronium Ion with Exceptional Electrophilicity --- https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3457922
{PUB} PubChem --- Addition reactions at the 16(17) double bond of 3-methoxy-13$alpha;-estra-1,3,5(10),16-tetraene*1 --- https://pubmed.ncbi.nlm.nih.gov/12628692
{PUB} PubChem --- Suzuki cross-couplings of alkyl tosylates that possess beta hydrogen atoms: synthetic and mechanistic studies --- https://pubmed.ncbi.nlm.nih.gov/12386889
{PUB} PubChem --- Total Synthesis of (+)‐Oocydin A: Application of the Suzuki–Miyaura Cross‐Coupling of 1,1‐Dichloro‐1‐alkenes with 9‐Alkyl 9‐BBN --- https://pubmed.ncbi.nlm.nih.gov/18399555
{PUB} Thieme Chemistry --- Brominolysis --- https://science-of-synthesis.thieme.com/app/text/?id=SD-006-00939
{PUB} Thieme Chemistry --- By Reaction with Boranes --- https://science-of-synthesis.thieme.com/app/text/?id=SD-031-01897
{PUB} Thieme Chemistry --- Cross Coupling of Trialkylboranes --- https://science-of-synthesis.thieme.com/app/text/?id=SD-006-00962
{PUB} Thieme Chemistry --- Cyclization of α,α-Bis(dialkylboryl)-ω-haloalkanes --- https://science-of-synthesis.thieme.com/app/text/?id=SD-006-00925
{PUB} Thieme Chemistry --- Homologation by Carbonylation --- https://science-of-synthesis.thieme.com/app/text/?id=SD-006-00923
{PUB} Thieme Chemistry --- Hydroboration of Alkynes --- https://science-of-synthesis.thieme.com/app/text/?id=SD-006-00913
{PUB} Thieme Chemistry --- Hydroboration of Functional Derivatives of Alkenes --- https://science-of-synthesis.thieme.com/app/text/?id=SD-006-00912
{PUB} Thieme Chemistry --- Preparation of Alkylborohydrides --- https://science-of-synthesis.thieme.com/app/text/?id=SD-006-00056
{PUB} Thieme Chemistry --- Reaction of Boranes with