9-Borabicyclo[3.3.1]nonan

9-Borabicyclo(3.3.1)nonane

HCID 78966CAS 280-64-8

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Grundinformationen

Standard-SMILES: B1C2CCCC1CCC2
InChIKey: FEJUGLKDZJDVFY-UHFFFAOYSA-N
Summenformel: C8H15B
Durchschnittliche Molmasse: 122,02 g/mol
Monoisotopische Masse: 122,12668088

Überblick

an amino acid protecting group

Namen und Bezeichner

Bevorzugter Name: 9-Borabicyclo(3.3.1)nonane
IUPAC: 9-borabicyclo[3.3.1]nonane
Lokaler Name: 9-Borabicyclo[3.3.1]nonan
Englischer Name: 9-Borabicyclo[3.3.1]nonane
Summenformel: C8H15B
Molmasse: 122.02

Namen und Synonyme

9-BBN compound9-BBN cpdRefChem:5492209-Borabicyclo3.3.1nonaneDTXCID2037760206-000-9280-64-84K4J8L1OG99-Borabicyclo(3,3,1)nonane9-Borabicyclo(3.3.1)nonane9-borabicyclononaneDTXSID3074781

Weitere Namen anzeigen

9-BBN9-BBN, 0.4M SOLUTION IN HEXANESKseal9-BorabicycL9-BBN monomero[3.3.1]nonane9-BBN(0.5M in toluene)9-Borabicyclo[3.3.1]nona9-Borabicyclo[3.3.1]none9-BBN MonoMer, 0.5M in THF

(1beta,5beta)-9-Borabicyclo[3.3.1]nonane

Datenbank-Bezeichner

CAS: 280-64-8
PubChem CID: 78966
DTXSID: DTXSID3074781
EC Number: 206-000-9

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA): 0 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 0
Frei drehbare Bindungen: 0
Schwere Atome: 9
Formalladung: 0
Komplexität: 80,7

Experimentelle und physikochemische Eigenschaften

Chemical ClassesMetals -> Metalloid Compounds (Boron)

Physical DescriptionWhite solid; [Acros Organics MSDS]

Physikochemische Eigenschaften

Schmelzpunkt: 140 · 140-142 °C
Siedepunkt: 68 · 68-70 °C
Dichte: 0.894 g/mL · 0.894 g/mL at 25 °C
Flammpunkt: 1 °F · 1 °F
storage temp.: Flammables area
Löslichkeit: Miscible with ether, hexane, benzene, toluene, carbon tetrachloride, chloroform, dimethylsulfide and dichloromethane. Slightly miscible with cyclohexane, dimethoxyethane, diglyme and dioxane.
Aggregatzustand: liquid
Wasserlöslichkeit: reacts
BRN: 605509 · 605509
InChI: InChI=1S/C8H15B/c1-3-7-5-2-6-8(4-1)9-7/h7-9H,1-6H2
InChIKey: FEJUGLKDZJDVFY-OCAPTIKFSA-N
SMILES: C12BC(CCC1)CCC2
EPA chemische Informationen: 9 · 9-Borabicyclo[3.3.1]nonane (280-64-8)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H250 (72.6%): Catches fire spontaneously if exposed to air [Danger Pyrophoric liquids]

P210, P222, P223, P231, P231+P232, P233, P260, P264, P280, P301+P330+P331, P302+P335+P334, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P402+P404, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 146 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 3 Einträge

PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

Status: Active Update: 15-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/24223

9-Borabicyclo3.3.1nonane: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryReacts with water; May cause irritation; [Acros Organics MSDS]

Hazard Classes and CategoriesPyr. Sol. 1 (72.6%)

Sicherheitsdaten

F: 1-10-34
wgk: 3
tsca: TSCA listed
ridadr: UN 3399 4.3/PG 1
hs_code: 29319090
risk_code: 14-20/21/22-36/37/38-36/37-19-14/15-11-67-65-62-51/53-48/20-38-40
hazard_code: F,Xn,Xi,N
safety_code: 16-26-36/37/39-45-43-33-62-61-36/37-29-7/8-37/39
hazard_class: 4.1
packing_group: III
Speicherklasse: 4.3 - Hazardous materials which set free flammable gases upon contact with water
Hazard Classifications: Acute Tox. 4 OralCarc. 2Eye Irrit. 2Flam. Liq. 2STOT SE 3Water-react 1

Chemie und Industrie

Verwendung und Herstellung

General Manufacturing Information9-Borabicyclo[3.3.1]nonane: ACTIVE

Anwendungen · 1 Eintrag

Verwenden9-BBN monomer acts as a selective hydroboration reagent in synthetic organic chemistry. It is employed in Suzuki reactions as well as in the preparation of terminal alcohols by the region selective addition of alkenes followed by oxidative cleavage using hydrogen peroxide. It is also used in copper-catalyzed cross-coupling reactions of organoboron compounds with primary alkyl halides and pseudohalides. It acts as a protecting group for alkenes. Further, it is used as a reactant for Hetero-Diels-Alder reaction for the synthesis of spirocyclic alkaloids. In addition to this, it is used in intramolecular insertion of alkenes into palladium-nitrogen bonds.