9-Methoxy-9-borabicyclo(3.3.1)nonane

HCID 544964

Notes Reactions

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Basic information

CAS: 38050-71-4
Standard SMILES: COB1C2CCCC1CCC2
InChIKey: UNGDGQYONLTNJZ-UHFFFAOYSA-N
Molecular formula: C9H17BO
Average molar mass: 152.04 g/mol
Monoisotopic mass: 152.13724556

Names & identifiers

Preferred name: 9-Methoxy-9-borabicyclo(3.3.1)nonane
IUPAC: 9-methoxy-9-borabicyclo[3.3.1]nonane
English name: 9-METHOXY-9-BORABICYCLO[3.3.1]NONANE
Molecular formula: C9H17BO
Molecular weight: 152.04

Names & synonyms

9-Methoxy-9-borabicyclo[3.3.1]nonane38050-71-49-Methoxy-9-borabicyclo(3.3.1)nonaneDTXSID80191465RefChem:1075007DTXCID90113956253-758-1b-methoxy-9-bbnEINECS 253-758-19-Borabicyclo[3.3.1]nonane, 9-methoxy-C9H17BOSCHEMBL925547

Show more names

9-Methoxy-9-borabicycLb-methoxy-9-bbn solutionB-Methoxy-9-BBN, 0.5 M in THF9-METHOXY-9-BORABICYCLO[3.3.1]NONEB-Methoxy-9-borabicyclo[3.3.1]nonane8-Methoxy-9-borabicyclo[3,3,1]nonane9-Borabicyclo[3.3.1]nonane,9-methoxy-B-Methoxy-9-BBN solution 1.0 M in hexanes

SCHEMBL925548MFCD00006687AKOS0159185069-methoxy-9-bora-bicyclo[3.3.1]nonane9-Methoxy-9-borabicyclo[3.3.1]nonane #DB-229745NS00057750InChI=1/C9H17BO/c1-11-10-8-4-2-5-9(10)7-3-6-8/h8-9H,2-7H2,1H

Database identifiers

CAS: 38050-71-4
PubChem CID: 544964
DTXSID: DTXSID80191465
EC Number: 253-758-1
Nikkaji: J123.913I

Properties

Computed structural properties

Topological polar surface area: 9.2 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 1
Heavy atoms: 11
Formal charge: 0
Complexity: 116

Physicochemical properties

Boiling point: 57 · 57-58 °C(Press: 7 Torr)
Density: 0.716 g/mL · 0.716 g/mL at 25 °C
Flash point: 9 °F · −9 °F
form: liquid
InChI: InChI=1S/C9H17BO/c1-11-10-8-4-2-5-9(10)7-3-6-8/h8-9H,2-7H2,1H3
InChIKey: UNGDGQYONLTNJZ-UHFFFAOYSA-N
SMILES: C12B(OC)C(CCC1)CCC2
UNSPSC Code: 12352005 · 12352005
NACRES: 22 · NA.22
Symbol(GHS): 2 · GHS02,GHS07,GHS08,GHS09
Signal word: Danger
Hazard statements: 225 · H225-H304-H315-H336-H361f-H373-H411
Precautionary statements: 210 · P210-P261-P273-P281-P301+P310-P331
target organs: Central nervous system
Hazard Codes: F,Xn,N
Risk Statements: 11 · 11-20/21/22-67-65-62-51/53-48/20-38
Safety Statements: 16 · 16-23-36/37/39-45-62-61-36/37
RIDADR: 1993 · UN 1993 3/PG 2
WGK Germany: 3 · 3
Storage Class: 3 · 3 - Flammable liquids
Hazard Classifications: 2 Asp · Aquatic Chronic 2Asp. Tox. 1Flam. Liq. 2Repr. 2Skin Irrit. 2STOT SE 3

Safety & regulation

Safety data

wgk: 3
ridadr: UN 1993 3/PG 2
risk_code: 11-20/21/22-67-65-62-51/53-48/20-38
Signal word: Danger
Symbol(GHS): GHS02,GHS07,GHS08,GHS09
hazard_code: F,Xn,N
safety_code: 16-23-36/37/39-45-62-61-36/37
Storage Class: 3 - Flammable liquids
target organs: Central nervous system
Hazard statements: H225-H304-H315-H336-H361f-H373-H411
Hazard Classifications: Aquatic Chronic 2Asp. Tox. 1Flam. Liq. 2Repr. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P210-P261-P273-P281-P301+P310-P331

Chemistry & industry

Applications · 3 items

UsesPro-nucleophile and co-catalyst for indium-catalyzed allylations of methyl ethers and carbohydrate derivatives. Catalyst for preparation of linear allenes from other allenes 2 Reactant for: Stereoconvergent Suzuki cross-coupling reactions 3 B-alkyl Suzuki-Miyaura cross-coupling reactions 4 Preparation of borabicyclononanyl amino acid complexes for selective treatment of malignant melanoma 5 Asymmetric synthesis of isomerically pure allenyl boranes through insertion and borotropic rearrangement.

Uses9-Methoxy-9-borabicyclo[3.3.1]nonane is a coupling reagent used in reactions like the synthesis of (-)-brevenal a polycyclic ether.

UsesPro-nucleophile and co-catalyst for indium-catalyzed allylations of methyl ethers and carbohydrate derivativesCatalyst for preparation of linear allenes from other allenesReactant for:Stereoconvergent Suzuki cross-coupling reactionsB-alkyl Suzuki-Miyaura cross-coupling reactionsPreparation of borabicyclononanyl amino acid complexes for selective treatment of malignant melanomaAsymmetric synthesis of isomerically pure allenyl boranes through insertion and borotropic rearrangement