Diethylaniline-borane

HCID 83312CAS 13289-97-9

Substructure search Find similar structures

Basic information

Standard SMILES: B.CCN(CC)c1ccccc1
InChIKey: YPWBYWNNJVSNPQ-UHFFFAOYSA-N
Molecular formula: C10H18BN
Average molar mass: 163.07 g/mol
Monoisotopic mass: 163.1532297

Names & identifiers

Preferred name: Diethylaniline-borane
IUPAC: borane;N,N-diethylaniline
English name: Borane-N,N-diethylaniline complex
Molecular formula: C10H18BN
Molecular weight: 163.07

Names & synonyms

diethylaniline-boraneborane;N,N-diethylanilineC10H18BNN,N-DIETHYLANILINE BORANEaniLBORANE-N,N-DIETHYLANILINEN, N diethylaniline borane complexine compLBorane-N,N-diethyLboron,N,N-diethylanilineDiethylphenylamine-boraneN,N-DiethylanilineBorane>n,n-diethylanilineborane,deanb

Database identifiers

CAS: 13289-97-9
PubChem CID: 83312
DTXSID: DTXSID8065400

Properties

Computed structural properties

Topological polar surface area: 3.2 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 3
Heavy atoms: 12
Formal charge: 0
Complexity: 91

Physicochemical properties

Melting point: 30 · −30-−27 °C(lit.)
Density: 0.917 g/mL · 0.917 g/mL at 25 °C(lit.)
refractive index: 1.5245 · 1.5245-1.5265
Flash point: 70 °F · 70 °F
storage temp.: Refrigerator
form: Liquid
color: Clear colorless to yellow
Water Solubility: MAY DECOMPOSE
InChI: InChI=1S/C10H18BN/c1-3-12(11,4-2)10-8-6-5-7-9-10/h5-9H,3-4H2,1-2,11H3
InChIKey: YPWBYWNNJVSNPQ-UHFFFAOYSA-N
SMILES: N(C1C=CC=CC=1)(CC)(CC)[B+3]([H-])([H-])[H-]
CAS DataBase Reference: 13289 · 13289-97-9(CAS DataBase Reference)
EPA Substance Registry System: Boron, (N,N-diethylbenzenamine)trihydro-, (T-4)- (13289-97-9)
UNSPSC Code: 12352116 · 12352116
NACRES: 22 · NA.22
Symbol(GHS): 2 · GHS02
Signal word: Danger
Hazard statements: 225 · H225-H261
Precautionary statements: 210 · P210-P231+P232-P422
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Risk Statements: 10 · 10-14-51/53-33-23/24/25-14/15
Safety Statements: 16 · 16-33-36/37/39-43-9-61-45-28A-8
RIDADR: 3398 · UN 3398 4.3/PG 2
WGK Germany: 3 · 3
TSCA: TSCA listed
HazardClass: 3.1 · 3.1
PackingGroup: II
HS Code: 29299090 · 29299090
Storage Class: 4.3 · 4.3 - Hazardous materials which set free flammable gases upon contact with water
Hazard Classifications: 2 Water-react · Flam. Liq. 2Water-react 2
REACH Registrations: Active
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)

Safety & regulation

Safety data

PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
tsca: TSCA listed
ridadr: UN 3398 4.3/PG 2
hs_code: 29299090
risk_code: 10-14-51/53-33-23/24/25-14/15
Signal word: Danger
Symbol(GHS): GHS02
safety_code: 16-33-36/37/39-43-9-61-45-28A-8
hazard_class: 3.1
Storage Class: 4.3 - Hazardous materials which set free flammable gases upon contact with water
packing_group: II
Hazard statements: H225-H261
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
REACH Registrations: Active
Hazard Classifications: Flam. Liq. 2Water-react 2
Precautionary statements: P210-P231+P232-P422

Chemistry & industry

Applications · 1 item

UsesReactant for: Diastereoselective reduction of prochiral enone intermediatesBorylation of aryl halidesReductions of ketones, acids, esters, amides, and nitrilesInvestigations of borane source on enantioselectivity in enantiopure oxazaborolidine-catalyzed asymmetric borane reduction of ketonesReactant for synthesis of:Chromanol derivatives as CETP inhibitors for the treatment of cardiovascular disease Allylic alcohols via enantioselective reductionsPinacolboranes for one-pot synthesis of unsymmetrical biaryls