CAS No.13289-97-9,BORANE-N,N-DIETHYLANILINE COMPLEX Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	13289-97-9
Name:	BORANE-N,N-DIETHYLANILINE COMPLEX
Article Data:	9

Formula:	C₁₀H₁₅N^.BH₃
Molecular Weight:	163.071
Synonyms:	Aniline,N,N-diethyl-, compd. with BH3 (7CI);Aniline, N,N-diethyl-, compd. with borane(1:1) (8CI);Borane, compd. with N,N-diethylaniline (1:1);(N,N-Diethylaniline)trihydroboron;Borane-N,N-diethylaniline;Diethylphenylamine-borane;N,N-Diethylaniline-borane;NSC 239123;
EINECS:	236-305-2
Density:	0.92 g/cm³
Melting Point:	-30--27 °C(lit.)
Boiling Point:	213.5 °C at 760 mmHg
Flash Point:	97.8 °C
Solubility:	may decompose in water
Appearance:	clear colorless to amber liquid
Hazard Symbols:	R10:;
Risk Codes:	10-14
Safety:	16-33-36/37/39-43-9
Transport Information:	UN 3398 4.3/PG 2
PSA:	3.24000
LogP:	1.34890

Synthetic route

: tetra-amminezinc tetrahydroborate

: 5882-45-1
N,N-diethylaniline hydrochloride

: 13289-97-9
N,N-diethylaniline borane complex

Conditions

Conditions	Yield
In pyridine byproducts: NH3, H2, C5H5NBH3; addn. of a warm soln. (70°C) of hydrochloride in C5H5N to BH4-salt in C5H5N, warming to 50-55°C; distn. in vac.;; product-mixture of (C2H5)2(C6H5)NBH3 and C5H5NBH3; removal of C5H5NBH3 at 65°C/1Torr;;
In pyridine byproducts: NH3, H2, C5H5NBH3; addn. of a warm soln. (70°C) of hydrochloride in C5H5N to BH4-salt in C5H5N, warming to 50-55°C; distn. in vac.;; product-mixture of (C2H5)2(C6H5)NBH3 and C5H5NBH3; removal of C5H5NBH3 at 65°C/1Torr;;

: 91-66-7
N,N-diethylaniline

: 19287-45-7
diborane

: 13289-97-9
N,N-diethylaniline borane complex

Conditions

Conditions	Yield
In neat (no solvent) addn. of diborane to amine at liquid N2 temp., keeping at -111°C, -78°C and 0°C consecutively, stirring at 0°C for 4-6 h (vacuum line); cooling to -78°C, removal of B2H6 by distn.;
at 20℃; for 12h; Inert atmosphere; Glovebox;

: 16940-66-2
sodium tetrahydroborate

: 91-66-7
N,N-diethylaniline

: 13289-97-9
N,N-diethylaniline borane complex

Conditions

Conditions	Yield
In diethylene glycol byproducts: H2; N2; I2 in diglyme introduced at room temp. to generator flask contg. NaBH4 in diglyme; generated H2 and B2H6 bubbled through soln. of PhNEt2 in toluene or benzene of side tube at 0°C; excess B2H6 drifven off with stream of N2;

: borane tetrahydrofuran

: 91-66-7
N,N-diethylaniline

: 13289-97-9
N,N-diethylaniline borane complex

Conditions

Conditions	Yield
In tetrahydrofuran addn. of borane soln. to amine soln. at 0°C during 1 h, stirring for 1 h (N2); evapn. (vac.), drying (vac., overnight);
In tetrahydrofuran dropwise addn. of 2.0M BH3THF to a THF soln. of the amine (10 mmol); performed under a dry N2 atm.;; removal of solvent and excess of BH3THF under reduced pressure immediately after addn.;;	>99

: 22348-32-9, 63401-04-7, 112022-88-5, 112068-01-6
(S)-diphenylprolinol

: 5882-45-1
N,N-diethylaniline hydrochloride

A: 13289-97-9
N,N-diethylaniline borane complex

B: (S)-Corey-Bakshi-Shibata oxazaborolidine

Conditions

Conditions	Yield
Stage #1: N,N-diethylaniline hydrochloride With sodium tetrahydroborate In 1,2-dimethoxyethane; dichloromethane; water at 20 - 30℃; for 6h; Inert atmosphere; Large scale reaction; Stage #2: (S)-diphenylprolinol In 1,2-dimethoxyethane; dichloromethane at 25 - 30℃; for 1h; Inert atmosphere;

...Expand

: 14044-65-6
borane-THF

: 91-66-7
N,N-diethylaniline

: 13289-97-9
N,N-diethylaniline borane complex

Conditions

Conditions	Yield
In neat (no solvent) for 12h; Inert atmosphere; Glovebox; Cooling with ice;

: 688-73-3
tri-n-butyl-tin hydride

: 10294-34-5
boron trichloride

: 91-66-7
N,N-diethylaniline

: 13289-97-9
N,N-diethylaniline borane complex

Conditions

Conditions	Yield
In neat (no solvent) for 12h; Temperature; Inert atmosphere; Glovebox;

...Expand

: 13289-97-9
N,N-diethylaniline borane complex

: 7664-41-7
ammonia

A: 10043-11-5
ammonia borane complex

B: 91-66-7
N,N-diethylaniline

Conditions

Conditions	Yield
In neat (no solvent) at 0℃; under 750.075 Torr; for 3h; Inert atmosphere; Glovebox;	A 95% B n/a
In toluene Product distribution / selectivity;

...Expand

: 13289-97-9
N,N-diethylaniline borane complex

: 7664-41-7
ammonia

A: 10043-11-5
ammonia borane complex

B: (bisammine)dihydroborium(+1) tetrahydroborate(1-)

C: 91-66-7
N,N-diethylaniline

Conditions

Conditions	Yield
In toluene Product distribution / selectivity;
Product distribution / selectivity;

...Expand

: 13289-97-9
N,N-diethylaniline borane complex

: 942617-40-5
1-(1-{3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-4-phenyl-isoxazol-5-yl}-cyclopropyl)-ethanone

: 942618-15-7
(R)-1-(1-{3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-4-phenyl-isoxazol-5-yl}-cyclopropyl)-ethanol

Conditions

Conditions	Yield
With (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole In tetrahydrofuran; toluene at 25℃; for 1.16667h;

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Specification

The N,N-Diethylanilineborane, with CAS registry number of 13289-97-9, belongs to the following product categories: (1)B (Classes of Boron Compounds); (2)Boranes; (3)Reduction; (4)Synthetic Organic Chemistry; (5)Synthetic Reagents. It has the systematic name of (N,N-diethylaniline)(trihydrido)boron.

Physical properties about this chemical are: (1)#H bond acceptors: 1; (2)#H bond donors: 0; (3)#Freely Rotating Bonds: 4; (4)Polar Surface Area: 0 Å²; (5)Density: 0.92; (6)Melting point: -30--27 °C; (7)Refractive index: 1.5245-1.5265; (8)Flash point: 21°C. Its chemical property is clear colorless to amber liquid.

When you are using this chemical, please be cautious about it as the following:
The N,N-Diethylanilineborane is flammable. It may react violently with water. So keep it away from sources of ignition. And take precautionary measures against static discharges and keep container in a well-ventilated place. When use it, wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: c1ccccc1[N+](CC)([BH3-])CC
(2)InChI: InChI=1/C10H18BN/c1-3-12(11,4-2)10-8-6-5-7-9-10/h5-9H,3-4H2,1-2,11H3
(3)InChIKey: OJPMLDITIICIDN-UHFFFAOYAU
(4)Std. InChI: InChI=1S/C10H18BN/c1-3-12(11,4-2)10-8-6-5-7-9-10/h5-9H,3-4H2,1-2,11H3
(5)Std. InChIKey: OJPMLDITIICIDN-UHFFFAOYSA-N