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Cas Database |
| Name |
N,N-Diethylanilineborane |
EINECS | 236-305-2 |
| CAS No. | 13289-97-9 | Density | 0.92 g/cm3 |
| PSA | 3.24000 | LogP | 1.34890 |
| Solubility | may decompose in water | Melting Point |
-30--27 °C(lit.) |
| Formula | C10H15N.BH3 | Boiling Point | 213.5 °C at 760 mmHg |
| Molecular Weight | 163.071 | Flash Point | 97.8 °C |
| Transport Information | UN 3398 4.3/PG 2 | Appearance | clear colorless to amber liquid |
| Safety | 16-33-36/37/39-43-9 | Risk Codes | 10-14 |
| Molecular Structure |
|
Hazard Symbols | R10:; |
| 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; |
Article Data | 9 |
N,N-Diethylanilineborane Synthetic route
- 5882-45-1
N,N-diethylaniline hydrochloride
- 13289-97-9
N,N-diethylaniline borane complex
| Conditions | Yield |
|---|---|
| In pyridine byproducts: NH3, H2, C5H5N*BH3; 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)N*BH3 and C5H5N*BH3; removal of C5H5N*BH3 at 65°C/1Torr;; | |
| In pyridine byproducts: NH3, H2, C5H5N*BH3; 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)N*BH3 and C5H5N*BH3; removal of C5H5N*BH3 at 65°C/1Torr;; |
| 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 | 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; |
| 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 BH3*THF to a THF soln. of the amine (10 mmol); performed under a dry N2 atm.;; removal of solvent and excess of BH3*THF 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
| 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; |
| 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 | Yield |
|---|---|
| In neat (no solvent) for 12h; Temperature; Inert atmosphere; Glovebox; |
- 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 | 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; |
- 13289-97-9
N,N-diethylaniline borane complex
- 7664-41-7
ammonia
A
- 10043-11-5
ammonia borane complex
C
- 91-66-7
N,N-diethylaniline
| Conditions | Yield |
|---|---|
| In toluene Product distribution / selectivity; | |
| Product distribution / selectivity; |
- 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 | Yield |
|---|---|
| With (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole In tetrahydrofuran; toluene at 25℃; for 1.16667h; |
N,N-Diethylanilineborane 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
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