Welcome to LookChem.com Sign In|Join Free

CAS

  • or

13289-97-9

Post Buying Request

13289-97-9 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

13289-97-9 Usage

Description

BORANE-N,N-DIETHYLANILINE COMPLEX is a clear colorless to amber liquid that serves as a versatile reagent in various chemical reactions and synthesis processes. It is known for its ability to selectively reduce prochiral enone intermediates, borylate aryl halides, and reduce a wide range of compounds, including ketones, acids, esters, amides, and nitriles. Additionally, it plays a crucial role in the synthesis of various compounds, such as chromanol derivatives, allyl alcohols, and pinacolboranes.

Uses

Used in Pharmaceutical Industry:
BORANE-N,N-DIETHYLANILINE COMPLEX is used as a reactant for the diastereoselective reduction of prochiral enone intermediates, which are essential in the synthesis of various pharmaceutical compounds. Its ability to selectively reduce these intermediates contributes to the development of more effective and targeted drugs.
Used in Chemical Synthesis:
BORANE-N,N-DIETHYLANILINE COMPLEX is used as a reactant for the borylation of aryl halides, a process that is crucial in the synthesis of various organic compounds. This application is particularly important in the development of new materials and chemicals with specific properties and applications.
Used in Enantioselective Reductions:
BORANE-N,N-DIETHYLANILINE COMPLEX is used as a reactant in investigations of borane source on enantioselectivity in enantiopure oxazaborolidine-catalyzed asymmetric borane reduction of ketones. This application is vital in the development of enantiomerically pure compounds, which are essential in various industries, including pharmaceuticals and agrochemicals.
Used in the Synthesis of Chromanol Derivatives:
BORANE-N,N-DIETHYLANILINE COMPLEX is used as a reactant for the synthesis of chromanol derivatives, which serve as CETP inhibitors for the treatment of cardiovascular disease. Its role in the synthesis of these compounds contributes to the development of more effective treatments for heart-related conditions.
Used in the Synthesis of Allylic Alcohols:
BORANE-N,N-DIETHYLANILINE COMPLEX is used as a reactant for the synthesis of allyl alcohols via enantioselective reductions. These compounds are essential in the production of various chemicals and materials, including pharmaceuticals, fragrances, and agrochemicals.
Used in the Synthesis of Pinacolboranes:
BORANE-N,N-DIETHYLANILINE COMPLEX is used as a reactant for the synthesis of pinacolboranes, which are crucial in the one-pot synthesis of unsymmetrical biaryls. These biaryls are important building blocks in the development of various organic compounds and materials with specific properties and applications.

Check Digit Verification of cas no

The CAS Registry Mumber 13289-97-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,2,8 and 9 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 13289-97:
(7*1)+(6*3)+(5*2)+(4*8)+(3*9)+(2*9)+(1*7)=119
119 % 10 = 9
So 13289-97-9 is a valid CAS Registry Number.
InChI:InChI=1/C10H15N/c1-3-11(4-2)10-8-6-5-7-9-10/h5-9H,3-4H2,1-2H3/p+1

13289-97-9 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (D2581)  N,N-Diethylaniline Borane  >98.0%(T)

  • 13289-97-9

  • 25g

  • 700.00CNY

  • Detail
  • TCI America

  • (D2581)  N,N-Diethylaniline Borane  >98.0%(T)

  • 13289-97-9

  • 100g

  • 2,100.00CNY

  • Detail
  • Aldrich

  • (179043)  BoraneN,N-diethylanilinecomplex  

  • 13289-97-9

  • 179043-25G

  • 1,003.86CNY

  • Detail
  • Aldrich

  • (179043)  BoraneN,N-diethylanilinecomplex  

  • 13289-97-9

  • 179043-100G

  • 2,620.80CNY

  • Detail

13289-97-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name Borane - N,N-Diethylaniline Complex

1.2 Other means of identification

Product number -
Other names (N,N-Diethylaniline)trihydroboron Diethylphenylamine-borane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:13289-97-9 SDS

13289-97-9Synthetic route

tetra-amminezinc tetrahydroborate

tetra-amminezinc tetrahydroborate

N,N-diethylaniline hydrochloride
5882-45-1

N,N-diethylaniline hydrochloride

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

N,N-diethylaniline borane complex

Conditions
ConditionsYield
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;;
N,N-diethylaniline
91-66-7

N,N-diethylaniline

diborane
19287-45-7

diborane

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

N,N-diethylaniline borane complex

Conditions
ConditionsYield
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;
sodium tetrahydroborate
16940-66-2

sodium tetrahydroborate

N,N-diethylaniline
91-66-7

N,N-diethylaniline

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

N,N-diethylaniline borane complex

Conditions
ConditionsYield
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

borane tetrahydrofuran

N,N-diethylaniline
91-66-7

N,N-diethylaniline

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

N,N-diethylaniline borane complex

Conditions
ConditionsYield
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
N,N-diethylaniline hydrochloride
5882-45-1

N,N-diethylaniline hydrochloride

A

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

N,N-diethylaniline borane complex

B

(S)-Corey-Bakshi-Shibata oxazaborolidine

(S)-Corey-Bakshi-Shibata oxazaborolidine

Conditions
ConditionsYield
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;
borane-THF
14044-65-6

borane-THF

N,N-diethylaniline
91-66-7

N,N-diethylaniline

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

N,N-diethylaniline borane complex

Conditions
ConditionsYield
In neat (no solvent) for 12h; Inert atmosphere; Glovebox; Cooling with ice;
tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

boron trichloride
10294-34-5

boron trichloride

N,N-diethylaniline
91-66-7

N,N-diethylaniline

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

N,N-diethylaniline borane complex

Conditions
ConditionsYield
In neat (no solvent) for 12h; Temperature; Inert atmosphere; Glovebox;
N,N-diethylaniline borane complex
13289-97-9

N,N-diethylaniline borane complex

ammonia
7664-41-7

ammonia

A

ammonia borane complex
10043-11-5

ammonia borane complex

B

N,N-diethylaniline
91-66-7

N,N-diethylaniline

Conditions
ConditionsYield
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;
N,N-diethylaniline borane complex
13289-97-9

N,N-diethylaniline borane complex

ammonia
7664-41-7

ammonia

A

ammonia borane complex
10043-11-5

ammonia borane complex

B

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

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

C

N,N-diethylaniline
91-66-7

N,N-diethylaniline

Conditions
ConditionsYield
In toluene Product distribution / selectivity;
Product distribution / selectivity;
N,N-diethylaniline borane complex
13289-97-9

N,N-diethylaniline borane complex

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

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

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

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

Conditions
ConditionsYield
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-diethylaniline borane complex
13289-97-9

N,N-diethylaniline borane complex

water
7732-18-5

water

hydrogen
1333-74-0

hydrogen

Conditions
ConditionsYield
In water; ethylene glycol quantitative hydrolysis in a 1:1-mixture at 25°C within 3h;;
In water
In water
In water; ethylene glycol
N,N-diethylaniline borane complex
13289-97-9

N,N-diethylaniline borane complex

oct-1-ene
111-66-0

oct-1-ene

trioctylborane
3248-78-0

trioctylborane

Conditions
ConditionsYield
byproducts: N,N-diethyl aniline; 25°C, 2h;;>99
methanol
67-56-1

methanol

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

N,N-diethylaniline borane complex

hydrogen
1333-74-0

hydrogen

Conditions
ConditionsYield
In water byproducts: 11;
In water
N,N-diethylaniline borane complex
13289-97-9

N,N-diethylaniline borane complex

triphenylphosphine borane
2049-55-0

triphenylphosphine borane

Conditions
ConditionsYield
With triphenylphosphine In not given treating complex with PPh3; almost quantitative yiild of product;>99
N,N-diethylaniline borane complex
13289-97-9

N,N-diethylaniline borane complex

2-(2'-methylaminoethoxy)-o-phenylene-1,3,2-dioxaborolane
121589-95-5

2-(2'-methylaminoethoxy)-o-phenylene-1,3,2-dioxaborolane

DEANB/5 mol% SpiroCAT formulation

DEANB/5 mol% SpiroCAT formulation

Conditions
ConditionsYield
at 45℃; for 3h; Inert atmosphere;

13289-97-9Relevant articles and documents

Reductive dechlorination of BCl3 for efficient ammonia borane regeneration

Tan, Yingbin,Zhang, Lijun,Chen, Xiaowei,Yu, Xuebin

supporting information, p. 753 - 757 (2015/02/19)

This paper reports a complete ammonia borane (AB) regeneration process in which Bu3SnH was utilized as a reductant for the reductive dechlorination of BCl3, and Et2PhN was selected as a 'helper ligand' to generate Et2PhN·BH3, which gives rise to a high yield of AB by a base-exchange reaction at ambient temperature.

A SIMPLE CONVENIENT METHOD FOR THE GENERATION OF DIBORANE FROM NaBH4 AND I2

Narayana, C.,Periasamy, M.

, p. 145 - 148 (2007/10/02)

Treatment of NaBH4 with I2 in diglyme yields diborane which can be utilized conveniently for the preparation of a borane-N,N-diethylaniline complex and other borane-Lewis base complexes.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 13289-97-9