Description Stability and Reactivity Applications
ChemicalBook > CAS DataBase List > N,N-Diisopropylethylamine

N,N-Diisopropylethylamine

Description Stability and Reactivity Applications
Product Name
N,N-Diisopropylethylamine
CAS No.
7087-68-5
Chemical Name
N,N-Diisopropylethylamine
Synonyms
DIPEA;DIEA;DIISOPROPYLETHYLAMINE;N-Ethyl-N,N-diisopropylamine;N-Ethyl-N-isopropylpropan-2-aMine;ETHYLDIISOPROPYLAMINE;N-ETHYLDIISOPROPYLAMINE;HUNIGS BASE;DIEA EthyldiisopropylaMine;N,N-DIISOPROPYLETHYLAMINE (DIPEA)
CBNumber
CB4854144
Molecular Formula
C8H19N
Formula Weight
129.24
MOL File
7087-68-5.mol
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N,N-Diisopropylethylamine Property

Melting point:
<-50 °C (lit.)
Boiling point:
127 °C (lit.)
Density 
0.742 g/mL at 25 °C (lit.)
vapor pressure 
31 mmHg ( 37.7 °C)
refractive index 
n20/D 1.457
Flash point:
6 °C
storage temp. 
Store below +30°C.
solubility 
miscible
form 
Liquid
pka
10.98±0.28(Predicted)
Specific Gravity
0.755 (20/4℃)
color 
APHA: <20
PH
12.3 (H2O, 20℃)(as an emulsion)
explosive limit
0.7-6.3%(V)
Water Solubility 
miscible
BRN 
605301
Stability:
Volatile
InChIKey
JGFZNNIVVJXRND-UHFFFAOYSA-N
LogP
-1.8 at 22.5℃
CAS DataBase Reference
7087-68-5(CAS DataBase Reference)
NIST Chemistry Reference
(i-C3H7)2(C2H5)N(7087-68-5)
EPA Substance Registry System
2-Propanamine, N-ethyl-N-(1-methylethyl)- (7087-68-5)
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Safety

Hazard Codes 
C,F,T
Risk Statements 
11-22-34-52/53-20/21/22-10-41-37/38-20/22-36/37/38-61
Safety Statements 
26-36/37/39-45-61-16-27-60-23-9-53
RIDADR 
UN 2734 8/PG 2
WGK Germany 
2
F 
9-34
Autoignition Temperature
240 °C
Hazard Note 
Highly Flammable/Corrosive/Harmful
TSCA 
Yes
HazardClass 
3
PackingGroup 
II
HS Code 
29211980
Toxicity
LD50 orally in Rabbit: > 200 - 500 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H302Harmful if swallowed

H318Causes serious eye damage

H331Toxic if inhaled

H335May cause respiratory irritation

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.00894
Product name
N-Ethyldiisopropylamine
Purity
for synthesis
Packaging
100mL
Price
$61.4
Updated
2024/03/01
Sigma-Aldrich
Product number
8.00894
Product name
N-Ethyldiisopropylamine
Purity
for synthesis
Packaging
250ML
Price
$66
Updated
2024/03/01
Sigma-Aldrich
Product number
8.00894
Product name
N-Ethyldiisopropylamine
Purity
for synthesis
Packaging
1L
Price
$166
Updated
2024/03/01
Sigma-Aldrich
Product number
8.00894
Product name
N-Ethyldiisopropylamine
Purity
for synthesis
Packaging
19kg
Price
$1140
Updated
2024/03/01
Sigma-Aldrich
Product number
03440
Product name
N-Ethyldiisopropylamine
Purity
BASF quality, ≥98.0%
Packaging
1l
Price
$373
Updated
2024/03/01
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N,N-Diisopropylethylamine Chemical Properties,Usage,Production

Description

N,N-Diisopropylethylamine is also known as Hunig's base and abbreviated as DIPEA or DIEA, It is a sterically hindered amine and an organic compound. The colourless liquid was named as Hung’s base after Siegfried Hunig, a German chemist. It is noteworthy that the compound is commercially available.
In organic chemistry, N,N-Diisopropylethylamine is used as a base. Since the nitrogen centre is isolated by an ethyl group and the two isopropyl groups, It can bind to protons. The compound is, therefore, a base similar to 2,2,6,6-tetramethylpiperidine, but a poor nucleophile, a blend of properties that makes it valuable as an organic reagent.

Stability and Reactivity

DIPEA exhibits violent reaction as well as flammability with nitrates, oxidizing agents, and peroxides.
It can also react very exothermically and possibility of spitting with halogens and strong acids. In an alkaline environment, the compound is likely to react violently. In addition, the compound can form toxic products such as n-nitrosamines when combined with nitrous acid as well as oxygen, nitrosating agents, and nitrates.
Under normal conditions (temperature and pressure), DIPEA is very stable. However, it is soluble in most organic solvents.

Applications

N,N-Diisopropylethylamine is utilized as a base in the palladium(0)catalysed alkoxycarbonylation of both allyl acetates and phosphates. It is used as a neutralizer of the produced phosphoric acid. Notably, the alkyl ester cannot be produced without DIPEA.
When combined with boryl triflates, N,N-Diisopropylethylamine is used in the enolate synthesis of ketones for application in directed cross-adol reactions.
DIPEA is applied as a proton scavenger in organic synthesis. Since the compound is a sterically hindered amine, it lacks quaternization; therefore, making it a perfect choice of a base for use with extremely reactive alkylating agents. DIPEA is specifically useful as a base in the protection of alcohols as substituted ethers in the field of protecting group chemistry.
In the synthesis of peptides, the compound is also used in the coupling of amino acids. The steric nature and basicity of DIPEA during the coupling reaction affects the degree of racemization.

Chemical Properties

Diisopropylethylamine (DIPEA) is a clear, colorless to light yellow liquid, insoluble in water and easily soluble in acetone and other organic solvents.

Uses

N,N-Diisopropylethylamine is used as a base in organic reactions. Used in the preparation of (-)Gambierol a marine polycyclic ether toxin. It is also used in the synthesis of potent inhibitors of human brain memapsin, a key effector in the progression of Alzheimer’s disease.

Application

N,N-Diisopropylethylamine is an important pesticide and pharmaceutical intermediate, which can be used to synthesize anesthetics and herbicides, and can also be used as a sterically hindered amine to participate in various catalytic reactions.

Preparation

N,N-Diisopropylethylamine is used as a non-nucleophilic base in organic synthesis. It is prepared by the alkylation of diisopropylamine with diethyl sulphate. DIPEA can then be purified through distillation from potassium hydroxide if necessary.

Definition

ChEBI: N,N-Diisopropylethylamine (DIPEA) is a tertiary amino compound.

General Description

N-Ethyldiisopropylamine (EDIA) reacts with monoactivated Michael acceptors to afford symmetrical sulfones.

Flammability and Explosibility

Highly flammable

Purification Methods

Distil the amine from ninhydrin, then from KOH [Dryland & Sheppard, J Chem Soc, Faraday Trans 1 125 1986]. It is a strong base and should be stored in the absence of carbon dioxide. [Hünig & Kiessel Chem Ber 91 380, 387 1958, Wotiz et al. J Org Chem 24 1202 1959, Beilstein 4 IV 551.]

N,N-Diisopropylethylamine Preparation Products And Raw materials

Raw materials

Preparation Products

3-Azetidinecarboxylic acid 6-CHLORO-5-NITROPYRIMIDIN-4-AMINE TERT-BUTYL N-(BENZYLOXY)CARBAMATE METHYL 3-((PIPERIDIN-4-YL)METHYL)BENZOATE 3-(N-Boc-aminomethyl)azetidine 2-AMINO-5-PHENYL-THIOPHENE-3-CARBOXYLIC ACID METHYL ESTER 4-AMINO-6-CHLOROPYRIMIDIN-5-YLAMINE Faropenem sodium hemipentahydrate 5-AMINO-6-CHLORO-PYRIMIDIN-4-OL 4-ETHYNYLANILINE 4-((1-(TERT-BUTOXYCARBONYL)PIPERIDIN-4-YL)METHYL)BENZOIC ACID 2-Ethylpiperazine 1-Boc-3-Cyanoazetidine METHYL 4-((PIPERIDIN-4-YL)METHYL)BENZOATE PIPERAZINE-1,4-DICARBOXYLIC ACID TERT-BUTYL ESTER METHYL ESTER 3-(5-METHYL-1,2,4-OXADIAZOL-3-YL)BENZALDEHYDE 4-(3-BROMOPHENYL)MORPHOLINE 2-((1-(TERT-BUTOXYCARBONYL)PIPERIDIN-4-YL)METHYL)BENZOIC ACID 5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4(3H)-one 5-Amino-4,6-dichloropyrimidine BAPTA 1-Boc-3-(Aminomethyl)azetidine 4,6-Dichloro-5-nitropyrimidine 2-(PIPERAZIN-1-YL)-ACETIC ACID N-(2-PHENYLETHYL)-AMIDE 3-Bromo-2-methoxy-propene METHYL 5-NITRO-2-FUROATE 3-[(4-METHYLPIPERAZIN-1-YL)METHYL]BENZALDEHYDE BAPTA, TETRASODIUM SALT 4-CHLORO-6-HYDRAZINO-PYRIMIDIN-5-YLAMINE 3-((1-(TERT-BUTOXYCARBONYL)PIPERIDIN-4-YL)METHYL)BENZOIC ACID 4,5-Diaminopyrimidine N-(4-FORMYL-PYRIDIN-3-YL)-2,2-DIMETHYL-PROPIONAMIDE (R)-4-Boc-Piperazine-3-carboxylic acid METHYL 2-((PIPERIDIN-4-YL)METHYL)BENZOATE N-Boc-5,6,7,8-tetrahydro-3-methoxy-[1,2,4]triazolo[4,3-A]pyrazine ,98% 1-Boc-Azetidine-3-yl-methanol (11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-DIMETHYLAMINE 4-Methoxybenzyl isocyanate 2-(TRIFLUOROMETHYL)THIAZOLE-5-CARBALDEHYDE 1-Boc-3-hydroxymethyl-piperazine
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View Lastest Price from N,N-Diisopropylethylamine manufacturers

Jinan Finer Chemical Co., Ltd
Product
N,N-Diisopropylethylamine 7087-68-5
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
99%
Supply Ability
500mt
Release date
2021-11-24
Hebei Weibang Biotechnology Co., Ltd
Product
N,N-Diisopropylethylamine 7087-68-5
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-20
Hebei Chuanghai Biotechnology Co,.LTD
Product
N, N-Diisopropylethylamine 7087-68-5
Price
US $10.70/KG
Min. Order
10KG
Purity
99%
Supply Ability
10000kg
Release date
2024-08-20

7087-68-5, N,N-DiisopropylethylamineRelated Search:

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