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N,N-Diisopropylethylamine

Description Stability and Reactivity Applications
N,N-Diisopropylethylamine
N,N-Diisopropylethylamine structure
CAS No.
7087-68-5
Chemical Name:
N,N-Diisopropylethylamine
Synonyms
DIEA;edia;DIPEA;DIEA(L);DIPEA、DIEA;HUNIGS BASE;Hünig’sBase;HUENIGS BASE;HUNIG'S BASE;HUENIG'S BASE
CBNumber:
CB4854144
Molecular Formula:
C8H19N
Formula Weight:
129.24
MOL File:
7087-68-5.mol

N,N-Diisopropylethylamine Properties

Melting point:
-46 °C
Boiling point:
127 °C
Density 
0.782
vapor pressure 
31 mmHg ( 37.7 °C)
refractive index 
n20/D 1.457
Flash point:
6 °C
storage temp. 
Store in dark!
solubility 
miscible
pka
10.98±0.28(Predicted)
form 
Liquid
color 
APHA: <20
Specific Gravity
0.755 (20/4℃)
PH
12.3 (H2O, 20℃)(as an emulsion)
explosive limit
0.7-6.3%(V)
Water Solubility 
miscible
BRN 
605301
InChIKey
JGFZNNIVVJXRND-UHFFFAOYSA-N
CAS DataBase Reference
7087-68-5(CAS DataBase Reference)
FDA UNII
5SIQ15721L
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)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS02,GHS05,GHS06,GHS08,GHS07
Signal word  Danger
Hazard statements  H226-H302-H315-H318-H331-H335-H360D-H225-H314-H412-H402
Precautionary statements  P303+P361+P353-P501a-P201-P261-P280-P304+P340+P312-P305+P351+P338+P310-P308+P313-P210-P305+P351+P338-P311-P403+P233-P233-P240-P241+P242+P243-P260-P264-P270-P273-P301+P330+P331+P310-P303+P361+P353+P310+P363-P304+P340+P310-P370+P378-P403+P235-P405-P501
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
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

N,N-Diisopropylethylamine price More Price(28)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 03439 N-Ethyldiisopropylamine solution for peptide synthesis, ~2 M in 1-methyl-2-pyrrolidinone 7087-68-5 250ml $74 2019-12-02 Buy
Sigma-Aldrich 03440 N-Ethyldiisopropylamine BASF quality, ≥98.0% 7087-68-5 1l $259 2019-12-02 Buy
TCI Chemical D1599 N,N-Diisopropylethylamine >99.0%(GC) 7087-68-5 25mL $18 2020-06-24 Buy
TCI Chemical D1599 N,N-Diisopropylethylamine >99.0%(GC) 7087-68-5 100mL $34 2020-06-24 Buy
Alfa Aesar A11801 N-Ethyldiisopropylamine, 99% 7087-68-5 100ml $36.7 2020-06-24 Buy

N,N-Diisopropylethylamine Chemical Properties,Uses,Production

Description

Also known as Hunig’s base and abbreviated as DIPEA or DIEA, N,N-Diisopropylethylamine 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, the compound is used as a base. Since the nitrogen centre is isolated by an ethyl group and the two isopropyl groups, N,N-Diisopropylethylamine 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.
Traditionally, DIPEA is prepared by the alkylation of diisopropylamine with diethyl sulphate. DIPEA can then be purified through distillation from potassium hydroxide if necessary.

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 . When treated with triphenyphosphine in the presence of DIPEA in ethanol under carbon monoxide pressure, diethyl-2-hexenyl phosphate produces mixtures of cisand trans--ethyl heptenoates in a ratio of 84:16. DIPEA 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 hugely used in the enolate synthesis of ketones for application in directed cross-adol reactions . When reacted with Di-n-butylboryl Trifluoromethanesulfonate and DIPEA in ether, 4-methyl-2-pentanone generates unisolated baron enolate.
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

Clear, colorless to light yellow liquid

Uses

It is used as a base in organic synthesis. Because the nitrogen atom

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-ylmethanol (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 3-HYDROXYMETHYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

N,N-Diisopropylethylamine Suppliers

Global( 428)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Shanghai Yingrui Biopharma Co., Ltd.
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View Lastest Price from N,N-Diisopropylethylamine manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2020-06-10 N,N-Diisopropylethylamine
7087-68-5
US $10.00 / g 1Kg/Bag Above 99% 20ton/month Shijiazhuang Suking Biotechnology Co .,Ltd. Co., Ltd.
2019-12-31 N,N-Diisopropylethylamine
7087-68-5
US $1.00-0.00 / KG 1KG 98% 10000KG Shaanxi Dideu Medichem Co. Ltd
2019-10-22 Ethyldiisopropylamine
7087-68-5
US $60.00 / KG 1g 99.8% 10tons Hebei shuoxi biotechnology co. LTD

N,N-Diisopropylethylamine Spectrum


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