100-36-7

Basic information

• Product Name: N,N-Diethylethylenediamine
• Synonyms: DEAEA;(DIETHYLAMINO)ETHYLAMINE;BETA-DIETHYLAMINOETHYLAMINE;1-AMINO-2-(DIETHYLAMINO)ETHANE;2-(DIETHYLAMINO)ETHYLAMINE;2-aminoethyldiethylamine;N,N-DIETHYLETHYLENEDIAMINE;N,N-DIETHYL-1,2-ETHANEDIAMINE
• CAS NO: 100-36-7
• Molecular Formula: C₆H₁₆N₂
• Molecular Weight: 116.2
• EINECS: 202-844-7
• Product Categories: synthetic organic intermediate
• Mol File: 100-36-7.mol
• Article Data: 27

Chemical Properties

• Melting Point: <-70°C
• Boiling Point: 145-147 °C(lit.)
• Flash Point: 87 °F
• Appearance: Clear colorless to light yellow/Liquid
• Density: 0.827 g/mL at 25 °C(lit.)
• Vapor Pressure: 5.56mmHg at 25°C
• Refractive Index: n20/D 1.436(lit.)
• Storage Temp.: Flammables area
• PKA: pK1:7.70(+2);pK2:10.46(+1) (25°C)
• Explosive Limit: 0.7-8.4%(V)
• Water Solubility: MISCIBLE
• Sensitive: Air Sensitive
• BRN: 605299
• CAS DataBase Reference: N,N-Diethylethylenediamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Diethylethylenediamine(100-36-7)
• EPA Substance Registry System: N,N-Diethylethylenediamine(100-36-7)

Safety Data

• Hazard Codes: C,Xi
• Statements: 10-20/21/22-35-21-36/37/38-34
• Safety Statements: 26-36/37/39-45-25-16-36-27
• RIDADR: UN 2685 8/PG 2
• WGK Germany: 1
• RTECS: KV3500000
• TSCA: Yes
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 100-36-7(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR COLORLESS TO LIGHT YELLOW LIQUID

Uses

Different sources of media describe the Uses of 100-36-7 differently. You can refer to the following data:
1. N,N-Diethylethylenediamine is used in the syntheses of anti-malarials. In addition, it has been seem to induce apoptosis through a caspase-3 dependent pathway.
2. N,N-Diethylethylenediamine was used in the oxidative amidation of hydrogen phosphonate diesters in the synthesis of oligonucleotides. It is also used to develop melanin targeted PET and single-photon emission computed tomography (SPECT) imaging agents for melanoma.

Flammability and Explosibility

Flammable

Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion and skin contact. A slun and severe eye irritant. Flammable liquid when exposed to heat or flame; can react with oxidzing materials. To fight fire, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits toxic fumes of NOx. See also AMINES.

InChI:InChI=1/C6H16N2/c1-3-8(4-2)6-5-7/h3-7H2,1-2H3/p+2

Upstream product

• 151-56-4 ethyleneimine 
• 109-89-7 diethylamine 
• 574-98-1 2-(2-bromoethyl)isoindoline-1,3-dione 
• 100-97-0 hexamethylenetetramine 
• 100-35-6 2-(diethylamino)ethyl chloride 
• 3010-02-4 diethylaminoacetonitrile 
• 107-15-3 ethylenediamine 
• 150-77-6 N,N,N',N'-Tetraethylethylenediamine 
• 63224-20-4 N-(2-(Diethylamino)ethyl)propionamide 
• 64-17-5 ethanol 
• 117-34-0 2,2-diphenylacetic acid 
• 15855-37-5 N,N-diethyl-N'-benzylethylenediamine 
• 80500-15-8 (2-Diethylamino-ethylamino)-diphenyl-methanol 
• 869-24-9 2-chloro-N,N-diethylethylamine hydrochloride 

Downstream Products

• 24426-16-2 N,N-diethyldiethylenetriamine 
• 23826-73-5 N,N-diethyl-N'-[2]pyridyl-ethylenediamine 
• 6011-13-8 Isonicotinsaeure-(2-diethylamino-ethylamid) 
• 6821-06-3 2-(2-diethylaminoethyl)-1H-isoindole-1,3(2H)-dione 
• 854864-06-5 4-cyano-7-methylquinoline 
• 87864-14-0 2-chloro-quinoline-4-carboxylic acid-(2-diethylamino-ethylamide) 
• 112742-19-5 N,N-diethyl-N'-[8-(4-methoxy-benzyl)-nortropane-3endo-yl]-ethylenediamine 
• 112742-18-4 N,N-diethyl-N'-[8-(2-methoxy-benzyl)-nortropane-3endo-yl]-ethylenediamine 
• 85-79-0 Dibucaine 

Relevant articles and documents

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New pyrido[3,4-g]quinazoline derivatives as CLK1 and DYRK1A inhibitors: synthesis, biological evaluation and binding mode analysis

Cdc2-like kinase 1 (CLK1) and dual specificity tyrosine phosphorylation-regulated kinase 1A (DYRK1A) are involved in the regulation of alternative pre-mRNA splicing. Dysregulation of this process has been linked to cancer progression and neurodegenerative diseases, making CLK1 and DYRK1A important therapeutic targets. Here we describe the synthesis of new pyrido[3,4-g]quinazoline derivatives and the evaluation of the inhibitory potencies of these compounds toward CDK5, CK1, GSK3, CLK1 and DYRK1A. Introduction of aminoalkylamino groups at the 2-position resulted in several compounds with low nanomolar affinity and selective inhibition of CLK1 and/or DYRK1A. Their evaluation on several immortalized or cancerous cell lines showed varying degree of cell viability reduction. Co-crystal structures of CLK1 with two of the most potent compounds revealed two alternative binding modes of the pyrido[3,4-g]quinazoline scaffold that can be exploited for future inhibitor design.

Preparation method of N,N-diethylenediamine

The invention belongs to the technical field of chemical synthesis and relates to a preparation method of N,N-diethylenediamine. The preparation method of the N,N-diethylenediamine comprises the following steps: (1) preparing 2-diethylamine-based chloroethane hydrochloride: performing heat-preserving reaction on a chlorinating agent and diethylamine ethanol in a reaction solvent, concentrating a reaction solvent after the heat-preserving reaction, adding low molecular alcohol or ester after concentrating, performing recrystallization to obtain a 2-2-diethylamine-based chloroethane hydrochloride wet product and drying to obtain a 2-diethylamine-based chloroethane hydrochloride dry product; (2) preparing the N,N-diethylenediamine: performing heat-preserving and pressure-maintaining reactionon the 2-diethylamine-based chloroethane hydrochloride and excessive liquid ammonia for more than or equal to 4 hours under the conditions that the pressure is 0 to 10 MPa and the temperature is 10 to100 DEG C, recycling the residual ammonia gas after the reaction, adding alkali into the reaction liquid, performing cooling alkali analysis, separating out the lower layer of alkaline liquid, rectifying an organic layer and collecting the fraction with the temperature of 143 to 148 DEG C, to obtain the N,N-diethylenediamine. The N,N-diethylenediamine prepared according to the method provided bythe invention has the advantages of high yield, high content, simplicity in operation, low raw material cost and the like.