ChemicalBook > CAS DataBase List > N,N,N',N'-Tetramethylethylenediamine

N,N,N',N'-Tetramethylethylenediamine

Product Name
N,N,N',N'-Tetramethylethylenediamine
CAS No.
110-18-9
Chemical Name
N,N,N',N'-Tetramethylethylenediamine
Synonyms
TMEDA;TEMED;TETRAMETHYLETHYLENEDIAMINE;N1,N1,N2,N2-tetraMethylethane-1,2-diaMine;TMED;1,4-DIAMINOBUTANE;TD;1,2-BIS(DIMETHYLAMINO)ETHANE;2,5-DiMethyl-2,5-diazahexane;N,N,N',N'-TETRAMETHYLENEDIAMINE
CBNumber
CB2446761
Molecular Formula
C6H16N2
Formula Weight
116.2
MOL File
110-18-9.mol
More
Less

N,N,N',N'-Tetramethylethylenediamine Property

Melting point:
−55 °C(lit.)
Boiling point:
120-122 °C(lit.)
Density 
0.775 g/mL at 20 °C(lit.)
vapor density 
4 (vs air)
vapor pressure 
21 hPa (20 °C)
refractive index 
n20/D 1.4179(lit.)
Flash point:
50 °F
storage temp. 
Store below +30°C.
solubility 
H2O: 10 mg/mL at 20 °C, clear, colorless
form 
Liquid
pka
10.40, 8.26(at 25℃)
Specific Gravity
0.777 (20/4℃)
color 
Clear colorless to slightly yellow
Odor
Amine like
PH
8.0-8.5 (0.1g/l, H2O, 20℃)
explosive limit
1-9%(V)
Water Solubility 
miscible
Sensitive 
Hygroscopic
Merck 
14,9134
BRN 
1732991
Stability:
Stable. Highly flammable. Incompatible with strong oxidizing agents, acids, acid chlorides, acid anhydrides, copper, mercury.
InChIKey
DMQSHEKGGUOYJS-UHFFFAOYSA-N
LogP
-0.13 at 20.2℃
CAS DataBase Reference
110-18-9(CAS DataBase Reference)
NIST Chemistry Reference
1,2-Ethanediamine, N,N,N',N'-tetramethyl-(110-18-9)
EPA Substance Registry System
Tetramethylethylenediamine (110-18-9)
More
Less

Safety

Hazard Codes 
F,C,Xi
Risk Statements 
11-20/22-34-20/21/22
Safety Statements 
16-26-36/37/39-45
RIDADR 
UN 2372 3/PG 2
WGK Germany 
1
RTECS 
KV7175000
F 
3-8-10-34
Autoignition Temperature
145 °C
Hazard Note 
Irritant
TSCA 
Yes
HazardClass 
3
PackingGroup 
II
HS Code 
29212900
Hazardous Substances Data
110-18-9(Hazardous Substances Data)
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H314Causes severe skin burns and eye damage

Precautionary statements

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

P233Keep container tightly closed.

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

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

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

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.08742
Product name
N,N,N′,N′-Tetramethyl ethylenediamine
Purity
for synthesis
Packaging
5ml
Price
$32.3
Updated
2024/03/01
Sigma-Aldrich
Product number
8.08742
Product name
N,N,N′,N′-Tetramethyl ethylenediamine
Purity
for synthesis
Packaging
250ML
Price
$55.9
Updated
2024/03/01
Sigma-Aldrich
Product number
8.08742
Product name
N,N,N′,N′-Tetramethyl ethylenediamine
Purity
for synthesis
Packaging
1L
Price
$179
Updated
2024/03/01
Sigma-Aldrich
Product number
411019
Product name
N,N,N′,N′-Tetramethyl ethylenediamine
Purity
≥99.5%, purified by redistillation
Packaging
2l
Price
$347.6
Updated
2024/03/01
Sigma-Aldrich
Product number
411019
Product name
N,N,N′,N′-Tetramethyl ethylenediamine
Purity
≥99.5%, purified by redistillation
Packaging
1l
Price
$453
Updated
2024/03/01
More
Less

N,N,N',N'-Tetramethylethylenediamine Chemical Properties,Usage,Production

Chemical Properties

Colorless to slightly yellow liquid

Uses

N,N,N',N'-Tetramethylethylenediamine is used as polymerization accelerator in gel electrophoresis, solvent and oxidizing reagent. It is also used for the separation of proteins or nucleic acids. Further, it is employed as a ligand for metal ions like zinc and copper. It is actively involved in the formation of anionic organometallic complex.

Definition

ChEBI: N,N,N',N'-tetramethylethylenediamine is an ethylenediamine derivative in which each nitrogen carries two methyl substituents. It is widely employed both as a ligand for metal ions and as a catalyst in organic polymerisation. It has a role as a chelator and a catalyst.

Application

N,N,N',N'-Tetramethylethylenediamine (TMEDA) is a highly efficient catalyst for the Baylis-Hillman reaction, outperforming the most widely used catalyst DABCO. TMEDA can catalyze the Baylis-Hillman reaction of aromatic aldehydes with various active olefins.[1]

General Description

1,2-di-(dimethylamino)ethane appears as a water-white colored liquid with a fishlike odor. Flash point 68 °F. Less dense than water. Vapors heavier than air. Used to make other chemicals.

Air & Water Reactions

Highly flammable. Slightly soluble in water. Sensitive to heat and may be sensitive to air .

Reactivity Profile

N,N,N',N'-Tetramethylethylenediamine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Health Hazard

May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.

Fire Hazard

HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.

Safety Profile

Moderately toxic by ingestion. Mddly toxic by slun contact. A skin and severe eye irritant. Flammable when exposed to heat or flame; can react with oxidizing materials. When heated to decomposition it emits toxic fumes of NOx. See also MINES.

Purification Methods

Dry TMEDA partially with molecular sieves (Linde type 4A), then distil it in a vacuum from butyl lithium. This treatment removes all traces of primary and secondary amines and water. [Hay et al. J Chem Soc, Faraday Trans 1 68 1 1972.] Or dry it with KOH pellets, reflux for 2hours with one-sixth its weight of n-butyric anhydride (to remove primary and secondary amines) and fractionally distil it. Reflux it with fresh KOH, and distil it under nitrogen. [Cram & Wilson J Am Chem Soc 85 1245 1963.] It was also distilled from Na. Store it sealed under N2. The dipicrate has m 263o(dec). [Beilstein 4 H 250, 4 I 415, 4 II 690, 4 III 512, 4 IV 1172.]

References

[1] SANHU ZHAO  Zhao bin C. The N,N,N′,N′–Tetramethylethylenediamine Mediated Baylis‐Hillman Reaction[J]. Synthetic Communications, 2005, 35 1: 121-127. DOI:10.1081/SCC-200046521.

N,N,N',N'-Tetramethylethylenediamine Preparation Products And Raw materials

Raw materials

Oxalic acid dihydrate Ethylenediamine Formaldehyde Formic acid Paraformaldehyde

Preparation Products

4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene 2,3-DIHYDROBENZOFURAN-7-CARBOXYLIC ACID 1,1'-Bis (di-t-butylphosphino)ferrocene palladium dichloride, 2-(TRIFLUOROMETHOXY)BENZAMIDE 1,1'-FERROCENEDICARBOXALDEHYDE 1 1'-BIS(DIPHENYLPHOSPHINO)FERROCENE 5-ETHYL-2-FURALDEHYDE 5-AMINO-2-METHOXY-ISONICOTINIC ACID 3-METHYLBENZO[B]THIOPHENE 1,1'-Bis(diphenylphosphino)ferrocene 5-[(TERT-BUTOXYCARBONYL)AMINO]-2-CHLOROISONICOTINIC ACID (OXYDI-2,1-PHENYLENE)BIS(DIPHENYLPHOSPHINE) 1,1'-Bis(di-tert-butylphosphino)ferrocene 2-ACETYL-3-METHYLBENZO[B]THIOPHENE 2-MORPHOLINO-5-(TRIFLUOROMETHYL)BENZALDEHYDE N-(4-FORMYL-PYRIDIN-3-YL)-2,2-DIMETHYL-PROPIONAMIDE 5-ACETYL-2-THIOPHENECARBALDEHYDE 2,3-Dimethoxyphenylboronic acid 1,1'-DIMETHYLFERROCENE 1-DIPHENYLPHOSPHINO-1'-(DI-TERT-BUTYLPH& 5-AMINO-2-CHLOROPYRIDINE-4-CARBOXYLIC ACID 1,1'-Bis(diisopropylphosphino)ferrocene 4,6-DIMETHYLDIBENZOTHIOPHENE 5-(METHYLTHIO)THIOPHENE-2-CARBOXYLIC ACID 3-METHYLBENZO[B]THIOPHENE-2-CARBOXALDEHYDE 5-AMINO-2-FLUORO-ISONICOTINIC ACID
More
Less

N,N,N',N'-Tetramethylethylenediamine Suppliers

Belgium 2 Canada 4 China 419 Europe 3 France 6 Germany 17 India 43 Japan 6 New Zealand 1 Poland 1 Russia 2 Slovakia 1 South Korea 1 Switzerland 5 Ukraine 1 United Kingdom 25 United States 73 Global 610
CHEMOS GmbH & Co. KG
Tel
--
Fax
--
Email
chemos@chemos.de
Country
Germany
ProdList
6727
Advantage
58
Alfa Aesar, Thermo Fisher Scientific
Tel
--
Fax
--
Email
es@alfa.com
Country
Germany
ProdList
5123
Advantage
58
Merck Millipore
Tel
--
Fax
--
Email
ccc@merckgroup.com
Country
Germany
ProdList
2008
Advantage
58
BIESTERFELD SPEZIALCHEMIE GMBH
Tel
--
Fax
--
Email
compliance@biesterfeld.com
Country
Germany
ProdList
211
Advantage
58
GERBU Biotechnik GmbH
Tel
--
Fax
--
Email
info@gerbu.de
Country
Germany
ProdList
92
Advantage
50
Klaus F. Meyer GmbH
Tel
--
Fax
--
Email
cinfoc@klausfmeyer.de
Country
Germany
ProdList
271
Advantage
64
Trigona oHG
Tel
--
Fax
--
Email
info@trigona.de
Country
Germany
ProdList
614
Advantage
68
Karl H. Boddin Chemiehandel GmbH
Tel
--
Fax
--
Country
Germany
ProdList
1036
Advantage
43
SERVA Electrophoresis GmbH
Tel
--
Fax
--
Email
info@serva.de
Country
Germany
ProdList
1142
Advantage
80
AppliChem GmbH
Tel
--
Fax
--
Email
service@applichem.de
Country
Germany
ProdList
968
Advantage
65
Service Chemical Inc.
Tel
--
Fax
--
Email
sales@chemos-group.com
Country
Germany
ProdList
6350
Advantage
71
Carl Roth GmbH & Co.KG
Tel
--
Fax
--
Email
info@carlroth.de
Country
Germany
ProdList
197
Advantage
77
Merck Schuchardt OHG
Tel
--
Fax
--
Email
schuchardt-vertrieb@merck.de
Country
Germany
ProdList
5827
Advantage
74
ABCR GmbH & CO. KG
Tel
--
Fax
--
Email
info@abcr.de
Country
Germany
ProdList
6831
Advantage
75
AppliChem GmbH
Tel
--
Fax
--
Email
service@applichem.de
Country
Germany
ProdList
1607
Advantage
74
Biomol Feinchemikalien GmbH
Tel
--
Fax
--
Email
info@biomol.de
Country
Germany
ProdList
479
Advantage
74
IRIS Biotech GmbH
Tel
--
Fax
--
Country
Germany
ProdList
4426
Advantage
68
More
Less

View Lastest Price from N,N,N',N'-Tetramethylethylenediamine manufacturers

Hebei Mujin Biotechnology Co.,Ltd
Product
N,N,N',N'-Tetramethylethylenediamine 110-18-9
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-08-24
Hebei Dangtong Import and export Co LTD
Product
N,N,N',N'-Tetramethylethylenediamine 110-18-9
Price
US $60.00-55.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20Tons
Release date
2023-10-11
Huizhili (Changzhou) Life Technology Co., Ltd
Product
N,N,N',N'-Tetramethylethylenediamine 110-18-9
Price
US $0.00-0.00/kg
Min. Order
200kg
Purity
99%
Supply Ability
EX:1tons
Release date
2025-02-19

110-18-9, N,N,N',N'-TetramethylethylenediamineRelated Search:

N,N,N',N'-Tetrakis(2-hydroxypropyl)ethylenediamine 3-Dimethylaminopropylamine Triacetonediamine N,N-Dimethylethylenediamine ETHANE N-(1-Naphthyl)ethylenediamine dihydrochloride 2-(2-Aminoethylamino)ethanol Pinacol 2-Aminoethyl(ethyl)amine N-METHYLETHYLENEDIAMINE Hexafluoroethane Tetramethylammonium bromide Tetrabutylammonium hydrogen sulfate Fluoro-N,N,N',N'-tetramethylformamidinium hexafluorophosphate Tetrabutylammonium bromide 2,2,6,6-Tetramethyl-4-piperidinol N,N,N',N'-Tetramethyl-1,6-hexanediamine Actinomycin D

  • N1,N1,N2,N2-tetraMethylethane-1,2-diaMine
  • N,N,N',N'-Tetramethylethane-1,2-diamine, electrophoresis grade
  • 1,2-EthanediaMine,N1,N1,N2,N2-tetraMethyl-
  • Four MethylEthylenediaMine
  • N,N,N',N'-TetraMethylethylenediaMine >=99.5%, purified by redistillation
  • N,N,N',N'-TetraMethylethylenediaMine ReagentPlus(R), 99%
  • (CH3)2NCH2CH2N(CH3)2
  • 1,2-Diaminoethane, N,N,N',N'-tetramethyl-
  • 1,2-Ethanediamine,N,N,N’,N’-tetramethyl-
  • 2-Ethanediamine,N,N,N’,N’-tetramethyl-1
  • dimethyl(2-(dimethylamino)ethyl)amine
  • Dimethyl[2-(dimethylamino)ethyl]amine
  • Ethylenediamine, N,N,N',N'-tetramethyl-
  • N,N,N',N'-Tetramethyl-1,2-ethanediamine
  • N,N,N',N'-Tetramethylethanediamine
  • N,N,N',N'-Tetramethylethenediamine
  • N,N,N’,N’-Tetramethyl-1,2-ethanediamine
  • n,n,n’,n’-tetramethyl-2-ethanediamine
  • N,N,N’,N’-Tetramethyl-ethane-1,2-diamine
  • 1,2-Bis(dimethylamino)ethane~TEMED~TMEDA
  • N,N,N,N-TetramethylAV12537
  • NNNN-Tetramethyl-ethylenediamine 99+ % (GLC)
  • temed electrophoresis
  • TEMED N,N,N,N-Tetramethylethylenediamine
  • TEMED, Molecular Biology Grade N,N,N,N-Tetramethylethylenediamine, Molecular Biology Grade
  • CN,N,N',N'-Tetramethylethylenediamine
  • N,N,N',N'-TETRAMETHYLETHYLENEDIAMINE, AB SOLUTE
  • N,N,N',N'-TETRAMETHYLETHYLENEDIAMINE, RE DISTILLED, 99.5+%
  • TEMED MOLECULAR BIOLOGY REAGENT
  • N,N,N',N'-TETRAMETHYLETHYLENEDIAMINE, FO R MOL. BIOLOGY
  • N,N,N',N'-TETRAMETHYLETHYLENEDIAMINE, FO R ELECTROPHORESIS
  • TEMED ELECTROPHORESIS REAGENT
  • N,N,N',N'-TETRAMETHYLETHYLENEDIAMINE, REAGENTPLUS, 99%
  • N N N' N'-TETRAMETHYLETHYLENEDIAMINE R&
  • N,N,N',N'-Tetramethylethylenediamine>99%
  • 1,2-did(dimethylamino)ethane
  • N,N,N',N'-Tetramethylethylenediamine, extra pure, 99%
  • N,N,N',N'-Tetramethylethylenediamine, For electrophoresis, for biochemistry, 99%
  • N,N,N',N'-Tetramethylethylenediamine,99%TMEDA
  • TMEDA
  • TEMED (N,N,N'',N''-TETRAMETHYLETHYLENDIAMINE)
  • N,N,N′,N′-Tetramethylethylendiamin
  • N,N,N',N'-TETRAMETHYL ETHYLENEDIAMINE pure
  • N,N,N',N'-Tetramethylethylenediamine, 99%, extra pure
  • Temed(N,N,NTetramethylethyleneDiamene)
  • N,N,N',N'-Tetramethylethylenediamine,99%,forbiochemistry,For electrophoresis
  • N,N,N',N'-Tetramethylethylenediamine Vetec(TM) reagent grade, >=99%
  • AZINPHOS METHYL NEAT
  • N,N,N′,N′-Tetramethylethylenediamine(TEMED、TMEDA)
  • N,N,N'',N''-TETRAMETHYLETHYLENEDIAMI
  • N,N,N1,N1-Tetramethylethylenediamine
  • n,n,ni,ni-tetramethylethylenediamine
  • Propamine D
  • propamined
  • Tetrameen
  • Tetramethyldiaminoethane
  • BIS(DIMETHYLAMINO)ETHANE
  • 1,2-BIS(DIMETHYLAMINO)ETHANE