| Identification | More | [Name]
N,N,N',N'-Tetramethylethylenediamine | [CAS]
110-18-9 | [Synonyms]
1,2-BIS(DIMETHYLAMINO)ETHANE
1,2-DI(DIMETHYLAMINO)ETHANE
1,4-DIAMINOBUTANE
BIS(DIMETHYLAMINO)ETHANE
N,N,N'N'-TETRAMETHYETHYLENEDIAMINE
NNN'N'-TETRAMETHYL-1,2-DIAMINOETHANE
NNN'N-TETRAMETHYL-1,2-DIAMINOETHANE
N,N,N',N'-TETRAMETHYLENEDIAMINE
N,N,N',N'-TETRAMETHYLETHYLENDIAMINE
N,N,N',N'-TETRAMETHYLETHYLENEDIAMINE
N,N,N,N-TETRAMETHYL-ETHYLENEDIAMINE
N,N,',N-TETRAMETHYLETHYLENDIAMINE
TD
TEMED
TETRAMETHYLETHYLENEDIAMINE
TMEDA
(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 | [EINECS(EC#)]
203-744-6 | [Molecular Formula]
C6H16N2 | [MDL Number]
MFCD00008335 | [Molecular Weight]
116.2 | [MOL File]
110-18-9.mol |
| Chemical Properties | Back Directory | [Appearance]
Colorless to slightly yellow liquid | [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.)
| [Fp ]
50 °F
| [storage temp. ]
Store at RT. | [solubility ]
H2O: 10 mg/mL at 20 °C, clear, colorless
| [form ]
Liquid | [pka]
10.40, 8.26(at 25℃) | [color ]
Clear colorless to slightly yellow | [Specific Gravity]
0.777 (20/4℃) | [Odor]
Amine like | [PH]
8.0-8.5 (0.1g/l, H2O, 20℃) | [Stability:]
Stable. Highly flammable. Incompatible with strong oxidizing agents, acids, acid chlorides, acid anhydrides, copper, mercury. | [explosive limit]
1-9%(V) | [Water Solubility ]
miscible | [Sensitive ]
Hygroscopic | [Detection Methods]
GC,NMR | [Merck ]
9134 | [BRN ]
1732991 | [InChI]
1S/C6H16N2/c1-7(2)5-6-8(3)4/h5-6H2,1-4H3 | [InChIKey]
DMQSHEKGGUOYJS-UHFFFAOYSA-N | [SMILES]
CN(C)CCN(C)C | [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) | [Storage Precautions]
Air sensitive;Moisture sensitive | [EPA Substance Registry System]
110-18-9(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
  
GHS02,GHS05,GHS06 | [Signal word ]
Danger | [Hazard statements ]
H225-H301+H331-H314 | [Precautionary statements ]
P210-P233-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338 | [Hazard Codes ]
F,C,Xi | [Risk Statements ]
R11:Highly Flammable.
R20/22:Harmful by inhalation and if swallowed .
R34:Causes burns.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [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 | [REACH Registrations]
Active | [HazardClass ]
3 | [PackingGroup ]
II | [HS Code ]
29212900 | [Storage Class]
3 - Flammable liquids | [Hazard Classifications]
Acute Tox. 3 Inhalation
Acute Tox. 4 Oral
Eye Dam. 1
Flam. Liq. 2
Skin Corr. 1B | [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. | [Hazardous Substances Data]
110-18-9(Hazardous Substances Data) |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Formaldehyde-->Formic acid-->Ethylenediamine-->Paraformaldehyde-->Oxalic acid dihydrate | [Preparation Products]
1,1'-Dimethylferrocene-->1,1'-Bis (di-t-butylphosphino)ferrocene palladium dichloride-->1,1'-Bis(di-tert-butylphosphino)ferrocene-->1,1'-Bis(diphenylphosphino)ferrocene-->5-Amino-2-methoxy-isonicotinic acid-->2-Morpholino-5-(trifluoromethyl)benzaldehyde-->5-Amino-2-chloropyridine-4-carboxylic acid-->4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene-->5-(Methylthio)thiophene-2-carboxylic acid-->2-(Trifluoromethoxy)benzamide-->5-Ethyl-2-furaldehyde-->5-Amino-2-fluoro-isonicotinic acid-->N-(4-Formyl-pyridin-3-yl)-2,2-dimethyl-propionamide-->5-[(tert-Butoxycarbonyl)amino]-2-chloroisonicotinic acid-->5-Acetyl-2-thiophenecarbaldehyde-->2-Acetyl-3-methylbenzo[b]thiophene-->2,3-Dihydrobenzofuran-7-carboxylic acid-->3-Methylbenzo[b]thiophene-2-carboxaldehyde-->(Oxydi-2,1-phenylene)bis(diphenylphosphine)-->3-Methylbenzo[b]thiophene-->4,6-Dimethyldibenzothiophene-->1-Diphenylphosphino-1'-(di-tert-butylph&-->1 1'-Bis(diphenylphosphino)ferrocene-->2,3-Dimethoxyphenylboronic acid-->1,1'-Ferrocenedicarboxaldehyde-->1,1'-Bis(diisopropylphosphino)ferrocene |
| Hazard Information | Back Directory | [General Description]
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. | [Reactivity Profile]
1,2-DI-(DIMETHYLAMINO)ETHANE(110-18-9) 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. | [Air & Water Reactions]
Highly flammable. Slightly soluble in water. Sensitive to heat and may be sensitive to air . | [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. | [Chemical Properties]
Colorless to slightly yellow liquid | [Uses]
anti-hyperlipidemic, plant growth stimulator, pathogen growth inhibitor, confers plant disease resistance | [Uses]
N,N,N',N'-Tetramethylethylenediamine is used as polymerization accelerator in gel electrophoresis, solvent and oxidizing reagent. | [Uses]
Polymerization accelerator in gel electrophoresis, solvent and oxidizing reagent. | [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] | [Definition]
ChEBI: 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. | [Flammability and Explosibility]
Notclassified | [Synthesis]
A method for preparing a catalyst for the direct amination of dimethylethanolamine to produce N,N,N',N'-tetramethylethylenediamine: comprising the following steps: (1) Weighing approximately 24.2 g of Cu(NO₃)₂·3H₂O, 14.5 g Ni(NO₃)₂·6H₂O and 37.5 g Al(NO₃) | [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. |
| Spectrum Detail | Back Directory | [Spectrum Detail]
N,N,N',N'-Tetramethylethylenediamine(110-18-9)MS
N,N,N',N'-Tetramethylethylenediamine(110-18-9)1HNMR
N,N,N',N'-Tetramethylethylenediamine(110-18-9)13CNMR
N,N,N',N'-Tetramethylethylenediamine(110-18-9)IR1
N,N,N',N'-Tetramethylethylenediamine(110-18-9)Raman
|
| Well-known Reagent Company Product Information | Back Directory | [Acros Organics]
N,N,N',N'-Tetramethylethylenediamine, extra pure, 99%(110-18-9) | [Alfa Aesar]
N,N,N',N'-Tetramethylethylenediamine, 99%(110-18-9) | [Sigma Aldrich]
110-18-9(sigmaaldrich) | [TCI AMERICA]
N,N,N',N'-Tetramethylethylenediamine,>98.0%(GC)(T)(110-18-9) |
|
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
|