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51-80-9 - N,N,N',N'-Tetramethylmethylenediamine, 99% - Bis(dimethylamino)methane - N,N,N'N'-Tetramethyldiaminomethane - L04037 - Alfa Aesar

L04037 N,N,N',N'-Tetramethylmethylenediamine, 99%

CAS Number
51-80-9
Synonyms
Bis(dimethylamino)methane
N,N,N'N'-Tetramethyldiaminomethane

Size Price ($) Quantity Availability
25g 48.20
100g 119.30
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N,N,N',N'-Tetramethylmethylenediamine, 99%

MDL
MFCD00008328
EINECS
200-124-7

Chemical Properties

Formula
C5H14N2
Formula Weight
102.18
Melting point
-55°
Boiling Point
83-85°
Flash Point
-12°(10°F)
Density
0.749
Refractive Index
1.4010
Solubility
Fully miscible in water.

Applications

N,N,N',N'-Tetramethylmethylenediamine is a reagent used as a convenient source of the Mannich intermediate.

Notes

Keep container tightly sealed. Store in cool, dry conditions in well sealed containers. Incompatible with oxidizing agents.

Literature References

Itaru Natori.; Shohei Inoue. Anionic Polymerization of 1,3-Cyclohexadiene with Alkyllithium/Amine Systems. Characteristics of n-Butyllithium/N,N,N‘,N‘-Tetramethylethylenediamine System for Living Anionic Polymerization. Macromolecules. 1998, 31 (15), 4687-4694.

Wei-Guang Liu.; Siddharth Dasgupta.; Sergey V. Zybin.; William A. GoddardIII. First Principles Study of the Ignition Mechanism for Hypergolic Bipropellants: N,N,N?,N?-Tetramethylethylenediamine (TMEDA) and N,N,N?,N?-Tetramethylmethylenediamine (TMMDA) with Nitric Acid. J. Phys. Chem. A. 2011, 115 (20), 5221-5229.

Has been used as a convenient source of the Mannich intermediate: J. Org. Chem., 33, 1719 (1968). For an example (dimethylaminomethyleneation of ferrocene), see: Org. Synth. Coll., 5, 434 (1973). Reaction with o-hydroxy ɑ-aryl acetophenones leads directly to isoflavanones: Synth. Commun., 29, 3895 (1999):

Caution! The product of double lithiation has been reported to explode on drying: Org. Process Res. Dev., 7, 1029 (2003).

GHS Hazard and Precautionary Statements

Hazard Statements: H225-H314-H318

Highly flammable liquid and vapour. Causes severe skin burns and eye damage. Causes serious eye damage.

Precautionary Statements: P210-P260-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Do not breathe dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Immediately call a POISON CENTER or doctor/physician. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
1731946
Hazard Class
3
Packing Group
II
Harmonized Tariff Code
2921.29
TSCA
Yes
RTECS
PA6700000

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