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674613

Tetrakis(dimethylamino)ethylene

Synonym(s):

Octamethylethylenetetramine, TDAE

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About This Item

Linear Formula:
[(CH3)2N]2C=C[N(CH3)2]2
CAS Number:
996-70-3
Molecular Weight:
200.32
UNSPSC Code:
12352116
PubChem Substance ID:
24885226
NACRES:
NA.22
EC Number:
213-638-1
MDL number:
MFCD00009601
Beilstein/REAXYS Number:
1705900
Assay:
≥85.0%
Form:
liquid
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assay

≥85.0%

Quality Segment

100

form

liquid

reaction suitability

reaction type: C-C Bond Formation

refractive index

n/D 1.48 ((lit.)), n20/D 1.48 (lit.)

bp

59 °C ((lit.)), 59 °C/0.9 mmHg (lit.)

density

0.861 g/mL at 25 °C ((lit.)), 0.861 g/mL at 25 °C (lit.)

functional group

amine

SMILES string

[CN(C)\C(N(C)C)=C(\N(C)C)N(C)C], CN(C)\C(N(C)C)=C(\N(C)C)N(C)C

InChI

[1S/C10H24N4/c1-11(2)9(12(3)4)10(13(5)6)14(7)8/h1-8H3], 1S/C10H24N4/c1-11(2)9(12(3)4)10(13(5)6)14(7)8/h1-8H3

InChI key

[CBXRMKZFYQISIV-UHFFFAOYSA-N], CBXRMKZFYQISIV-UHFFFAOYSA-N

Application

Reagent used to convert α-bromoketones into 1,4-diketones.
Involved in TDAE methodology for coupling and intramolecular Buchwald reactions

Acts as a reducing agent

Reactant involved in:
  • Dioxygenation
  • Insertion of aluminum anion into the C-N bond
  • Chemiluminescent reactions with oxygen

pictograms

FlameCorrosion
GHS02,GHS05

signalword

Danger

hcodes

H226,H314

Hazard Classifications

Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

flash_point_f

127.4 °F - closed cup

flash_point_c

53 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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