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L00313 1,8-Bis(dimethylamino)naphthalene, 98+%

CAS Number
20734-58-1
Synonyms
N,N,N',N'-Tetramethyl-1,8-naphthalenediamine

Stock No. Size Price ($) Quantity Availability
L00313-09 10g 29.70
L00313-18 50g 121.00
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1,8-Bis(dimethylamino)naphthalene, 98+%

MDL
MFCD00003920
EINECS
244-001-6

Chemical Properties

Formula
C14H18N2
Formula Weight
214.31
Melting point
47-51°
Boiling Point
144-145°/7mm
Flash Point
>110°(230°F)
Storage & Sensitivity
Air Sensitive. Light Sensitive. Ambient temperatures.
Solubility
Soluble in organic solvents.

Applications

1,8-Bis(dimethylamino)naphthalene is used in the synthesis of C-substituted t-BuNH-8,9-R,R?-nido-7,8,9-C3B8H9 (R,R? = H,H; MeH; Me,Me; Ph,H and Ph,Ph) tricarbollide compounds. It was also used in the preparation of saturated fluoroalkyl(hydrido) complexes of Iridium.

Notes

Air & Light Sensitive. Keep container tightly closed. Store in cool, dry conditions in well sealed containers.

Literature References

Fumiyuki Ozawa.; Akihiko Kubo.; Tamio Hayashi. Palladium-catalyzed asymmetric arylation of 2,3-dihydrofuran: 1,8-Bis(dimethylamino)naphthalene as an efficient base. Tetrahedron Letters. 1992, 33, (11), 1485-1488.

Danuta Pyzalska.; Robert Pyzalski.; Teresa Borowiak. Structure of 1,8-bis(dimethylamino)naphthalene hydrobromide dihydrate. Journal of Crystallographic and Spectroscopic Research. 1983, 13, (3), 211-220.

The steric strain is relieved on protonation, hence it is one of the strongest organic bases known, but is only weakly nucleophilic: Chem. Commun., 723 (1968). In DMF vic-dibromides are debrominated in high yield: Synth. Commun., 5, 87 (1975).

Has been used In combination with Diphenyl­phosphonic azide, A12124, for the conversion of carboxylic acids to isocyanates: Synth. Commun., 23, 335 (1993). Preferred base for the conversion of aliphatic amines to isocyanates with Trichloromethyl­ chloroformate, A17444.

GHS Hazard and Precautionary Statements

Hazard Statements: H302-H314

Harmful if swallowed. Causes severe skin burns and eye damage.

Precautionary Statements: P260-P264b-P270-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P501c

Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. 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 INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Rinse mouth. Do NOT induce vomiting. Wash contaminated clothing before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
396782
Hazard Class
8
Packing Group
III
Harmonized Tariff Code
2921.59
TSCA
No

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