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1625-91-8 - 4,4'-Di-tert-butylbiphenyl, 99% - B21470 - Alfa Aesar

B21470 4,4'-Di-tert-butylbiphenyl, 99%

CAS Number
1625-91-8
Synonyms

Size Price ($) Quantity Availability
5g 42.10
25g 135.00
100g 451.00
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4,4'-Di-tert-butylbiphenyl, 99%

MDL
MFCD00008834
EINECS
216-615-4

Chemical Properties

Formula
C20H26
Formula Weight
266.43
Melting point
126-129°
Boiling Point
190-192°/13mm
Solubility
Solubility in toluene; almost transparency. Soluble in dioxane: 0.1 g/mL, (clear).

Applications

It is used in the generation of 1,2-di(lithiomethyl)benzene. It is found to accept electrons from Li metal to give a radical anion which is highly effective in the conversion of alkyl halides to alkyllithiums. 4,4?-Di-tert-butylbiphenyl is used in production of homoallylic amine derivatives. It is also used in the preparation of lithium di-tert-butylbiphenylide, a radical anion, superior to sodium or lithium naphthalenides for metalation reactions. Along with lithium, 4,4?-Di-tert-butylbiphenyl catalyzes; reaction of chloromethyl ethyl ether and different carbonyl compounds to yield corresponding hydroxyethers and reductive opening of N-phenylazetidine.

Notes

Store away from oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.

Literature References

C E Neipp, et.al. The synthesis of homoallylic amines utilizing a cuprate-based 1,2-metalate rearrangement.J Org Chem.200166(2), 531-7.

Guijarro A and Yus M. 4, 4?-Di-tert-butylbiphenyl-catalysed lithiation of chloromethyl ethyl ether: A barbier-type new and easy alternative to ethyl lithiomethyl ether.Tetrahedron Lett., 199334(21), 3487-90.

Accepts electrons from Li metal to give a radical anion which is highly effective in the conversion of alkyl halides to alkyllithiums: Tetrahedron Lett., 1849 (1976); J. Org. Chem., 45, 1924 (1980). For use in the reductive lithiation of epoxides, see: J. Org. Chem., 55, 1528 (1990); Org. Synth. Coll., 9, 306 (1998).

For use in the generation of 1,2-di(lithiomethyl)benzene, see Phthalan, A10217.

Other References

Beilstein
2095855
Harmonized Tariff Code
2902.90
TSCA
No

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