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407097

Sigma-Aldrich

1-Bromo-2,4,6-tri-tert-butylbenzene

97%

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About This Item

Formule linéaire :
[(CH3)3C]3C6H2Br
Numéro CAS:
3975-77-7
Poids moléculaire :
325.33
Numéro Beilstein :
1913257
Numéro MDL:
MFCD00191861
Code UNSPSC :
12352100
ID de substance PubChem :
24865424
Nomenclature NACRES :
NA.22

Pureté

97%

Pf

168-173 °C (lit.)

Chaîne SMILES 

CC(C)(C)c1cc(c(Br)c(c1)C(C)(C)C)C(C)(C)C

InChI

1S/C18H29Br/c1-16(2,3)12-10-13(17(4,5)6)15(19)14(11-12)18(7,8)9/h10-11H,1-9H3

Clé InChI

JOKZWHPYNRDCOA-UHFFFAOYSA-N

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Description générale

1-Bromo-2,4,6-tri-tert-butylbenzene (2,4,6-tri-tert-butylbromobenzene) is a hindered aryl bromide. 1-Bromo-2,4,6-tri-tert-butylbenzene on reaction with phenylboronic acid yields α,α-dimethyl-β-phenyl hydrostyrene.

Application

1-Bromo-2,4,6-tri-tert-butylbenzene was used in the synthesis of bulky biarylphosphine ligand. This ligand was reported to participate in the Pd-catalyzed C-O cross-coupling of a wide range of aryl halides and phenols under milder conditions. It was used to investigate the effect on oligomerization of increased steric bulk in dimethylindium(III) chalcogenolates. It may be used to form α,α-dimethyl-β-phenyl hydrostyrene by reacting with phenylboronic acid.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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The first Cu-and amine-free Sonogashira-type cross-coupling in the C-6-alkynylation of protected 2'-deoxyadenosine.
Ngassa FN, et al.
Tetrahedron, 65(21), 4085-4091 (2009)
Palladium(0)-catalyzed intermolecular amination of unactivated C(sp³)-H bonds.
Jun Pan et al.
Angewandte Chemie (International ed. in English), 50(37), 8647-8651 (2011-08-04)
Luca Salvi et al.
Organic letters, 14(1), 170-173 (2011-12-21)
A new bulky biarylphosphine ligand (L8) has been developed that allows the Pd-catalyzed C-O cross-coupling of a wide range of aryl halides and phenols under milder conditions than previously possible. A direct correlation between the size of the ligand substituents
Glen G Briand et al.
Dalton transactions (Cambridge, England : 2003), 39(16), 3833-3841 (2010-04-08)
The effect on oligomerization of increased steric bulk in dimethylindium(III) chalcogenolates (Me(2)InER') (E = O, S, Se) has been examined. The facile reaction of Me(3)In with a series of phenols, thiophenols and selenophenols afforded the compounds [Me(2)InO(C(6)H(5))](2) (1), [Me(2)InO(2,6-Me(2)C(6)H(3))](2) (2)

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