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407097

Sigma-Aldrich

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

97%

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About This Item

Formula condensata:
[(CH3)3C]3C6H2Br
Numero CAS:
3975-77-7
Peso molecolare:
325.33
Beilstein:
1913257
Numero MDL:
MFCD00191861
Codice UNSPSC:
12352100
ID PubChem:
24865424
NACRES:
NA.22

Saggio

97%

Punto di fusione

168-173 °C (lit.)

Stringa SMILE

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
JOKZWHPYNRDCOA-UHFFFAOYSA-N

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Descrizione generale

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.

Applicazioni

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.

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H315,H319,H335

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

Certificati d'analisi (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)
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)
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

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