Benzene, 2-bromo-1,3-bis(1,1-dimethylethyl)-

Base Information

• Chemical Name: Benzene, 2-bromo-1,3-bis(1,1-dimethylethyl)-
• CAS No.: 19715-32-3
• Molecular Formula: C14H21Br
• Molecular Weight: 269.225
• Mol file: 19715-32-3.mol

Synonyms:2,6-di-t-butylbromobenzene;2,6-Di-tert-butylbrombenzol;2-Bromo-1,3-di-tert-butyl-benzene;1-Brom-2,6-di-tert-butyl-benzol;

Chemical Property of Benzene, 2-bromo-1,3-bis(1,1-dimethylethyl)-

Chemical Property:

• Boiling Point: 264.2±9.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.126±0.06 g/cm3(Predicted)
• LogP: 5.04410

Purity/Quality:

1-Bromo-2,6-di-tert-butylbenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzene, 2-bromo-1,3-bis(1,1-dimethylethyl)-

There total 8 articles about Benzene, 2-bromo-1,3-bis(1,1-dimethylethyl)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

2-bromo-1,3-bis(1-formyl-1-methylethyl)benzene (516526-99-1) → 2-bromo-1,3-di-tert-butylbenzene (19715-32-3)

Guidance literature:

With hydrazine hydrate; potassium hydroxide; In water; 2,2'-[1,2-ethanediylbis(oxy)]bisethanol; at 120 - 200 ℃; for 4h;

Reference yield:

2,6-di-t-butyl-4-nitrobromobenzene (19715-30-1) → 2-bromo-1,3-di-tert-butylbenzene (19715-32-3)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Ra-Ni

2: 1.) HNO₂ H₂SO₄ 2.) H₃PO₂

With sulfuric acid; hydrogen; hypophosphorous acid; cis-nitrous acid; Ra-Ni;

DOI:10.1016/S0040-4039(01)80586-4

Reference yield:

2-bromo-1,3-bis(1-cyano-1-methylethyl)benzene (516526-98-0) → 2-bromo-1,3-di-tert-butylbenzene (19715-32-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: DIBAH / benzene; hexane / 0 - 20 °C

1.2: 92 percent / aq. H₂SO₄ / benzene; hexane / 2 h / 20 °C

2.1: 70 percent / H₂NNH₂*H₂O; KOH / triethylene glycol; H₂O / 6 h / 130 - 200 °C

With potassium hydroxide; diisobutylaluminium hydride; hydrazine hydrate; In hexane; water; benzene; 2,2'-[1,2-ethanediylbis(oxy)]bisethanol; 2.1: Wolff-Kishner reduction;

DOI:10.1246/bcsj.78.1110

upstream raw materials:

5-amino-2-bromo-1,3-di-tert-butylbenzene

2-bromo-1,3-bis(1-formyl-1-methylethyl)benzene

2-bromo-1,3-bis(1-cyano-1-methylethyl)benzene

2,6-di-tert-butyl-4-nitro-aniline

Downstream raw materials:

methyl 2,6-di-tert-butyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

methyl 2,6-di-tert-butylbenzoate

Bis-<2,6-di-tert.butyl-phenyl>-disulfid

(1R,2R)-3,3-Dichloro-1,2-bis-(2,6-di-tert-butyl-phenyl)-diphosphirane

Refernces

• 1、 Kawasaki, Subaru,Nakamura, Akitake,Toyota, Kozo,Yoshifuji, Masaaki. "The electronic effects of bulky aryl substituents on low coordinated phosphorus atoms in diphosphenes and phosphaalkenes by functionalization at the para position". . p. 1110 - 1120. Retrieved 2007/10/03.
• 2、 Yoshifuji, Masaaki,Sasaki, Shigeru,Shiomi, Daisuke,Niitsu, Takashi,Inamoto, Naoki. "SOME NEW PROTECTIVE GROUPS FOR STABILIZING LOW COORDINATED PHOSPHORUS COMPOUNDS". . p. 325 - 328. Retrieved 2007/10/02.