23058-81-3

Basic information

• Product Name: Benzene, 1-broMo-3,5-bis(1-Methylethyl)-
• Synonyms: Benzene, 1-broMo-3,5-bis(1-Methylethyl)-;1-bromo-3,5-diisopropylbenzene;3,5-diisopropylbromobenzene
• CAS NO: 23058-81-3
• Molecular Formula: C₁₂H₁₇Br
• Molecular Weight: 241.16738
• Mol File: 23058-81-3.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 109-110 °C(Press: 4 Torr)
• Appearance: /
• Density: 1.172±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: Benzene, 1-broMo-3,5-bis(1-Methylethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-broMo-3,5-bis(1-Methylethyl)-(23058-81-3)
• EPA Substance Registry System: Benzene, 1-broMo-3,5-bis(1-Methylethyl)-(23058-81-3)

Safety Data

• Hazardous Substances Data: 23058-81-3(Hazardous Substances Data)

Usage

General Description

Benzene, 1-bromo-3,5-bis(1-methylethyl)- is a chemical compound with the molecular formula C10H15Br. It is a derivative of benzene and contains two isopropyl groups and a bromine atom. Benzene, 1-bromo-3,5-bis(1-methylethyl)- is used as a reagent in organic synthesis and as an intermediate in the production of various pharmaceuticals and agrochemicals. It is also used as a solvent and in the production of fragrances and dyes. However, it is important to handle this chemical with care as it is considered hazardous and potentially harmful to human health and the environment.

Upstream product

• 62655-20-3 1,3-dibromo-5-isopropylbenzene 
• 24544-04-5 2,6-diisopropylbenzenamine 
• 80058-84-0 4-bromo-2,6-diisopropylaniline 
• 99-62-7 1,3-diisopropylbenzene 
• 26886-05-5 3,5-diisopropylphenol 

Downstream Products

• 1241937-93-8 bis(3,5-diisopropylphenyl)phosphine oxide 
• 1361146-90-8 (3aR,8aR)-4,4,8,8-tetrakis(3,5-diisopropylphenyl)-2,2-dimethyl-6-phenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepine 
• 1361146-89-5 ((4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(bis(3,5-diisopropylphenyl)methanol) 
• 906623-14-1 2,4,6-tris(3,5-diisopropylphenyl)cyclotriboroxane 
• 263397-82-6 (3,5-diisopropylphenyl)boronic acid 

Relevant articles and documents

Introducing NacNac-Like Bis(4,6-isopropylbenzoxazol-2-yl)methanide in s-Block Metal Coordination

Within this work, the field of bulky methanides in metal coordination is exceeded by the synthesis of the versatile and promising bis(4,6-isopropylbenzoxazol-2-yl)methane (7) ligand platform. As an enhancement in this class of ligands, isopropyl (iPr) substituents as steric-demanding groups have been successfully introduced in proximity to the coordination pocket, mimicking the shielding abilities of the ubiquitous NacNac ligand scaffold to improve the steric protection of a coordinated s-block metal cation. A percent buried volume (% Vbur) calculation as well as an electronic structure analysis shades light onto the shielding and electronic abilities of the ligand in comparison to other selected methanides and diketiminates. Upon deprotonation with a variety of different group 1 and 2 metalation agents, a row of novel s-block metal complexes of the parent deprotonated monoanionic ligand 7 was obtained and structurally, as well as spectroscopically, characterized. In particular, in this context, the alkali-metal precursor complexes [Li(THF)2{(4,6-iPr-NCOC6H2)2CH}] (8) and [K{μ-(4,6-iPr-NCOC6H2)2CH}]∞ (9) as well as the alkaline-earth-metal compounds [MgCl(THF)2{(4,6-iPr-NCOC6H2)2CH}] (10) and [M(THF)n{(4,6-iPr-NCOC6H2)2CH}2] [M = Mg, n = 0 (11); M = Ca, n = 1 (12); M = Sr, n = 1 (13); M = Ba, n = 1 (14)] were successfully synthesized. Especially, the latter four exhibit interesting trends in the solid state as well as in solution within the metal series.

Development of effective bidentate diphosphine ligands of ruthenium catalysts toward practical hydrogenation of carboxylic acids

Hydrogenation of carboxylic acids (CAs) to alcohols represents one of the most ideal reduction methods for utilizing abundant CAs as alternative carbon and energy sources. However, systematic studies on the effects of metal-to-ligand relationships on the catalytic activity of metal complex catalysts are scarce. We previously demonstrated a rational methodology for CA hydrogenation, in which CA-derived cationic metal carboxylate [(PP)M(OCOR)]+ (M = Ru and Re; P = one P coordination) served as the catalyst prototype for CA self-induced CA hydrogenation. Herein, we report systematic trial- and-error studies on how we could achieve higher catalytic activity by modifying the structure of bidentate diphosphine (PP) ligands of molecular Ru catalysts. Carbon chains connecting two P atoms as well as Ar groups substituted on the P atoms of PP ligands were intensively varied, and the induction of active Ru catalysts from precatalyst Ru(acac)3 was surveyed extensively. As a result, the activity and durability of the (PP)Ru catalyst substantially increased compared to those of other molecular Ru catalyst systems, including our original Ru catalysts. The results validate our approach for improving the catalyst performance, which would benefit further advancement of CA self-induced CA hydrogenation.

Linear Hydroaminoalkylation Products from Alkyl-Substituted Alkenes

The regioselective conversion of alkyl-substituted alkenes into linear hydroaminoalkylation products represents a strongly desirable synthetic transformation. In particular, such conversions of N-methylamine derivatives are of great scientific interest, because they would give direct access to important amines with unbranched alkyl chains. Herein, we present a new one-pot procedure that includes an initial alkene hydroaminoalkylation with an α-silylated amine substrate and a subsequent protodesilylation reaction that delivers linear hydroaminoalkylation products with high selectivity from simple alkyl-substituted alkenes. For that purpose, new titanium catalysts have been developed, which are able to activate the α-C?H bond of more challenging α-silylated amine substrates. In addition, a direct relationship between the ligand structure of the new catalysts and the obtained regioselectivity is described.