68175-34-8

Basic information

• Product Name: Benzene, 1-(1,1-dimethylethyl)-4-(1-propenyl)-
• CAS NO: 68175-34-8
• Molecular Formula: C13H18
• Molecular Weight: 174.286
• Mol File: 68175-34-8.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Benzene, 1-(1,1-dimethylethyl)-4-(1-propenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-(1,1-dimethylethyl)-4-(1-propenyl)-(68175-34-8)
• EPA Substance Registry System: Benzene, 1-(1,1-dimethylethyl)-4-(1-propenyl)-(68175-34-8)

Safety Data

• Hazardous Substances Data: 68175-34-8(Hazardous Substances Data)

Upstream product

• 115032-59-2 (4-tert-Butyl-benzylidene)-triphenyl-λ⁵-phosphane 
• 75-07-0 acetaldehyde 
• 65413-33-4 (4-tert-butyl-benzyl)-triphenyl-phosphonium bromide 
• 18880-00-7 1-(bromomethyl)-4-(1,1-dimethylethyl)benzene 
• 591-87-7 Allyl acetate 
• 3972-65-4 1-bromo-4-tert-butylbenzene 
• 4873-09-0 allyl tosylate 
• 106-95-6 allyl bromide 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 1746-23-2 4-tert-Butylstyrene 
• 56263-57-1 tert-butyl 4-fluorobenzoperoxoate 
• 34443-12-4 OO-tert-butyl O-(2-ethylhexyl) monoperoxycarbonate 
• 61040-16-2 t-butylperoxyphenyl monocarbonate 
• 69945-22-8 tertiary-butyl peroxy butyl carbonate 

Downstream Products

• 136027-29-7 1-(4-t-butylphenyl)-propan-2-amine 
• 84434-23-1 3-(4-(tert-butyl)phenyl)acrylaldehyde 
• 81561-77-5 1-[4-(1,1-dimethylethyl)phenyl]propan-2-one 
• 1621020-12-9 C₁₃H₁₉F 
• 1285188-17-1 1-(tert-butyl)-4-(2-chloropropyl)benzene 

Relevant articles and documents

Regioselective differentiation of vicinal methylene C-H bonds enabled by silver-catalysed nitrene transfer

Silver-catalyzed nitrene insertion enables the formation of benzosultams in good yield and with regioselectivity complementary to other transition metal nitrene-transfer catalysts. Preferential formation of six-membered benzosultam rings predominates for alkyl-substituted benzenesulphonamide precursors. Ligand-controlled tunability is also achieved for benzenesulphonamides with γ-branched alkyl substituents. Mechanistic probes suggest that the reaction pathway differs depending on whether a α (benzylic) or β (homobenzylic) C-H bond undergoes amidation, as well as the catalyst identity.

Iron catalyzed methylation and ethylation of vinyl arenes

Short alkyl chain Heck (type) reactions, especially methyl Heck reactions, are a difficult aspect of the alkyl Heck reaction. To provide a solution to this problem, iron-catalyzed methyl, ethyl and propyl Heck reactions were developed using readily available alkyl peroxides as alkyl sources. The reaction conditions were mild, clean, and easy to handle. No additive was needed, and no hazardous waste was generated. The products were obtained in up to 99% yield of one isomer for most situations. This reaction works for many types of olefin and tolerates a variety of functional groups. Several late-stage functionalizations of natural products and drug molecules were conducted to demonstrate the synthetic applications of this reaction.

Alkene Oxyalkylation Enabled by Merging Rhenium Catalysis with Hypervalent Iodine(III) Reagents via Decarboxylation

Rhenium-catalyzed oxyalkylation of alkenes is described, where hypervalent iodine(III) reagents derived from widely occurring aliphatic carboxylic acids were used as, for the first time, not only an oxygenation source but also an alkylation source via decarboxylation. The reaction also features a wide substrate scope, totally regiospecific difunctionalization, mild reaction conditions, and ready availability of both substrates. Mechanistic studies revealed a decarboxylation/radical-addition/cation-trapping cascade operating in the reaction.