82053-18-7

Basic information

• Product Name: Benzene, [(1E)-3-methoxy-1,5-hexadienyl]-
• CAS NO: 82053-18-7
• Molecular Formula: C13H16O
• Molecular Weight: 188.269
• Mol File: 82053-18-7.mol

Chemical Properties

• CAS DataBase Reference: Benzene, [(1E)-3-methoxy-1,5-hexadienyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, [(1E)-3-methoxy-1,5-hexadienyl]-(82053-18-7)
• EPA Substance Registry System: Benzene, [(1E)-3-methoxy-1,5-hexadienyl]-(82053-18-7)

Safety Data

• Hazardous Substances Data: 82053-18-7(Hazardous Substances Data)

Upstream product

• 24808-73-9 (E)-(3-methoxyprop-1-en-1-yl)benzene 
• 18752-21-1 allyltriphenylsilane 
• 4364-06-1 (E)-cinnamaldehyde dimethylacetal 
• 106-95-6 allyl bromide 
• 100-52-7 benzaldehyde 
• 103-26-4 Methyl cinnamate 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 762-72-1 allyl-trimethyl-silane 
• 24850-33-7 allyltributylstanane 
• 4364-06-1 cinnamaldehyde dimethylacetal 
• 72824-04-5 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 14371-10-9 (E)-3-phenylpropenal 
• 1825-61-2 Trimethylmethoxysilane 
• 149-73-5 trimethyl orthoformate 

Downstream Products

• 106728-05-6 2,2-Dimethyl-5-((E)-styryl)-oct-7-en-3-one 
• 106728-06-7 (E)-2,2-Dimethyl-5-phenyl-deca-6,9-dien-3-one 
• 122800-50-4 Acetic acid (1R,4R)-3-benzyl-4-methoxy-cyclopent-2-enyl ester 
• 122800-48-0 acetic acid (2E,4E)-1-methyl-5-phenyl-penta-2,4-dienyl ester 
• 122800-49-1 Acetic acid (2E,4E)-1-acetoxymethyl-5-phenyl-penta-2,4-dienyl ester 
• 122800-42-4 (E)-1-((1-phenylhexa-1,5-dien-3-yloxy)methyl)benzene 
• 106728-08-9 (E)-1,3-Diphenyl-octa-4,7-dien-1-one 
• 106728-07-8 1-Phenyl-3-((E)-styryl)-hex-5-en-1-one 

Relevant articles and documents

Efficient Br?nsted acid catalyzed Hosomi-Sakurai reaction of acetals

Acetals react with allyltrimethylsilane in the presence of a catalytic amount of sulfonic acids to give the corresponding homoallylic ethers in high yields. The scope of the reaction is broad and both aromatic as well as aliphatic acetals can readily be u

Oxoammonium-Mediated Allylsilane–Ether Coupling Reaction

A new C(sp3)?H functionalization reaction consisting of the oxidative α-allylation of allyl- and benzyl- methyl ethers has been developed. The C?C coupling could be carried out under mild conditions thanks to the use of cheap and green oxoammonium salts. The scope of the reaction was studied over 27 examples, considering the nature of the substituents on the two coupling partners.

Catalytic Use of Elemental Gallium for Carbon-Carbon Bond Formation

The first catalytic use of Ga(0) in organic synthesis has been developed by using a Ag(I) cocatalyst, crownether ligation, and ultrasonic activation. Ga(I)-catalyzed C-C bond formations between allyl or allenyl boronic esters and acetals, ketals, or aminals have proceeded in high yields with essentially complete regio- and chemoselectivity. NMR spectroscopic analyses have revealed novel transient Ga(I) catalytic species, formed in situ through partial oxidation of Ga(0) and B-Ga transmetalation, respectively. The possibility of asymmetric Ga(I) catalysis has been demonstrated.

Highly efficient triphenyl(3-sulfopropyl)phosphonium functionalized phosphotungstic acid on silica as a solid acid catalyst for selective mono-allylation of acetals

Silica supported phosphotungstic acid functionalized with triphenyl(3-sulfopropyl)phosphonium (PW-Si/TPSP) was developed as a solid acid catalyst for C-C bond formation via Hosomi-Sakurai allylation of acetals. Functionalization of PW as well as its bindi

Mesoporous aluminosilicate-catalyzed allylation of carbonyl compounds and acetals

A mesoporous aluminosilicate (Al-MCM-41) was found to be an effective heterogeneous catalyst for the reaction of both carbonyl compounds and acetals with allylsilanes to afford the corresponding homoallyl silyl ethers and homoallyl alkyl ethers, respectively. Both the mesoporous structure and the presence of aluminum moiety were indispensable for the high catalytic activity of Al-MCM-41. Moreover, Al-MCM-41 could catalyze the reaction of acetals chemoselectively in the presence of the corresponding carbonyl compounds. The solid acid catalyst Al-MCM-41 could be recovered easily by filtration and could be reused three times without a significant loss of catalytic activity.

Unusual carbon-carbon bond formations between allylboronates and acetals or ketals catalyzed by a peculiar indium(I) lewis acid

InIOTf has been uncovered as an effective Lewis acid catalyst for unprecedented nucleophilic substitution of acetals or ketals with allylboronates. A transmetalative SN1 mechanism is proposed in which a single InI center acts as a dual catalyst to activate both reagents sequentially. Contrary to the classic γ-selectivity of allylsilanes (Hosomi-Sakurai reaction), this InI-catalyzed borono variant displays distinct α-selectivity. Substrate scope and functional group tolerance proved to be excellent.

Mesoporous aluminosilicate-catalyzed Sakurai allylation and Mukaiyama aldol reaction of acetals

In the presence of a catalytic amount of mesoporous aluminosilicate (Al-MCM-41), both allyltrimethylsilane and silyl enol ether reacted with various acetals under mild reaction conditions to afford the corresponding homoallyl ethers and β-alkoxy ketones,

Iron(III) p-toluenesulfonate catalyzed synthesis of homoallyl ethers from acetals and aldehydes

Iron(III) p-toluenesulfonate, Fe(OTs)3·6H2O, is an inexpensive, versatile and commercially available catalyst for the allylation of acetals using allyltrimethylsilane to yield homoallyl ethers in moderate to good yields. The one-pot

Bismuth compounds in organic synthesis. A one-pot synthesis of homoallyl ethers and homoallyl acetates from aldehydes catalyzed by bismuth triflate

(Chemical Equation Presented) Three one-pot methods for the conversion of aldehydes to homoallyl ethers catalyzed by Bi(OTf)3? xH 2O (1 x 4) have been developed. The one-pot synthesis of homoallyl ethers can be achieved either by

Iron(III) chloride-catalyzed convenient one-pot synthesis of homoallyl benzyl ethers starting from aldehydes

(Matrix presented) Iron(III) chloride-catalyzed effective allylation reactions of acetals with allyltrimethylsilane proceeded smoothly in high to excellent yields. In addition, this method could be applied to the one-pot synthesis of homoallyl benzyl ethe