10201-58-8

Basic information

• Product Name: Benzene, 1-heptenyl-, (E)-
• CAS NO: 10201-58-8
• Molecular Formula: C13H18
• Molecular Weight: 174.286
• Mol File: 10201-58-8.mol
• Article Data: 91

Chemical Properties

• CAS DataBase Reference: Benzene, 1-heptenyl-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-heptenyl-, (E)-(10201-58-8)
• EPA Substance Registry System: Benzene, 1-heptenyl-, (E)-(10201-58-8)

Safety Data

• Hazardous Substances Data: 10201-58-8(Hazardous Substances Data)

Upstream product

• 111-66-0 oct-1-ene 
• 100533-90-2 butyl-hept-1-enyl ether 
• 614-54-0 1-phenylheptan-1-ol 
• 109-72-8 n-butyllithium 
• 63383-26-6 1-chloro-4-(vinylsulfinyl)benzene 
• 100-39-0 benzyl bromide 
• 100-52-7 benzaldehyde 
• 18666-68-7 vinyltriphenylsilane 
• 110826-46-5 α-hexyldibenzyl ketone 
• 135987-51-8 1-chloro-1-[(dimethyl)phenylsilyl]hexane 
• 94417-52-4 (Bis-methylselanyl-methyl)-benzene 
• 66-25-1 hexanal 
• 78-84-2 isobutyraldehyde 
• 628-17-1 amyl iodide 

Downstream Products

• 1325730-29-7 (S)-4,4,5,5-tetramethyl-2-(1-phenylheptyl)-1,3,2-dioxaborolane 
• 1448157-01-4 3-pentyl-4-phenylfuroxan 
• 1448157-09-2 4-pentyl-3-phenylfuroxan 
• 6683-94-9 1-Phenyl-2-heptanone 
• 66-25-1 hexanal 
• 1588-78-9 hept-6-en-1-ylbenzene 
• 57243-11-5 1-phenyl-heptan-2-ol 
• 942-92-7 caprophenone 
• 56293-02-8 7-phenylhept-1-yne 
• 6108-65-2 cis,cis-1,14-Diphenyl-tetradeca-6,8-dien 

Relevant articles and documents

The Synthesis of α-Stannyl Silanes and Their Use in the Formation of Alkenes

α-Stannyl-silanes were prepared from aldehydes via α-hydroxy- and α-chloro-silanes.Stannyl-silane 5d was transmetallated using n-butyllithium and the resultant α-lithio-silane condensed with aldehydes to yield alkenes.

Transition-Metal-Free Highly Chemoselective and Stereoselective Reduction with Se/DMF/H2O System

A novel metal-free reduction system, in which H2Se (or HSe-) produced in situ from Se/DMF/H2O acts as the active reducing species, has been developed. By using water as an inexpensive, safe, and environmentally friendly surrogate as the hydrogen donor, this new reduction system incorporating Se/DMF/H2O displayed high selectivity and good activity in the reduction of α,β-unsaturated ketones and alkynes. Therefore, this reduction system has great potential to be a general and practical reduction methodology in organic transformation.

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Highly stereospecific, palladium-catalyzed cross-coupling of alkenylsilanols

(Formula presented) Alkenylsilanols bearing methyl ((E)-1 and (Z)-1) or isopropyl ((E)-2 and (Z)-2)) substituents are converted to disubstituted alkenes by a palladium-(0)-catalyzed cross-coupling reaction with aryl or vinyl iodides in the presence of tet

Enantioselective copper-mediated allylic substitution with Grignard reagents employing a chiral reagent-directing leaving group

Enantioselective copper-mediated allylic substitution with Grignard reagents was achieved employing the ortho-diphenylphosphanylferrocene carboxylate (o-DPPF) system as a planar chiral reagent-directing leaving group. Careful optimization of reaction parameters resulted in excellent regioselectivities and enantioselectivies of up to 95% ee.

Substitution reaction of nitro group on α-nitrostyrene by organozinc halides under microwave irradiation

Nitro group of α- nitrostyrene were readily substituted by organic moiety of organozinc halides under microwave irradiation to give derivatives of styrene in excellent yields.

HOMOLYTIC ADDITION OF BENZYL BROMIDE TO UNSATURATED COMPOUNDS IN CONDITIONS OF METAL-COMPLEX INITIATION

Radical addition of benzyl bromide to unsaturated compounds containing substituents of a different polar nature, CH2=CHX (X = C4H9, SiMe3, CF3, CO2Me, CN, H), was conducted in the presence of the Fe(CO)5 + DMF (HMPA) system.Adducts were obtained and their structure was demonstrated by 13C NMR and mass spectrometry.Keywords: homolytic addition, benzyl bromide, unsaturated compounds, iron pentacarbonyl, DMF, HMPA.

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STEREOSPECIFIC E OLEFINATION OF ALDEHYDES WITH A BISBENZYLIC ARSONIUM YLID-ANION

Stereospecific E olefination of aldehydes with a bisbenzylic arsonium ylid-anion in the presence of HMPA is reported.

Catalytic, oxidant-free, direct olefination of alcohols using Wittig reagents

Reported here is the catalytic, acceptorless coupling of alcohols with in situ generated, non-stabilized phosphonium ylides to form olefins as major products. The reaction uses low catalyst loadings and does not require added oxidants. Hydrogenation of the product is minimized and the reaction leads to Z (aliphatic) or E (benzylic) stereospecificity.

Fluoride-free cross-coupling of organosilanols

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Carbon-Carbon Bond Formation via Opening of Epoxysilanes with Organometals Containing Lithium and Copper

Various types of organometals containing lithium and copper react with E and Z epoxysilanes to produce adducts which, either under the reaction conditions or upon treatment with a base, e.g., KH, can be stereospecifically converted to the corresponding E and Z alkenes, respectively.

Highly stereospecific, cross-coupling reactions of alkenylsilacyclobutanes

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Stereospecific palladium-catalyzed cross-coupling of (E)- and (Z)-alkenylsilanolates with aryl chlorides

The cross-coupling of geometrically defined (E)- and (Z)-alkenyl- and styrylsilanolates with a wide variety of aromatic and heteroaromatic chlorides has been achieved. Under catalysis by bulky, biphenyl-derived phosphines and allylpalladium chloride, the (preformed, stable) potassium salts of di-, tri- and tetrasubstituted alkenyldimethylsilanols undergo high yielding and highly stereospecific coupling to aryl chlorides in THF or dioxane. A variety of functional groups are compatible with these reaction conditions including nitro, ester, ketone, and nitrile. Both (E)- and (Z)-alkenylsilanolates coupled with nearly identical rate and efficiency. Copyright

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Acid-base bifunctional catalysts for the preparation of fine chemicals: Synthesis of jasminaldehyde

Jasminaldehyde was prepared by condensation between benzaldehyde and heptanal. Large-pore acid zeolites (HY and Beta), mesoporous aluminosilicate (Al MCM-41), and amorphous aluminophospates (ALPO) were used as catalysts. The results indicated that zeolites showed lower activity and selectivity than mesoporous aluminosilicate (Al MCM-41). These results were attributed to the confinement effects of the reactants and products inside of the voids of the microporous materials, which lead to the preferential formation of the heptanal self-condensation product, as well as to a fast deactivation of the catalyst. However, the amorphous aluminophosphate (ALPO) which possesses weaker acid sites than zeolites and MCM-41, but combines acidic and basic sites, showed the maximum activity and selectivity to jasminaldehyde. This finding was explained on the basis of the acid-base bifunctional character of the ALPO catalyst. The role of the weak acid sites is to activate benzaldehyde by protonation of the carbonyl group, favoring then the attack of the enolate heptanal intermediate generated on the relatively weak basic sites of ALPO.

METHODS OF BORYLATION AND USES THEREOF

The present invention relates, in general terms, to methods of borylation and uses thereof. In particular, the present invention provides a method of borylating an alkene compound by contacting the compound with a boron compound, a Fe pre-catalyst and a protic additive. The borylation occurs at a vicinal (β) position to an electron donating or electron withdrawing moiety of the compound.

Vinyl Sulfonium Salts as the Radical Acceptor for Metal-Free Decarboxylative Alkenylation

Vinyl sulfonium salts typically act as an electrophilic Michael acceptor, thus initiating many tandem cyclization reactions. Herein, we disclosed the novel reactivity of vinyl sulfonium salts as a radical acceptor. Using redox-active ester as an alkyl rad