17351-28-9

Usage

Physical state

Colorless liquid

Flammability

Highly flammable

Odor

Sweet, pungent

Toxicity

Slightly toxic

Uses

a. Solvent in chemical reaction processes
b. Production of various chemicals
c. Precursor in the synthesis of pharmaceuticals and agrochemicals

Safety precautions

Handle and store with caution due to flammability and potential health hazards

Upstream product

• 95-47-6 o-xylene 
• 75612-56-5 1,2-dimethyl-4-tosyl-1,4-cyclohexadiene 
• 64-17-5 ethanol 
• 7664-41-7 ammonia 
• 71-43-2 benzene 
• 108-38-3 m-xylene 
• 513-81-5 2,3-dimethyl-buta-1,3-diene 
• 53829-23-5 3,4-dimethylcyclohex-3-enol 
• 236752-33-3 3,4-dimethylcyclohex-3-enol mesylate 

Downstream Products

• 110569-60-3 8-tert-butyl-2,7-dimethyl-1-phosphatricyclo<3.2.1.0^2,7>oct-3-ene 
• 95-47-6 o-xylene 
• 57338-10-0 1,6-dimethyl-7-oxabicyclo[4.1.0]hept-3-ene 
• 189458-00-2 1,2-dimethyl-4,5-epoxycyclohexene 
• 33475-09-1 1,2-dimethyl-1-cyclohexen-4-one 
• 1487-99-6 2,7-dimethyloxepin 
• 374551-21-0 [Mo(NPh)(η4-2,3-dimethyl-1,3-cyclohexadiene)(o-(Me3SiN)2C6H4)] 
• 137053-61-3 C₁₈H₁₇NO₃ 
• 880259-75-6 (1S,3R,5S,7R)-1,7-Dimethyl-8-(toluene-4-sulfonyl)-4-oxa-8-aza-tricyclo[5.1.0.0^3,5]octane 

Relevant academic research and scientific papers

Direct Observation of an Oxepin from a Bacterial Cytochrome P450-Catalyzed Oxidation

The cytochromes P450 are hemoproteins that catalyze a range of oxidative C-H functionalization reactions, including aliphatic and aromatic hydroxylation. These transformations are important in a range of biological contexts, including biosynthesis and xen

Ozonolysis of 1,4-cyclohexadienes in the presence of methanol and acid. Mechanism and intermediates in the conversion of 1,4-cyclohexadiene derivatives to β-keto esters

Conditions for the preparation of β-keto esters directly from 1,4-cyclohexadiene derivatives are described. This procedure is a further step in the application of the synthetic methodology, which consists of the combination of Birch reduction of available benzene derivatives followed by ozonolysis. In this work, the syntheses of derivatives of dimethyl γ-keto-α-aminoadipate and dimethyl β-keto glutamate from the corresponding 1,4-cyclohexadiene derivatives are described. The latter compounds are prepared from phenylalanine and phenylglycine, respectively. The study of the ozonolysis of simple alkyl derivatives of 1,4-cyclohexadiene in the presence of methanol, both in the presence and absence of acid, helped to establish the mechanism of this reaction. The proximity of the two double bonds, which are cleaved, leads to the intermediate formation of 1,2-dioxolane derivatives that could be identified by NMR spectroscopy. It is shown that regardless of the regioselectivity of the cleavage of the primary ozonide, which is formed, all 1,2-dioxolane derivatives can lead to β-keto esters. This is due to the equilibrium between these dioxolanes in the presence of methanol and acid.

Syntheses with organoboranes. IX. Vinyl- and 1-alkenyldichloroboranes as ethylene and 1-alkene equivalents for the Diels-Alder reaction

Vinyl- and 1-alkenyldichloroboranes were used as dienophiles for the Diels-Alder reaction with representative aliphatic and cyclic 1,3-dienes. The organoborane adducts were transformed into the corresponding olefins either by protonolysis or by oxidation-mesylation-reduction. Direct protonolysis of the adducts gave in most cases mixtures of olefins whereas the reduction of mesylates with lithium triethylborohydride produced pure olefins in good yields.

REVERSAL OF THE REGIOSELECTIVITY OF THE BIRCH REDUCTION OF XYLENES

The "Photo-Birch" reduction of o-, m-, and p-xylene, using NaBH4, 1,3-dicyanobenzene, and photolysis, gives 1,4-dienes as products.The regioselectivity of these reactions is greatly different from the normal Birch reduction.

A SAFE AND CONVENIENT NEW PROCEDURE FOR REDUCING AROMATIC COMPOUNDS TO BIRCH-TYPE PRODUCTS

Aromatic compounds can be reduced by a calcium-amine-t-butyl alcohol system to products which are identical to those obtained by a Birch reduction of the same substrates.

Synthesis of Polycyclic Homocyclopropylcarbinols by Reductive Cyclization of Bromocyclopropyl Epoxides

A new synthetic route to polycyclic homocyclopropylcarbinols has been realized by lithiation of bromocyclopropyl epoxides with n-butyllithium and subsequent intramolecular attack of the metalated cyclopropane ring onto the epoxide.A series of seven bromoc

Ethynynl p-Tolyl Sulphone as an Acetylene Equivalent in Diels-Alder Reactions

Ethynyl p-tolyl sulphone undergoes addition to a number of conjugated dienes and the resulting adducts can be reduced to the corresponding cyclohexa-1,4-dienes using sodium amalgam.