877-06-5

Basic information

• Product Name: 7-TERT-BUTOXYNORBORNADIENE
• Synonyms: 7-NORBORNADIENYL TERT-BUTYL ETHER;7-TERT-BUTOXY-2,5-NORBORNADIENE;7-(TERT-BUTOXY)BICYCLO[2.2.1]HEPTA-2,5-DIENE;7-TERT-BUTOXYNORBORNADIENE;7-Norbornadienyl t-butyl ether;Bicyclo[2.2.1]hepta-2,5-dien-7-yl tert-butyl ether;Bicyclo[2.2.1]hepta-2,5-diene, 7-(1,1-dimethylethoxy)-;7-tert-Butoxynorborna
• CAS NO: 877-06-5
• Molecular Formula: C₁₁H₁₆O
• Molecular Weight: 164.24
• EINECS: 212-885-2
• Product Categories: Alicyclic/Etch-Resistant Monomers;Lithography Monomers;Self Assembly&Contact Printing
• Mol File: 877-06-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 70-72 °C14 mm Hg(lit.)
• Flash Point: 127 °F
• Appearance: /
• Density: 0.936 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.317mmHg at 25°C
• Refractive Index: n20/D 1.469(lit.)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 7-TERT-BUTOXYNORBORNADIENE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-TERT-BUTOXYNORBORNADIENE(877-06-5)
• EPA Substance Registry System: 7-TERT-BUTOXYNORBORNADIENE(877-06-5)

Safety Data

• Statements: 10
• Safety Statements: 16
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 877-06-5(Hazardous Substances Data)

Usage

General Description

7-Tert-butoxynorbornadiene is a complex chemical compound with the molecular formula C13H20O, and a molecular weight of 192.29 g/mol. It is a tert-butoxy derivative of norbornadiene, which is a hydrocarbon with a bicyclic structure. 7-Tert-butoxynorbornadiene is used in organic synthesis and as a building block for the creation of a variety of other chemical compounds. It is also used in the development of new materials and potential applications in the field of material science. Additionally, it can act as a ligand in coordination chemistry. The compound is a colorless liquid, with a boiling point of 57-58 °C and a flash point of 5 °C. It is important to handle it with care, as it may pose a risk of skin irritation and respiratory issues if not handled properly.

InChI:InChI=1/C11H16O/c1-11(2,3)12-10-8-4-5-9(10)7-6-8/h4-10H,1-3H3

Upstream product

• 614-45-9 tert-Butyl peroxybenzoate 
• 121-46-0 bicyclo[2.2.1]hepta-2,5-diene 
• 121-46-0 bicyclo[2.2.1]hepta-2,5-diene 
• 32916-51-1 cyclopentylmagnesium chloride 
• 23719-80-4 cyclopropylmagnesium bromide 
• 15366-08-2 s-butylmagnesium chloride 
• 1068-55-9 isopropylmagnesium chloride 
• 931-51-1 cyclohexylmagnesiumchloride 
• 1120-57-6 chlorocyclobutane 
• 2404-35-5 cycloheptyl bromide 
• 109-65-9 1-bromo-butane 
• 53943-71-8 3-t-Butoxyquadricyclane 

Downstream Products

• 71886-41-4 7-(4-methoxyphenyl)bicyclo<2.2.1>heptadiene 
• 71901-60-5 7-(4-methylphenyl)bicyclo<2.2.1>heptadiene 
• 1609-39-8 7-chloronorbornadiene 
• 13426-49-8 7-Acetoxynorbornadien 
• 164926-54-9 Cu(CF₃C(O)CHC(O)C₆H₅)(C₇H₇OC(CH₃)3) 
• 191405-91-1 Ag⁽¹⁺⁾*CF₃COCHCOC₆H₅^(1-)*C₇H₇O(C(CH₃)3)=Ag(CF₃COCHCOC₆H₅)(C₇H₇O(C(CH₃)3)) 
• 35825-94-6 7-acetoxyquadricyclane 
• 40156-12-5 7-phenylnorbornadiene 
• 136708-51-5 syn-8-t-butoxy-2-(4'-nitrophenylsulfonyl)2-azabicyclo<3.2.1>octa-3,6-diene 
• 136708-50-4 7-t-butoxy-4-(4'-nitrophenylsulfonyl)-4-azatetracyclo<3.3.0.0^2,8.0^3,6>octane 
• 3391-07-9 7-tert.-Butoxy-norbornan 
• 1609-39-8 7-chlorobicyclo<2.2.1>hepta-2,5-diene 

Relevant articles and documents

C3-Symmetric Tricyclo[2.2.1.02,6]heptane-3,5,7-triol

A straightforward access to a hitherto unknown C3-symmetric tricyclic triol both in racemic and enantiopure forms has been developed. Treatment of 7-tert-butoxynorbornadiene with peroxycarboxylic acids provided mixtures of C1- and C3-symmetric 3,5,7-triacyloxynortricyclenes via transannular π-cyclization and replacement of the tert-butoxy group. By refluxing in formic acid, the C1-symmetric esters were converted to the C3-symmetric formate. Hydrolysis gave diastereoisomeric triols, which were separated by recrystallization. Enantiomer resolution via diastereoisomeric tri(O-methylmandelates) delivered the target triols on a gram scale. The pure enantiomers are useful as core units of dopants for liquid crystals.

Photodissociation Dynamics of Cyclopropenylidene, c-C3H2

In this joint experimental and theoretical study we characterize the complete dynamical "life cycle" associated with the photoexcitation of the singlet carbene cyclopropenylidene to the lowest lying optically bright excited electronic state: from the initial creation of an excited-state wavepacket to the ultimate fragmentation of the molecule on the vibrationally hot ground electronic state. Cyclopropenylidene is prepared in this work using an improved synthetic pathway for the preparation of the precursor quadricyclane, thereby greatly simplifying the assignment of the molecular origin of the measured photofragments. The excitation process and subsequent non-adiabatic dynamics have been previously investigated employing time-resolved photoelectron spectroscopy and are now complemented with high-level ab initio trajectory simulations that elucidate the specific vibronic relaxation pathways. Lastly, the fragmentation channels accessed by the molecule following internal conversion are probed using velocity map imaging (VMI) so that the identity of the fragmentation products and their corresponding energy distributions can be definitively assigned.

Ruthenium(II)-catalyzed [2+2] cycloadditions of anti 7-substituted norbornenes

The ruthenium(II)-catalyzed [2+2] cycloadditions of anti 7-substituted norbornenes with an alkyne were investigated. The cycloadditions were found to proceed with a high degree of stereoselectivity, giving only the exo stereoisomers in moderate to good yields using an improved protocol. Comparative rate studies between a variety of anti 7-substituted norbornenes and an alkyne revealed that the reactivity of the alkene component decreases dramatically as the alkene becomes more electron deficient. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.