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1,2,3,4,5,6-Hexamethylbicyclo[2.2.0]hexa-2,5-diene, also known as Hexamethyl Dewar benzene, is a highly strained bicyclic hydrocarbon with a [2.2.0] skeleton. 1,2,3,4,5,6-HEXAMETHYLBICYCLO[2.2.0]HEXA-2,5-DIENE is a methylated derivative of Dewar benzene and exhibits unique structural and electronic properties due to its bicyclic framework and extensive methyl substitution. The steric crowding from the six methyl groups further increases the molecule's strain, influencing its reactivity and stability. It serves as an interesting model for studying strained hydrocarbons and potential isomerization pathways, particularly in relation to aromatic systems like hexamethylbenzene.

7641-77-2

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7641-77-2 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 7641-77-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,6,4 and 1 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 7641-77:
(6*7)+(5*6)+(4*4)+(3*1)+(2*7)+(1*7)=112
112 % 10 = 2
So 7641-77-2 is a valid CAS Registry Number.
InChI:InChI=1/C12H18/c1-7-8(2)12(6)10(4)9(3)11(7,12)5/h1-6H3

7641-77-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,2,3,4,5,6-HEXAMETHYLBICYCLO[2.2.0]HEXA-2,5-DIENE

1.2 Other means of identification

Product number -
Other names BICYCLO(2.2.0)HEXA-2,5-DIENE,HEXAMETHYL

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:7641-77-2 SDS

7641-77-2Relevant academic research and scientific papers

Formation of p-xylylene from p-xylene by a two-photon process and hexamethyl Dewar benzene from hexamethylbenzene by a one-photon process at 193 nm

Mitsubayashi, Naoya,Yatsuhashi, Tomoyuki,Nakashima, Nobuaki

experimental part, p. 273 - 277 (2012/01/14)

While studying a series of methyl-substituted benzenes, C6H 6-n(CH3)n with n = 2, 3, 4, 6, and perfluorobenzene in the gas phase using 193-nm laser flash photolysis, we observed the formation of p-xylylene (benzoquinodimethane) due to the elimination of two hydrogen atoms as a result of a two-photon process. The results were explained in terms of an intermediate hot molecule formed by internal conversion which finally led to the ground electronic state. Quadratical dependencies on the photoproducts were observed for toluene, xylene, mesitylene, and perfluorobenzene in the presence of a foreign gas, while linear dependencies were observed for durene and hexamethylbenzene. Dewar-type benzene was detected from photolysis of hexamethylbenzene.

Quantum amplified isomerization: A new concept for polymeric optical materials

Gillmore,Neiser,McManus,Roh,Dombrowski,Brown,Dinnocenzo,Farid,Robello

, p. 7684 - 7694 (2008/02/01)

The preparation and evaluation of a new class of photoresponsive polymers are described on the basis of a process called quantum amplified isomerization (QAI). The QAI process utilizes photoinitiated, cation radical isomerization chemistry in a polymeric medium. Two classes of materials are described: one where the QAI reactant is molecularly doped in the polymer matrix and another where the reactant is part of a functionalized polymer. Quantum yield experiments demonstrate that the isomerization reaction can proceed by a chain process with modest efficiencies. Photochemical conversion experiments show that high extents of conversion of the QAI reactants are possible. The rate and extent of conversion are strongly correlated to the glass transition temperature of the polymer. For molecularly doped polymers, hypotheses to explain the high conversions based on diffusion or phase separation of the reactants were tested and excluded. Models are discussed to rationalize experimental factors that affect the quantum yields and the photochemical conversions.

Two-Step Route toward Some Propellanes and Their Conversion into Stable Tricyclic Cations

Driessen, P. B. J.,Hogeveen, H.,Kruchten, E. M. G. A. van

, p. 984 - 988 (2007/10/02)

The synthesis of 1,4-tetramethylene(Dewar benzene) (2, a propellane) and its conversion to the propellanes 3 and 10 are described.Reaction of alcohol 10 with FSO3H/SO2ClF at low temperature (-135 deg C) yielded tricyclic cation 12, which rearranged at -75 deg C to a mixture of three isomeric cations.The structures and rearrangements of the cations were studied with 1H and 13C NMR spectroscopy and deuterium labeling.

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