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1,4-Cyclohexanedimethanol, dibenzoate

Suffice to say that the plastic industry is huge because it takes up a large chunk of materials that we encounter everyday.
3 Steps
(1) Protonation of alcohol by acid catalyst
(2) Loss of leaving group (water) to form carbocation
(3) Conjugate base of acid catalyst abstracts proton from carbocation, forming alkene
Chromic Acid
Detects the presence of alkenes.
Reddish-brown precipitate confirms presence of cyclohexene.
Sulfuric Acid
Reacts with alcohols and give dialkyl sulfates.

2-Benzothiazolesulfenamide, N-cyclohexyl-
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Avermectin A1a, 25-cyclohexyl-4′-O-de(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)-5-demethoxy-25-de(1-methylpropyl)-22,23-dihydro-5-(hydroxyimino)-, (5Z)-

2-Benzothiazolesulfenamide, N,N-dicyclohexyl-

Cyclohexanol, 5-methyl-2-(1-methylethyl)-, (1α,2β,5α)-
Photo provided by Flickr

The rate of reaction depends only on the concentration of the substrate.
Dehydration of Cyclohexanol
Acid catalyst instead of base
Requires heat to proceed
Qualitative Tests
Similar Process:
Ethene, or ethylene, is obtained through the dehydration of ethanol.

Unlike the dehydration of cyclohexanol to produce cyclohexene, ethene synthesis uses the E2 reaction.
Practical Uses of Ethene
- Hastens ripening of fruits [citrus fruits, banana]
- Plastics: polyethylene, polyvinyl chloride and polystyrene.
- Antifreeze --> Car Radiators
- Ethanol --> pharmaceuticals, inks and cosmetics, and reagents for industrial purposes.
Environmental Concern
There has been growing concerns about the negative environmental effects of the polymerization of ethylene.

Cyclohexanone, 5-methyl-2-(1-methylethylidene)-, (R)-

1,4-Cyclohexanedicarboxylic acid, dimethyl ester
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Phenol, 4,4′-(1-methylethylidene)bis-, polymer with 4-amino-α,α,4-trimethylcyclohexanemethanamine, 5-amino-1,3,3-trimethylcyclohexanmethanamine, (chloromethyl)oxirane, 2,2,4-trimethyl-1,6-hexanediamine and 2,4,4-trimethyl-1,6-hexanediamine

Arctander suggests other uses: “It finds its way more into fragrances rich in woody notes, including those employing newer derivatives of Cyclohexanol, etc.

2,5-Cyclohexadiene-1,4-dione, dioxime
Photo provided by Flickr
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Cyclohexanemethanamine, 5-amino-1,3,3-trimethyl-

2,5-Cyclohexadiene-1,4-dione, 2-(3,7,11,15,19,23,27,31,35,39-decamethyl-2,6,10,14,18,22,26,30,34,38-tetracontadecaen-1-yl)-5,6-dimethoxy-3-methyl-

Cyclohexane, 1,2-dibromo-4-(1,2-dibromoethyl)-

2,4,6,8,10,12,14,16-Heptadecaoctaenoic acid, 2,6,11,15-tetramethyl-17-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, ethyl ester, (2E,4E,6E,8E,10E,12E,14E,16E)-

Cyclohexane, 1,1′-methylenebis[4-isocyanato-

2,5-Cyclohexadiene-1,4-dione, 2-(3,7,11,15,19,23,27,31,35,39-decamethyl-2,6,10,14,18,22,26,30,34,38-tetracontadecaenyl)-5,6-dimethoxy-3-methyl-, (all-E)-

Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-

Green precipitate indicates presence of cyclohexanol.
Dehydrohalogenation - E2; leaving group is halogen; base-catalyzed [no protonation]
Polymerization of Ethylene
* molecule breaks up into 2 reactive free radicals
* free radical initiator attacks and attaches to a monomer molecule
* repetitive occurrence wherein the newly formed activated monomer attacks and attaches to a double bond of another molecule
Substitutes for Plastic
Types of Bioplastics

Peroxide, (3,3,5-trimethylcyclohexylidene)bis[(1,1dimethylethyl)

Substances used to modify surface tension when dissolved in water or water solutions, or reduce interfacial tension between two liquids or between a liquid and a solid or between liquid and air.

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