7124-99-4

Upstream product

• 120-80-9 benzene-1,2-diol 
• 111-24-0 1,5-dibromo-pentane 
• 76670-10-5 Potassium; 2-(5-bromo-pentyloxy)-phenolate 
• 51974-50-6 2-(5-bromopentoxy)phenol 

Downstream Products

• 132391-59-4 3-Dimethylamino-1-(7,8,9,10-tetrahydro-6H-5,11-dioxa-benzocyclononen-2-yl)-propan-1-one; hydrochloride 
• 108950-25-0 11-Acetyl-3,9-dioxa-benzo<1,2>cyclononen 
• 123769-48-2 Phenyl-(7,8,9,10-tetrahydro-6H-5,11-dioxa-benzocyclononen-2-yl)-methanone 
• 123769-49-3 (E)-3-Phenyl-1-(7,8,9,10-tetrahydro-6H-5,11-dioxa-benzocyclononen-2-yl)-propenone 

Relevant academic research and scientific papers

Quaternary ammonium salt-assisted organic reactions in water: Alkylation of phenols

A series of quaternary ammonium salts has been tested as phase transfer agents to promote reactions between phenols and alkyl halides in an aqueous solution of sodium hydroxide in the absence of organic solvent. Methyltrioctylammonium chloride emerges as the most effective catalyst.

Influence of the Heterocyclic Side Ring on Orientation During Nitrations of 1,2-Alkylenedioxy-annelated Benzenes and Their Mononitro Derivatives

Nitration of 1,2-alkylenedioxybenzenes 1 furnished the respective nitro derivatives 3 and 4 in the relative ratios: 4a:3a/100:trace, 4b:3b/98:2.4, 4c:3c/86:14, 4e:3e/91:9, 4f:3f/99:1.3.Nitration of 4 gave 5a:6a:8a/0:0:100, 5b:6b:8b/7.7:3.2:89, 5c:6c:8c/23:12:65, 5d:6d:8d/14:74:12, 5e:6e:8e/27:18:55 and 5f:6f:8f/23:7.0:70.Nitration of the isomeric 3 afforded the dinitroproducts 5, 6 and 7 in the following relative ratios: 5a:6a:7a/92:8:0, 5b:6b:7b/80:20:0, 5c:6c:7c/69:20:11, 5d:6d:7d/45:19:36, 5e:6e:7e/37:57:5.9 and 5f:6f:7f/64:36:0.Nitration of 3-nitro-1,2-dimethoxybenzene (9) furnished: 10:11/63:37.Orientation as a function of the h eterocyclic ring-size is discussed.

Ring-Closure Reactions. 21. Intramolecular β-Elimination Competing with Ring Formation from o-(ω-Bromoalkoxy)phenoxides over a Wide Range of Ring Sizes

Unimolecular β-elimination of HBr from the CH2CH2Br end of o--OC6H4O(CH2)n-4Br has been interpreted as an E2-type reaction promoted by the distal phenoxide group acting as a base.Combination of careful product analyses with kinetic data has provided rate constants and effective molarities for intramolecularly assisted elimination reactions occurring through 7-, 8-, 9-, 10-, and 14-membered ring transition states.A comparison is carried out with the competing intramolecular substitution reactions leading to ring formation.Attention is called to the specific entropic and geometrical requirements of intramolecular elimination in which the donor-proton-acceptor arrangement is a part of a cyclic structure.The importance of the present results in the general field of intramolecular acid or base catalysis phenomena is discussed.

Ring-closure Reactions. Part 15. Solvent Effect on Cyclic Aralkyl Ether Formation by Intramolecular Williamson Synthesis

Product analysis, rate data, and effective molarity (e.m.) values have been obtained for the formation of catechol polymethylene ethers by the intramolecular alkylation of o-ω-bromoalkoxyphenoxides in Me2SO-water (99:1,v/v).Twelve ring sizes were investigated in the range 6-32.Comparison with similar data for the reaction in EtOH-water (75:25,v/v) (except for n 32) showed the e.m. values are largely independent of solvent despite the large solvent effect observed in both the cyclization reaction and the related intermolecular model reaction.Small effects only were observed in the medium ring region.The main possible factors playing a role in solvent effects on intramolecular cyclization have been critically analysed in the light of data.