5,11,17,23-tetrakis(chloromethyl)pentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1⁽²⁵⁾,3⁽²⁸⁾,4,6,9⁽²⁷⁾,10,12,15⁽²⁶⁾,16,18,21,23-dodecaene-25,26,27,28-tetrol

Base Information

• Chemical Name: 5,11,17,23-tetrakis(chloromethyl)pentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1⁽²⁵⁾,3⁽²⁸⁾,4,6,9⁽²⁷⁾,10,12,15⁽²⁶⁾,16,18,21,23-dodecaene-25,26,27,28-tetrol
• CAS No.: 140146-43-6
• Molecular Formula: C₃₂H₂₈Cl₄O₄
• Molecular Weight: 618.384
• Mol file: 140146-43-6.mol

Synonyms:

Chemical Property of 5,11,17,23-tetrakis(chloromethyl)pentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1⁽²⁵⁾,3⁽²⁸⁾,4,6,9⁽²⁷⁾,10,12,15⁽²⁶⁾,16,18,21,23-dodecaene-25,26,27,28-tetrol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5,11,17,23-tetrakis(chloromethyl)pentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1⁽²⁵⁾,3⁽²⁸⁾,4,6,9⁽²⁷⁾,10,12,15⁽²⁶⁾,16,18,21,23-dodecaene-25,26,27,28-tetrol

There total 4 articles about 5,11,17,23-tetrakis(chloromethyl)pentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1⁽²⁵⁾,3⁽²⁸⁾,4,6,9⁽²⁷⁾,10,12,15⁽²⁶⁾,16,18,21,23-dodecaene-25,26,27,28-tetrol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 25,26,27,28-tetrakis(hydroxy)calix[4]arene (248590-47-8,74568-07-3) → 5,11,17,23-tetrakis(chloromethyl)pentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1(25),3(28),4,6,9(27),10,12,15(26),16,18,21,23-dodecaene-25,26,27,28-tetrol (124006-37-7,140146-43-6)

Guidance literature:

With hydrogenchloride; sulfuric acid; In acetic acid;

DOI:10.1016/S0040-4039(02)01843-9

Reference yield: 80.0%

octyl chloromethyl ether (24566-90-3) + 25,26,27,28-tetrakis(hydroxy)calix[4]arene (248590-47-8,74568-07-3) → 5,11,17,23-tetrakis(chloromethyl)pentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1(25),3(28),4,6,9(27),10,12,15(26),16,18,21,23-dodecaene-25,26,27,28-tetrol (124006-37-7,140146-43-6)

Guidance literature:

With tin(IV) chloride; In chloroform; for 0.833333h; Ambient temperature;

DOI:10.1016/S0040-4020(01)80077-6

Reference yield:

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene (157432-87-6,288302-11-4,288302-12-5,60705-62-6) → 5,11,17,23-tetrakis(chloromethyl)pentacyclo[19.3.1.1(3,7).1(9,13).1(15,19)]octacosa-1(25),3(28),4,6,9(27),10,12,15(26),16,18,21,23-dodecaene-25,26,27,28-tetrol (124006-37-7,140146-43-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aluminum (III) chloride; phenol

2: hydrogenchloride; phosphoric acid; acetic acid / 1,4-dioxane; water / 12 h / 80 °C

With hydrogenchloride; aluminum (III) chloride; phosphoric acid; acetic acid; phenol; In 1,4-dioxane; water;

DOI:10.1007/s10847-010-9796-2

upstream raw materials:

octyl chloromethyl ether

25,26,27,28-tetrakis(hydroxy)calix[4]arene

formaldehyd

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene

Downstream raw materials:

5,11,17,23-Tetra-(3',5'-dimethyl-4'-hydroxybenzyl)-25,26,27,28-tetrahydroxycalix<4>arene

5,11,17,23-Tetra-(2',4',6'-trimethylbenzyl)-25,26,27,28-tetrahydroxycalix<4>arene

5,11,17,23-Tetrabenzyl-25,26,27,28-tetrahydroxycalix<4>arene

5,11,17,23-Tetrakis<(benzyloxy)methyl>-25,26,27,28-tetrahydroxycalix<4>arene