BENZO-12-CROWN-4

Base Information

• Chemical Name: BENZO-12-CROWN-4
• CAS No.: 14174-08-4
• Molecular Formula: C12H16O4
• Molecular Weight: 224.257
• Hs Code.: 29329985
• Mol file: 14174-08-4.mol

Synonyms:Benzo-12-crown-4 ether;Benzo-12-crown-4;

Chemical Property of BENZO-12-CROWN-4

Chemical Property:

• Appearance/Colour: white transparent needles
• Vapor Pressure: 0.000155mmHg at 25°C
• Melting Point: 42-45 °C(lit.)
• Refractive Index: 1.479
• Boiling Point: 341.8 °C at 760 mmHg
• Flash Point: 136.4 °C
• PSA: 36.92000
• Density: 1.084 g/cm³
• LogP: 1.49100
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%, ^*data from raw suppliers

2,3,5,6,8,9-Hexahydro-1,4,7,10-benzotetraoxacyclododecine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2,3,5,6,8,9-hexahydro-1,4,7,10-benzotetraoxacyclododecine is a useful reactant as it acts as a guest mols for the preparation of novel poly(N-?isopropylacrylamide-?co-?benzo-?12-?crown-?4-?acrylamide) (PNB12C4) hydrogel.

Technology Process of BENZO-12-CROWN-4

There total 19 articles about BENZO-12-CROWN-4 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%

o-hydroxyphenyl 3,6-dioxa-8-bromooctyl ether (77963-44-1) → benzo-12-crown-4 (14174-08-4)

Guidance literature:

With tetramethyl ammoniumhydroxide; In water; dimethyl sulfoxide; at 25 ℃;

DOI:10.1021/ja00404a027

Reference yield: 52.0%

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) + triethylene glycol di-(p-toluenesulfonate) (19249-03-7) → benzo-12-crown-4 (14174-08-4)

Guidance literature:

benzene-1,2-diol; With tetrabutylammomium bromide; sodium hydroxide; In water; toluene; at 50 - 60 ℃; for 0.5h;

triethylene glycol di-(p-toluenesulfonate); In water; toluene; for 6h; Reflux;

Reference yield: 26.0%

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) + 1,2-bis(2-chloroethoxy)ethane (112-26-5,27252-69-3) → benzo-12-crown-4 (14174-08-4) + dibenzo-24-crown ether (14174-09-5)

Guidance literature:

With lithium hydroxide; In water; butan-1-ol; for 28h; Heating;

DOI:10.1039/b703645k

upstream raw materials:

benzene-1,2-diol

1,2-bis(2-chloroethoxy)ethane

triethylene glycol di-(p-toluenesulfonate)

o-hydroxyphenyl 3,6-dioxa-8-bromooctyl ether

Downstream raw materials:

28b,28c-diphenyl-2,3,5,6,8,9,12,14,17,18,20,21,23,24,27,28b,28c,29-octadecahydro-1,4,7,10,16,19,22,25-octaoxa-12a,13a,27a,28a-tetraazacyclododeca[1',2':4,5]benzo[1,2-f]cyclododeca[1'',2'':4',5']benzo[1',2':5,6]azuleno[2,1,8-ija]azulene-13,28-dione

12-diphenylphosphino-2,3,5,6,8,9-hexahydro-1,4,7,10-benzotetraoxacyclodecin

6-(6,7,9,10,12,13-hexahydro-5,8,11,14-tetraoxa-benzocyclododecen-2-yl)-3-p-tolyl-1,6-dihydro-4H-[1,2,4]triazin-5-one

6-(6,7,9,10,12,13-hexahydro-5,8,11,14-tetraoxa-benzocyclododecen-2-yl)-3-p-tolyl-1-trifluoroacetyl-1,6-dihydro-4H-[1,2,4]triazin-5-one

Refernces

• 1、 Markovich, I. S.,Filyagina, N. A.,Blokhina, L. I.,Dziomko, V. M.,Poponova, R. V.,et al.. "13-AMINO-1,4,7,10-BENZOTETRAOXA-15-CYCLODODECENE". . p. 147 - 148. Retrieved 1985.
• 2、 -. "THIENODIAZEPINE DERIVATIVES AND APPLICATION THEREOF". Paragraph 0301-0303. . Retrieved 2020/08/09.
• 3、 -. "Fingolimod derivatives containing crown ether and bis (2 - methoxyethoxy) structure (by machine translation)". Paragraph 0023; 0033-0040. . Retrieved 2020/06/20.