Cyclotriveratrylene

Base Information

• Chemical Name: Cyclotriveratrylene
• CAS No.: 1180-60-5
• Molecular Formula: C27H30 O6
• Molecular Weight: 450.532
• Hs Code.: 29093090
• NSC Number: 627660,119127
• UNII: N3F2J3T2ZN
• DSSTox Substance ID: DTXSID40297912
• Nikkaji Number: J13.171G
• Wikipedia: Cyclotriveratrylene
• Wikidata: Q5199078
• ChEMBL ID: CHEMBL1416784
• Mol file: 1180-60-5.mol

Synonyms:CTV cpd;cyclotriveratrylene;nonamethoxy-cyclotriveratrylene

Chemical Property of Cyclotriveratrylene

Chemical Property:

• Vapor Pressure: 8.73E-13mmHg at 25°C
• Melting Point: 222-228 °C
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 578.7°Cat760mmHg
• Flash Point: 228.4°C
• PSA: 55.38000
• Density: 1.146g/cm³
• LogP: 4.82400
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 450.20423867
• Heavy Atom Count: 33
• Complexity: 472

Purity/Quality:

98%,99%, ^*data from raw suppliers

Cyclotriveratrylene ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2CC3=CC(=C(C=C3CC4=CC(=C(C=C4CC2=C1)OC)OC)OC)OC)OC

Technology Process of Cyclotriveratrylene

There total 33 articles about Cyclotriveratrylene 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: 90.0%

(3,4-dimethoxyphenyl)methanol (93-03-8) → 3,3',4,4'-tetramethoxydibenzyl ether (23702-54-7) + cyclotriveratrylene (1180-60-5)

Guidance literature:

With Tonsil Actisil FF; In neat (no solvent); at 85 ℃; for 0.0333333h; under 750.075 Torr; Time; Temperature; Microwave irradiation;

DOI:10.3390/molecules181012820

Reference yield: 85.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1,2-dimethoxybenzene (91-16-7) → cyclotriveratrylene (1180-60-5)

Guidance literature:

With methanesulfonic acid; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c8ob01118d

Reference yield: 70.0%

(3,4-dimethoxyphenyl)methanol (93-03-8) → cyclotriveratrylene (1180-60-5)

Guidance literature:

Nafion-H; In dichloromethane; for 2h; Heating;

DOI:10.1021/jo00006a023

upstream raw materials:

formaldehyd

1,2-dimethoxybenzene

di-isopropyl ether

3,4-diveratrylveratrole

Downstream raw materials:

4,5-dimethoxyphthalic anhydride

(4,5-dimethoxy-2-(2,3,6,7-tetramethoxy-10-phenylanthracen-9-yl)phenyl)methanol

4,5-dimethoxy-2-(2,3,6,7-tetramethoxy-10-(pyren-1-yl)-anthracen-9-yl)benzoic acid

4,5-dimethoxy-2-(2,3,6,7-tetramethoxy-10-(naphthalen-2-yl)anthracen-9-yl)benzoic acid

Refernces

• 1、 Wang, Denan,Ivanov, Maxim V.,Mirzaei, Saber,Lindeman, Sergey V.,Rathore, Rajendra. "An electron-transfer induced conformational transformation from non-cofacial "sofa" to cofacial "boat" in cyclotetraveratrylene (CTTV) and formation of charge transfer complexes". . p. 5712 - 5717. Retrieved 2018.
• 2、 Roe, Caroline,Sandoe, Elizabeth J.,Richard Stephenson. "Solvolysis reactions at the 13th carbon of 1-aryl organoiron complexes". . p. 591 - 595. Retrieved 2010.
• 3、 Tashiro, Shohei,Hashida, Shizuka,Shionoya, Mitsuhiko. "A ternary charge-transfer complex composed of cyclotriveratrylene (CTV) and a polyoxometalate (POM) with quinone as an electronic modulator". . p. 1180 - 1184. Retrieved 2012.
• 4、 White,Gesner. "". . p. 1591. Retrieved 1968.
• 5、 Payne, Richard M.,Oliver, Clive L.. "Single-crystal-to-single-crystal transformation of the desolvation of a cyclotriveratrylene-acetonitrile inclusion complex: Via a gating mechanism with subsequent polymorphism". . p. 7965 - 7971. Retrieved 2016.