2,2-Dimethyl-4,7-dihydro-1,3-dioxepine

Base Information

• Chemical Name: 2,2-Dimethyl-4,7-dihydro-1,3-dioxepine
• CAS No.: 1003-83-4
• Molecular Formula: C7H12O2
• Molecular Weight: 128.171
• Hs Code.: 2932999099
• European Community (EC) Number: 445-850-7,600-086-5
• NSC Number: 693424
• UNII: VBZ3ZAK4EJ
• DSSTox Substance ID: DTXSID50905334
• Nikkaji Number: J1.340.224H
• ChEMBL ID: CHEMBL1988738
• Mol file: 1003-83-4.mol

Synonyms:2,2-Dimethyl-4,7-dihydro-1,3-dioxepine;1003-83-4;1,3-Dioxepin, 4,7-dihydro-2,2-dimethyl-;4,7-dihydro-2,2-dimethyl-1,3-dioxepin;2,2-dimethyl-4,7-dihydro-1,3-dioxepin;VBZ3ZAK4EJ;NSC693424;NSC-693424;2,2-Dimethyl-1,3-dioxacyclohept-5-ene;UNII-VBZ3ZAK4EJ;SCHEMBL1223287;CHEMBL1988738;AMY5698;DTXSID50905334;CS2196;MFCD22054122;AKOS024462396;AC-31803;AS-46581;NCI60_033463;4,7-Dihydro-2,2-dimethyl-1,3-dioxepine;2,2-Dimethyl-4,7-dihydro-[1,3]dioxepine;CS-0196450;D5199;cis-2,2-dimethyl-4,7-dihydro-1,3-dioxepin;2,2-dimethyl-4,7-dihydro-2H-1,3-dioxepine;EN300-136273;A897455

Chemical Property of 2,2-Dimethyl-4,7-dihydro-1,3-dioxepine

Chemical Property:

• Vapor Pressure: 4.99mmHg at 25°C
• Refractive Index: 1.4450 to 1.4490
• Boiling Point: 147°C(lit.)
• PSA: 18.46000
• LogP: 1.32550
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 128.083729621
• Heavy Atom Count: 9
• Complexity: 104

Purity/Quality:

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

4,7-Dihydro-2,2-dimethyl-1,3-dioxepin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OCC=CCO1)C
• Uses: 4,7-Dihydro-2,2-dimethyl-1,3-dioxepin is an intermediate in the synthesis of Calcobutrol (C145700), a new macrocyclic polyhydroxylated gadolinium chelate derivative which can be used as a contrast agent for Magnetic Resonance Imaging (MRI).

Technology Process of 2,2-Dimethyl-4,7-dihydro-1,3-dioxepine

There total 9 articles about 2,2-Dimethyl-4,7-dihydro-1,3-dioxepine 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: 100.0%

(5S,6S)-5,6-Dibromo-2,2-dimethyl-[1,3]dioxepane → 2,2-dimethyl-4,7-dihydro-1,3-dioxepin (1003-83-4)

Guidance literature:

With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; ethylmagnesium bromide; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/0040-4039(95)01988-T

Reference yield: 92.0%

1,4-butenediol (6117-80-2) + 2,2-dimethoxy-propane (77-76-9) → 2,2-dimethyl-4,7-dihydro-1,3-dioxepin (1003-83-4)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1002/1522-2675(20000705)83:7<1633::AID-HLCA1633>3.0.CO;2-5

Reference yield: 72.0%

1,4-butenediol (6117-80-2) + acetone (67-64-1) → 2,2-dimethyl-4,7-dihydro-1,3-dioxepin (1003-83-4)

Guidance literature:

With acidic cation exchanger Lewatit SC 104H; orthoformic acid triethyl ester; at 50 ℃; for 3h;

upstream raw materials:

2-bromomethyl-4,7-dihydro-2-methyl-1,3-dioxepin

1,4-butenediol

2,2-dimethoxy-propane

acetone

Downstream raw materials:

trans-6-benzylamino-2,2'-dimethyl-1,3-dioxocycloheptan-5-ol

Refernces

• 1、 Gianni et al.. "". . p. 450. Retrieved 1975.
• 2、 Nieuwenhuizen, M.S.,Kieboom, A.P.G.,Bekkum, H. van. "Permanganate Oxidation of 4,7-Dihydro-1,3-dioxepins: A New Method for the Preparation of Bis Acetals via Acetalisation with (Z)-2-Butene-1,4-diol". . p. 612 - 613. Retrieved 1981.
• 3、 Malanga, Corrado,Aronica, Laura A.,Lardicci, Luciano. "Nickel mdiated Double Bond formation from vic-Dibromides and Ethyl Magnesium Bromide". . p. 9189 - 9192. Retrieved 1995.
• 4、 Kalow, Julia A.,Doyle, Abigail G.. "Enantioselective ring opening of epoxides by fluoride anion promoted by a cooperative dual-catalyst system". supporting information; experimental part. p. 3268 - 3269. Retrieved 2010/05/01.