3,6-Dioxabicyclo[3.1.0]hexane

Base Information

• Chemical Name: 3,6-Dioxabicyclo[3.1.0]hexane
• CAS No.: 285-69-8
• Molecular Formula: C4H6O2
• Molecular Weight: 86.0904
• Hs Code.: 29321900
• European Community (EC) Number: 206-006-1
• NSC Number: 196231
• DSSTox Substance ID: DTXSID80951187
• Nikkaji Number: J193.700F
• ChEMBL ID: CHEMBL3276057
• Mol file: 285-69-8.mol

Synonyms:3,4-Epoxytetrahydrofuran;3,6-Dioxabicyclo[3.1.0]hexane;285-69-8;3,6-Dioxabicyclo(3.1.0)hexane;MFCD00800639;EINECS 206-006-1;3,4-epoxy-tetrahydrofuran;C12OC1COC2;3,4-Epoxytetrahydrofuran 96%;1-ACETYL-6-NITROINDOLE;CHEMBL3276057;DTXSID80951187;3,4-EPOXY TETRAHYDROFURAN;3,6-dioxabicyclo [3.1.0]hexane;BCP26923;NSC196231;3,4-Epoxytetrahydrofuran, AldrichCPR;AKOS005260019;CS-W016680;NSC 196231;NSC-196231;AS-15763;SY018458;E0795;FT-0614770;EN300-39211;J-511412;F1905-0040

Chemical Property of 3,6-Dioxabicyclo[3.1.0]hexane

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 13.2mmHg at 25°C
• Refractive Index: 1.445-1.449
• Boiling Point: 128 °C at 760 mmHg
• Flash Point: 31.1 °C
• PSA: 21.76000
• Density: 1.237 g/cm³
• LogP: -0.21600
• Storage Temp.: 0-6°C
• Water Solubility.: MODERATELY SOLUBLE
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 86.036779430
• Heavy Atom Count: 6
• Complexity: 63.9

Purity/Quality:

98% ^*data from raw suppliers

3,6-Dioxabicyclo[3.1.0]hexane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-10
• Safety Statements: 36/37/39-26-23-16-36/37/38

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2C(O2)CO1
• Uses: 3,6-Dioxabicyclo[3.1.0]hexane was a reagent used in making various degradable polymers from epoxides using a versatile dinuclear chromium catalyst. 3,6-Dioxabicyclo[3.1.0]hexane was a reagent used in making various degradable polymers from epoxides using a versatile dinuclear chromium catalyst

Technology Process of 3,6-Dioxabicyclo[3.1.0]hexane

There total 5 articles about 3,6-Dioxabicyclo[3.1.0]hexane 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: 84.6%

2,5-dihydrofuran (1708-29-8) → 3,4-epoxytetrahydrofuran (285-69-8)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; at 0 - 20 ℃;

Reference yield: 61.0%

2,5-dihydrofuran (1708-29-8) → (1R,5S)-3,6-dioxabicyclo[3.1.0]hexane (285-69-8)

Guidance literature:

With m-chloroperoxybenzoic acid; (S)-1,1'-binaphthalene-2,2'-diylbis(diphenylphosphine oxide); In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.tet.2013.01.066

Reference yield:

→ 3,4-epoxytetrahydrofuran (285-69-8)

Guidance literature:

With copper(I) oxide; diisopropylbenzene;

DOI:10.1039/jr9590000248

upstream raw materials:

2,5-dihydrofuran

Downstream raw materials:

3-Hydroxytetrahydrofuran

trans-4-amino-3-hydroxytetrahydrofuran

(+/-)-trans-tetrahydrofuran-3,4-diol

cis-1,4-anhydroerythritol

Refernces

• 1、 Lai, Gaifa. "A convenient preparation of tetrahydrofuran-based diamines". . p. 1981 - 1987. Retrieved 2004.
• 2、 -. "SALT FORM AND CRYSTAL FORM OF COMPOUND AS FGFR4 INHIBITOR AND PREPARATION METHOD THEREOF". Paragraph 0141. . Retrieved 2021/04/02.
• 3、 -. "SPIROCYCLIC HAT INHIBITORS AND METHODS FOR THEIR USE". Page/Page column 726. . Retrieved 2016/04/10.