2,2-Dimethyl-1,3-dioxacyclohept-5-ene
- Product Name
- 2,2-Dimethyl-1,3-dioxacyclohept-5-ene
- CAS No.
- 1003-83-4
- Chemical Name
- 2,2-Dimethyl-1,3-dioxacyclohept-5-ene
- Synonyms
- NSC 693424;Gadobutrol Impurity 29;4,7-Dihydro-2,2-diMethyl-1,3-dioxepin;2,2-dimethyl-4,7-dihydro-1,3-dioxepin;2,2-Dimethyl-1,3-dioxacyclohept-5-ene;2,2-DiMethyl-4,7-dihydro-1,3-dioxepine;4,7-Dihydro-2,2-dimethyl-1,3-dioxepine;1,3-Dioxepin, 4,7-dihydro-2,2-dimethyl-;2,2-dimethyl-4,7-dihydro-2H-1,3-dioxepine;2,2-Dimethyl-4,7-dihydro-2H-[1,3]dioxepin
- CBNumber
- CB62709255
- Molecular Formula
- C7H12O2
- Formula Weight
- 128.17
- MOL File
- 1003-83-4.mol
2,2-Dimethyl-1,3-dioxacyclohept-5-ene Property
- Boiling point:
- 147°C(lit.)
- refractive index
- 1.4450 to 1.4490
- storage temp.
- Storage temp. 2-8°C
- form
- Colourless Liquid
- color
- Colorless to Almost colorless
Safety
- HS Code
- 2932990090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- D5199
- Product name
- 2,2-Dimethyl-1,3-dioxacyclohept-5-ene
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $27
- Updated
- 2025/07/31
- Product number
- D5199
- Product name
- 2,2-Dimethyl-1,3-dioxacyclohept-5-ene
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $68
- Updated
- 2025/07/31
- Product number
- D454180
- Product name
- 4,7-Dihydro-2,2-dimethyl-1,3-dioxepin
- Packaging
- 1g
- Price
- $165
- Updated
- 2021/12/16
- Product number
- OR302752
- Product name
- 2,2-Dimethyl-4,7-dihydro-1,3-dioxepine
- Packaging
- 1g
- Price
- $254
- Updated
- 2021/12/16
- Product number
- 2H10-1-59
- Product name
- 2,2-Dimethyl-4,7-dihydro-1,3-dioxepine
- Packaging
- 1g
- Price
- $301
- Updated
- 2021/12/16
2,2-Dimethyl-1,3-dioxacyclohept-5-ene Chemical Properties,Usage,Production
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).
Synthesis
6117-80-2
77-76-9
1003-83-4
GENERAL STEPS: cis-1,2-dihydroxymethylene (9.3 mL, 113 mmol) was dissolved in dichloromethane (DCM) under argon protection, p-toluenesulfonic acid monohydrate (p-TSA-H2O, 1.08 g, 6.2 mmol) was added at room temperature, followed by dropwise addition of 2,2-dimethoxypropane (27.9 mL, 227 mmol). The reaction mixture was stirred at room temperature for 3 hours. Upon completion of the reaction, the reaction was quenched with saturated aqueous sodium bicarbonate (NaHCO3) (50 mL) and extracted with dichloromethane (2 x 50 mL). The organic layers were combined, washed with brine (25 mL) and dried over anhydrous magnesium sulfate (MgSO4). The solvent was slowly evaporated under reduced pressure to afford the colorless oily product 4,7-dihydro-2,2-dimethyl-1,3-dioxepin (10.5 g, 72% yield). The crude product could be used for subsequent reactions without further purification. Thin layer chromatography (TLC) analysis showed an Rf value of 0.51 (ethyl acetate/hexane, 20%). Nuclear magnetic resonance hydrogen spectra (1H NMR, 400 MHz, CDCl3) showed δ 5.66 (2H, triple peak, J = 1.6 Hz, H-1), 4.25 (4H, double peak, J = 1.6 Hz, H-2), and 1.43 (6H, single peak, H-4) ppm. nuclear magnetic resonance carbon spectra (13C NMR, 101 MHz, CDCl3) showed δ 129.5 (2C, C-1), 102.0 (1C, C-3), 61.4 (2C, C-2), 24.0 (2C, C-4) ppm. the obtained data are in agreement with literature reports.
References
[1] Helvetica Chimica Acta, 2000, vol. 83, # 7, p. 1633 - 1644
[2] Tetrahedron Asymmetry, 1995, vol. 6, # 6, p. 1261 - 1272
[3] Patent: US5962704, 1999, A
[4] Patent: US6133461, 2000, A
[5] Beilstein Journal of Organic Chemistry, 2017, vol. 13, p. 2883 - 2887
2,2-Dimethyl-1,3-dioxacyclohept-5-ene Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2,2-Dimethyl-1,3-dioxacyclohept-5-ene manufacturers
- Product
- 2,2-Dimethyl-4,7-dihydro-2H-[1,3]dioxepin 1003-83-4
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98.2%
- Supply Ability
- 100 tons
- Release date
- 2022-01-14
- Product
- 4,7-Dihydro-2,2-diMethyl-1,3-dioxepin 1003-83-4
- Price
- US $0.01/KG
- Min. Order
- 1KG
- Purity
- 95%-99%
- Supply Ability
- 1kg; 100kg； 500kg
- Release date
- 2019-12-24