4,4-Dimethyl-3,5,8-trioxabic-yclo[5,1,0]Octane

Product Name: 4,4-Dimethyl-3,5,8-trioxabic-yclo[5,1,0]Octane
CAS No.: 57280-22-5
Chemical Name: 4,4-Dimethyl-3,5,8-trioxabic-yclo[5,1,0]Octane
Synonyms: 0]Octane;4-Dimethyl-3;8-trioxabic-yclo[5;Trioxabicyclooctane;4,4-dimethyl-3,5,8-;Gadobutrol Side Chain;Gadobutrol Impurity 49;2-Ethoxyethyl ether 112-36-7;4,4-Dimethyl-3,5,8-trioxabicyclo[5.1.]octane;4,4-Dimethyl-3,5,8-trioxabic-yclo[5,1,0]Octane
CBNumber: CB31452526
Molecular Formula: C7H12O3
Formula Weight: 144.17
MOL File: 57280-22-5.mol

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4,4-Dimethyl-3,5,8-trioxabic-yclo[5,1,0]Octane Property

Boiling point:: 179℃
Density: 1.071
refractive index: 1.4560 to 1.4600
Flash point:: 56℃
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
form: clear liquid
color: Colorless to Light yellow to Light orange
InChI: InChI=1S/C7H12O3/c1-7(2)8-3-5-6(10-5)4-9-7/h5-6H,3-4H2,1-2H3
InChIKey: GEKNCWQQNMEIMS-UHFFFAOYSA-N
SMILES: C12C(O1)COC(C)(C)OC2

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Safety

Hazard Codes: Xi
Risk Statements: 36-43
Safety Statements: 26-36/37-24/25
HS Code: 29329990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H317May cause an allergic skin reaction

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

TCI Chemical

Product number: D5200
Product name: 4,4-Dimethyl-3,5,8-trioxabicyclo[5.1.0]octane
Purity: >95.0%(GC)
Packaging: 1g
Price: $29
Updated: 2025/07/31

TCI Chemical

Product number: D5200
Product name: 4,4-Dimethyl-3,5,8-trioxabicyclo[5.1.0]octane
Purity: >95.0%(GC)
Packaging: 5g
Price: $103
Updated: 2025/07/31

TRC

Product number: D480778
Product name: 4,4-Dimethyl-3,5,8-trioxabicyclo[5.1.0]octane
Packaging: 25g
Price: $165
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FD29424
Product name: 4,4-Dimethyl-3,5,8-trioxabicyclo[5,1,0]octane
Packaging: 5G
Price: $40
Updated: 2021/12/16

Apolloscientific

Product number: OR302184
Product name: 4,4-Dimethyl-3,5,8-trioxabicyclo[5.1.0]octane
Packaging: 1g
Price: $66
Updated: 2021/12/16

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4,4-Dimethyl-3,5,8-trioxabic-yclo[5,1,0]Octane Chemical Properties,Usage,Production

Chemical Properties

Clear colorless to yellow liquid

Uses

4,4-Dimethyl-3,5,8-trioxabicyclo[5.1.0]octane is used in the CO2-mediated formation of chiral carbamates from meso-epoxides via polycarbonate intermediates and amine nucleophiles, which opens up a wide a wide range of CO2-based carbamate scaffolds with excellent yields and 99% enantiomeric excess.

Application

4, 4-dimethyl-3,5, 8-trioxane [5,1,0] octane is a key intermediate in the preparation of gadobinol. As a meso epoxide, it could be used to obtain optically pure ABT derivatives through Ti(IV)/BINOL catalyzed asymmetric aminolysis[1].

Synthesis

1003-83-4

57280-22-5

1) 1810 kg of 4,7-dihydro-2,2-dimethyl-1,3-dioxepin (Compound A-3), 1730 kg of acetonitrile, 1480 kg of methanol, and 1920 kg of water were added to the reaction vessel, followed by 15.1 kg of disodium hydrogen phosphate; the reaction solution was stirred and heated. 2) 1990 kg of 27% hydrogen peroxide and 1086 kg of aqueous 1 M sodium hydroxide were added to the reactor, and the reaction temperature was controlled at 60-80°C; the pH was maintained at 7-9.5 during the reaction. 3) After the reaction was completed, the reaction solution was stirred to room temperature for 8 to 9 hours. 4) 2880 kg of saturated brine and 6335 kg of dichloromethane were sequentially added to the reactor, and the organic phase was separated after stirring. 5) Add 4010 kg of sodium sulfite solution to the organic phase, stir and dry the organic phase. 6) After drying, the organic phase was filtered and the solvent was removed by distillation at 40°C to obtain a crude product of 4,4-dimethyl-3,5,8-trioxabicyclo[5.1.0]octane (Compound A). (7) The crude compound A was subjected to decompression distillation to obtain the pure compound A (1820 kg, total yield: 85.2%), which was tested to be ≥99.6% pure.

References

[1] Bao H, et al. Insight into the Mechanism of the Asymmetric Ring-Opening Aminolysis of 4,4-Dimethyl-3,5,8-trioxabicyclo[5.1.0]octane Catalyzed by Titanium/BINOLate/Water System: Evidence for the Ti(BINOLate)2-Bearing Active Catalyst Entities and the Role of Water. Journal of the American Chemical Society, 2008; 130: 10116–10127.

4,4-Dimethyl-3,5,8-trioxabic-yclo[5,1,0]Octane Preparation Products And Raw materials

Raw materials

Preparation Products

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4,4-Dimethyl-3,5,8-trioxabic-yclo[5,1,0]Octane Suppliers

Americas 1 China 261 Europe 1 France 1 India 10 Japan 1 South Korea 1 Switzerland 1 United Kingdom 4 United States 9 Global 290

Cangzhou Weizhidamei Pharmaceutical Co., Ltd.

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J & K SCIENTIFIC LTD.

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Beijing HwrkChemical Technology Co., Ltd

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View Lastest Price from 4,4-Dimethyl-3,5,8-trioxabic-yclo[5,1,0]Octane manufacturers

HANGZHOU HAILAN CHEMICAL CO.,LTD.

Product: 4,4-Dimethyl-3,5,8-trioxabic-yclo[5,1,0]Octane 57280-22-5
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%min
Supply Ability: 2000kgs
Release date: 2025-08-16

Shaanxi Dideu New Materials Co. Ltd

Product: 4,4-Dimethyl-3,5,8-trioxabic-yclo[5,1,0]Octane 57280-22-5
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99.0%
Supply Ability: 10000KGS
Release date: 2025-05-26

Hebei Chuanghai Biotechnology Co., Ltd

Product: 4,4-Dimethyl-3,5,8-trioxabic-yclo[5,1,0]Octane 57280-22-5
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 mt
Release date: 2025-03-21

57280-22-5, 4,4-Dimethyl-3,5,8-trioxabic-yclo[5,1,0]OctaneRelated Search:

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China biggest manufacturer 4,4-Dimethyl-3,5,8-trioxabic-yclo[5,1,0]Octane 57280-22-5

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57280-22-5

572780-22-5

57280-22-5