2,2-DIMETHYL-1,3-DIOXAN-5-ONE
- Product Name
- 2,2-DIMETHYL-1,3-DIOXAN-5-ONE
- CAS No.
- 74181-34-3
- Chemical Name
- 2,2-DIMETHYL-1,3-DIOXAN-5-ONE
- Synonyms
- AKOS 33;2,2-DIMETHYL-1,3-DIOXAN-5-ONE;2,2-DIMETHYL-1,3-DIOXANE-5-ONE;1,3-Dioxan-5-one, 2,2-dimethyl-;2,2-Dimethyl-1,3-dioxan-5-one>2,2-Dimethyl-1,3-dioxan-5-one,97%;2,2-Dimethyl-1,3-dioxan-5-one,99%;2,2-Dimethyl-1,3-dioxan-5-one, tech. 90%;2,2-Dimethyl-1,3-dioxan-5-one, technical, 90%
- CBNumber
- CB6348744
- Molecular Formula
- C6H10O3
- Formula Weight
- 130.14
- MOL File
- 74181-34-3.mol
2,2-DIMETHYL-1,3-DIOXAN-5-ONE Property
- Boiling point:
- 40-46°C/14mm
- Density
- 1,09 g/cm3
- refractive index
- 1.4315
- Flash point:
- >110°C
- storage temp.
- Inert atmosphere,Store in freezer, under -20°C
- solubility
- Chloroform (Sparingly), Ethyl Acetate (Slightly)
- form
- clear liquid
- color
- Colorless to Light yellow to Light orange
- Water Solubility
- Miscible with water and most organic solvents.
- Sensitive
- Air & Moisture Sensitive
- BRN
- 3061933
- InChI
- InChI=1S/C6H10O3/c1-6(2)8-3-5(7)4-9-6/h3-4H2,1-2H3
- InChIKey
- ASFQDNDZFGFMMP-UHFFFAOYSA-N
- SMILES
- O1CC(=O)COC1(C)C
- CAS DataBase Reference
- 74181-34-3(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38-41-37/38
- Safety Statements
- 26-37/39-39-24/25
- RIDADR
- 1993
- HazardClass
- 3
- PackingGroup
- III
- HS Code
- 29141900
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H226Flammable liquid and vapour
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P233Keep container tightly closed.
P240Ground/bond container and receiving equipment.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P370+P378In case of fire: Use … for extinction.
P403+P235Store in a well-ventilated place. Keep cool.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- D2397
- Product name
- 2,2-Dimethyl-1,3-dioxan-5-one
- Purity
- >97.0%(GC)
- Packaging
- 1g
- Price
- $155
- Updated
- 2025/07/31
- Product number
- D2397
- Product name
- 2,2-Dimethyl-1,3-dioxan-5-one
- Purity
- >97.0%(GC)
- Packaging
- 5g
- Price
- $523
- Updated
- 2025/07/31
- Product number
- D472840
- Product name
- 2,2-Dimethyl-1,3-dioxan-5-one
- Packaging
- 1g
- Price
- $130
- Updated
- 2021/12/16
- Product number
- D472840
- Product name
- 2,2-Dimethyl-1,3-dioxan-5-one
- Packaging
- 5g
- Price
- $425
- Updated
- 2021/12/16
- Product number
- D472840
- Product name
- 2,2-Dimethyl-1,3-dioxan-5-one
- Packaging
- 10g
- Price
- $770
- Updated
- 2021/12/16
2,2-DIMETHYL-1,3-DIOXAN-5-ONE Chemical Properties,Usage,Production
Chemical Properties
clear yellow liquid
Uses
2,2-Dimethyl-1,3-dioxan-5-one is used in the preparation of 2,2-dimethyl-[1,3]dioxan-5-ol by reducing with lithium aluminum hydride. It is also used in the annulation of bete-(hetero)aryl-alfa-nitro-alfa,beta-enals.
Synthesis
53104-32-8
74181-34-3
The general procedure for the synthesis of 2,2-dimethyl-1,3-dioxan-5-one from 5-amino-2,2-dimethyl-1,3-dioxan-5-methanol was as follows: first, 2,2-dimethoxypropane (21.5 mL, 175 mmol) and p-toluenesulfonic acid monohydrate (1.58 g, 7.93 mmol) were added to a solution of tris(hydroxymethyl)aminomethane ( 25.2 g, 159 mmol) in a solution of N,N-dimethylformamide (DMF, 180 mL). The reaction mixture was stirred at room temperature for 22 hours. After completion of the reaction, the mixture was diluted with ethyl acetate and neutralized with the addition of triethylamine. Subsequently, the solvent was concentrated under reduced pressure to remove the solvent and the crude product obtained was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate, 5:1) to afford 2,2-dimethyl-5-amino-5-hydroxymethyl-1,3-dioxane (20.9 g, 78% yield) as a colorless solid. The structure of this intermediate was confirmed by 1H NMR (400 MHz, CDCl3): δ 3.80 (d, J = 12.0 Hz, 2H), 3.60 (d, J = 12.0 Hz, 2H), 3.53 (s, 2H), 2.61 (s, 2H), 1.45 (s, 3H), 1.41 (s, 3H). Next, the above intermediate (10.2 g, 62.1 mmol) was dissolved in water (60 mL) and potassium dihydrogen phosphate (KH2PO4, 8.51 g, 621 mmol) was added. An aqueous solution of sodium periodate (NaIO4) (0.5 M, 125 mL, 63 mmol) was slowly added dropwise at 0 °C. After completion of the dropwise addition, the reaction mixture was stirred for 1 h at room temperature. After completion of the reaction, the product was extracted with dichloromethane and the organic layer was washed sequentially with 5% aqueous sodium thiosulfate and saturated saline and dried over anhydrous sodium sulfate. Finally, the solvent was removed by concentration under reduced pressure to afford the target compound 2,2-dimethyl-1,3-dioxan-5-one (7.35 g, 91% yield) as a colorless oil. Its structure was confirmed by 1H NMR (400 MHz, CDCl3): δ 4.15 (s, 4H), 1.45 (s, 6H).
References
[1] Australian Journal of Chemistry, 2001, vol. 54, # 12, p. 769 - 776
[2] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 21, p. 5891 - 5901
[3] Helvetica Chimica Acta, 2003, vol. 86, # 7, p. 2458 - 2470
[4] Synthesis, 1998, # 6, p. 879 - 882
[5] Canadian Journal of Chemistry, 1995, vol. 73, # 10, p. 1616 - 1626
2,2-DIMETHYL-1,3-DIOXAN-5-ONE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2,2-DIMETHYL-1,3-DIOXAN-5-ONE manufacturers
- Product
- 2,2-DIMETHYL-1,3-DIOXAN-5-ONE 74181-34-3
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- Customized
- Release date
- 2019-06-24