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ChemicalBook >> CAS DataBase List >>2,2-DIMETHYL-1,3-DIOXAN-5-ONE

2,2-DIMETHYL-1,3-DIOXAN-5-ONE

CAS No.
74181-34-3
Chemical Name:
2,2-DIMETHYL-1,3-DIOXAN-5-ONE
Synonyms
2,2-DIMETHYL-1,3-DIOXANE-5-ONE;AKOS 33;2,2-DIMETHYL-1,3-DIOXAN-5-ONE;2,2-dimethyl-1,3-dialkane-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
Molecular Weight:
130.14
MDL Number:
MFCD00671514
MOL File:
74181-34-3.mol
MSDS File:
SDS
Last updated:2026-05-28 06:09:06
Product description Number Pack Size Price
2,2-Dimethyl-1,3-dioxan-5-one >97.0%(GC) D2397 1g $85
2,2-Dimethyl-1,3-dioxan-5-one >97.0%(GC) D2397 5g $285
2,2-Dimethyl-1,3-dioxan-5-one TRC-D472840-5G 5g $581
2,2-Dimethyl-1,3-dioxan-5-one TRC-D472840-1G 1g $179
2,2-Dimethyl-1,3-dioxan-5-one TRC-D472840-10G 10g $1046
More product size

2,2-DIMETHYL-1,3-DIOXAN-5-ONE Properties

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

Risk and Safety Statements

Symbol(GHS)  Flame (GHS02)
GHS02
Signal word  Warning
Hazard statements  H226
Precautionary statements  P210-P233-P240-P241+P242+P243-P280-P303+P361+P353-P370+P378-P403+P235-P501
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
Limited Quantities 5.0 L (1.3 gallons) (liquid)
Excepted Quantities Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
NFPA 704
1
0 0

2,2-DIMETHYL-1,3-DIOXAN-5-ONE price More Price(59)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical D2397 2,2-Dimethyl-1,3-dioxan-5-one >97.0%(GC) 74181-34-3 1g $85 2026-04-30 Buy
TCI Chemical D2397 2,2-Dimethyl-1,3-dioxan-5-one >97.0%(GC) 74181-34-3 5g $285 2026-04-30 Buy
TRC TRC-D472840-5G 2,2-Dimethyl-1,3-dioxan-5-one 74181-34-3 5g $581 2026-06-03 Buy
TRC TRC-D472840-1G 2,2-Dimethyl-1,3-dioxan-5-one 74181-34-3 1g $179 2026-06-03 Buy
TRC TRC-D472840-10G 2,2-Dimethyl-1,3-dioxan-5-one 74181-34-3 10g $1046 2026-06-03 Buy
Product number Packaging Price Buy
D2397 1g $85 Buy
D2397 5g $285 Buy
TRC-D472840-5G 5g $581 Buy
TRC-D472840-1G 1g $179 Buy
TRC-D472840-10G 10g $1046 Buy

2,2-DIMETHYL-1,3-DIOXAN-5-ONE Chemical Properties,Uses,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

(5-AMINO-2,2-DIMETHYL-[1,3]DIOXAN-5-YL)-METHANOL

53104-32-8

2,2-DIMETHYL-1,3-DIOXAN-5-ONE

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

53104-32-8
74181-34-3
Synthesis of 2,2-DIMETHYL-1,3-DIOXAN-5-ONE from (5-AMINO-2,2-DIMETHYL-[1,3]DIOXAN-5-YL)-METHANOL
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View Lastest Price from 2,2-DIMETHYL-1,3-DIOXAN-5-ONE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2,2-DIMETHYL-1,3-DIOXAN-5-ONE pictures 2019-07-06 2,2-DIMETHYL-1,3-DIOXAN-5-ONE
74181-34-3
$1.00 1KG 99% Career Henan Chemical Co

2,2-DIMETHYL-1,3-DIOXAN-5-ONE Spectrum

AKOS 33 2,2-DIMETHYL-1,3-DIOXAN-5-ONE 2,2-Dimethyl-1,3-dioxan-5-one, tech. 90% 2,2-Dimethyl-1,3-dioxan-5-one,99% 2,2-Dimethyl-1,3-dioxan-5-one,97% 2,2-Dimethyl-1,3-dioxan-5-one, technical, 90% 2,2-Dimethyl-1,3-dioxan-5-one> 1,3-Dioxan-5-one, 2,2-dimethyl- 2,2-dimethyl-1,3-dialkane-5-one 2,2-DIMETHYL-1,3-DIOXANE-5-ONE 74181-34-3 Dioxanes Dioxanes & Dioxolanes Dioxanes Dioxanes & Dioxolanes
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