CAS No.2033-24-1,2,2-Dimethyl-1,3-dioxane-4,6-dione Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	2033-24-1
Name:	2,2-Dimethyl-1,3-dioxane-4,6-dione
Article Data:	56

Formula:	C₆H₈O₄
Molecular Weight:	144.127
Synonyms:	2,2-Dimethyl-1,3-dioxan-4,6-dione;2,2-Dimethyl-4,6-dioxo-1,3-dioxane;2,2-Dimethyl-m-dioxane-4,6-dione;2,2-Propanediol cyclic malonate;Cyclic isopropylidene malonate;Isopropylidenemalonate;Meldrumic acid;
EINECS:	217-992-8
Density:	1.201 g/cm³
Melting Point:	92-96 °C(lit.)
Boiling Point:	356.7 °C at 760 mmHg
Flash Point:	195.1 °C
Solubility:	2.5 g/100 mL (20 °C) in water
Appearance:	white to beige crystals
Hazard Symbols:	Xi, T
Risk Codes:	36/37/38-45
Safety:	37/39-24/25-53-45-36-26
PSA:	52.60000
LogP:	0.21260

Synthetic route

: 34107-52-3
2,2-dimethyl-5-(phenyl-λ3-iodaneylidene)-1,3-dioxane-4,6-dione

A: 2033-24-1
cycl-isopropylidene malonate

B: 591-50-4
iodobenzene

C: 67-64-1
acetone

Conditions

Conditions	Yield
With dirhodium tetraacetate In dichloromethane at 20℃; Product distribution;	A 33% B 100% C 5%

...Expand

: 5-(bis(4-tert-phenyl)methyl)-2,2-dimethyl-1,3-dioxane-4,6-dione

A: 2033-24-1
cycl-isopropylidene malonate

B: 19099-48-0
1,1-bis(4-t-butylphenyl)methane

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 760.051 Torr; for 24h;	A n/a B 99%

: 5-((2-methoxyphenyl)(phenyl)methyl)-2,2-dimethyl-1,3-dioxane-4,6-dione

A: 2033-24-1
cycl-isopropylidene malonate

B: 883-90-9
o-benzyl anisole

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 760.051 Torr; for 24h;	A n/a B 98%

: 1190929-81-7
5-(bis(4-methoxyphenyl)methyl)-2,2-dimethyl-1,3-dioxane-4,6-dione

A: 2033-24-1
cycl-isopropylidene malonate

B: 726-18-1
4,4'-dianisylmethane

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 760.051 Torr; for 24h;	A n/a B 96%

: 5-((4-(tert-butyl)phenyl)(phenyl)methyl)-2,2-dimethyl-1,3-dioxane-4,6-dione

A: 2033-24-1
cycl-isopropylidene malonate

B: 16251-99-3
1-benzyl-4-tert-butylbenzene

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 760.051 Torr; for 24h;	A n/a B 96%

: 5-((3-methoxyphenyl)(phenyl)methyl)-2,2-dimethyl-1,3-dioxane-4,6-dione

A: 2033-24-1
cycl-isopropylidene malonate

B: 23450-27-3
m-benzylanisole

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 760.051 Torr; for 24h;	A n/a B 95%

: 68695-08-9
6,6-dimethyl-4,8-dioxo-5,7-dioxa-1,2-diazaspiro<2.5>oct-1-ene

: 2033-24-1
cycl-isopropylidene malonate

Conditions

Conditions	Yield
With benzophenone In methanol Irradiation;	93%

: 5-(bis(3-methoxyphenyl)methyl)-2,2-dimethyl-1,3-dioxane-4,6-dione

A: 2033-24-1
cycl-isopropylidene malonate

B: 51095-48-8
bis(3-methoxyphenyl)methane

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 760.051 Torr; for 24h;	A n/a B 93%

: 5-(2-(4-isopropylphenyl)propan-2-yl)-2,2-dimethyl-1,3-dioxane-4,6-dione

A: 2033-24-1
cycl-isopropylidene malonate

B: 100-18-5
1,4-bis(1-methylethyl)benzene

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In ethyl acetate at 65℃; under 760.051 Torr; for 96h; Sealed tube;	A n/a B 91%

: 1190929-78-2
2,2-dimethyl-5-(2-(4-(octyloxy)phenyl)hexan-2-yl)-1,3-dioxane-4,6-dione

A: 2033-24-1
cycl-isopropylidene malonate

B: 1190929-84-0
1-(hexan-2-yl)-4-(octyloxy)benzene

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 760.051 Torr; for 24h;	A n/a B 90%

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Consensus Reports

Reported in EPA TSCA Inventory.

Standards and Recommendations

ASSAY: 98.0% min
LOSS ON DRYING: 0.5% max

Specification

Meldrum's acid , its cas register number is 2033-24-1. It also can be called 2,2-Dimethyl-1,3-dioxane-4,6-dione; 2,2-Dimethyl-4,6-dioxo-m-dioxane; 2,2-Dimethyl-m-dioxane-4,6-dione; Isopropylidene malonate; m-Dioxane-4,6-dione, 2,2-dimethyl-; 1,3-Dioxane-4,6-dione, 2,2-dimethyl- ; Malonic acid, cyclic isopropylidene ester (8CI). It is a brown white solid. Meldrum's acid is an intermediate for different organic syntheses. It is an important intermediate in syntheses of vitamins B1 and B6, barbiturate, non-steroidal anti-inflammatory agent, other numerous pharmaceutical, agrochemical and flavor & fragrance compound. As an alternative to its original preparation, Meldrum's acid can be synthesized from malonic acid, isopropenyl acetate, and catalytic sulfuric acid.

Physical properties about Meldrum's acid are: (1)ACD/LogP: -1.579; (2)ACD/LogD (pH 5.5): -1.58; (3)ACD/LogD (pH 7.4): -1.58; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 3.30; (7)ACD/KOC (pH 7.4): 3.30; (8)#H bond acceptors: 4; (9)Index of Refraction: 1.434; (10)Molar Refractivity: 31.24 cm³; (11)Molar Volume: 119.95 cm³; (12)Polarizability: 12.384 10-24cm³; (13)Surface Tension: 33.2239990234375 dyne/cm; (14)Density: 1.202 g/cm³; (15)Flash Point: 195.118 °C; (16)Enthalpy of Vaporization: 60.204 kJ/mol; (17)Boiling Point: 356.749 °C at 760 mmHg

When you are using Meldrum's acid, please be cautious about it as the following:
1. Wear suitable gloves and eye/face protection;
2. Avoid contact with skin and eyes;
3. Avoid exposure - obtain special instruction before use;
4. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);
5. Wear suitable protective clothing;
6. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C6H8O4/c1-6(2)9-4(7)3-5(8)10-6/h3H2,1-2H3;
(2)InChIKey=GXHFUVWIGNLZSC-UHFFFAOYSA-N;
(3)SmilesC1(OC(CC(O1)=O)=O)(C)C;

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	180mg/kg (180mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04102,

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