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Dimethyl dicarbonate

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Dimethyl dicarbonate

EINECS 224-859-8
CAS No. 4525-33-1 Density 1.243 g/cm3
Solubility Melting Point 15-17oC
Formula C4H6O5 Boiling Point 171.4 °C at 760 mmHg
Molecular Weight 134.09 Flash Point 80 °C
Transport Information UN 2927 6.1/PG 2 Appearance
Safety 18-26-28-36/37/39-38-45 Risk Codes 21/22-23-34
Molecular Structure Molecular Structure of 4525-33-1 (Dicarbonic acid,C,C'-dimethyl ester) Hazard Symbols ToxicT
Synonyms

Dicarbonicacid, dimethyl ester (9CI);Formic acid, oxydi-, dimethyl ester (7CI,8CI);Dimethyl pyrocarbonate;Methyl pyrocarbonate;Pyrocarbonic acid dimethyl ester;Velcorin;

 

Dimethyl dicarbonate Specification

The CAS registry number of Dimethyl dicarbonate is 4525-33-1. Its EINECS registry number is 224-859-8. The IUPAC name is methoxycarbonyl methyl carbonate. In addition, the molecular formula is C4H6O5 and the molecular weight is 134.09. It is also called Dicarbonic acid,C,C'-dimethyl ester. What's more, it is a colourless liquid with a sharp odour. What's more, it should be stored in sealed container, and placed in a cool, ventilated and dry place.

Physical properties about this chemical are: (1)ACD/LogP: 0.42; (2)ACD/LogD (pH 5.5): 0.42; (3)ACD/LogD (pH 7.4): 0.42; (4)ACD/BCF (pH 5.5): 1.23; (5)ACD/BCF (pH 7.4): 1.23; (6)ACD/KOC (pH 5.5): 40.33; (7)ACD/KOC (pH 7.4): 40.33; (8)#H bond acceptors: 5; (9)#Freely Rotating Bonds: 4; (10)Polar Surface Area: 61.83 Å2; (11)Index of Refraction: 1.395; (12)Molar Refractivity: 25.87 cm3; (13)Molar Volume: 107.8 cm3; (14)Polarizability: 10.25 ×10-24cm3; (15)Surface Tension: 33.9 dyne/cm; (16)Density: 1.242 g/cm3; (17)Flash Point: 80 °C; (18)Enthalpy of Vaporization: 40.78 kJ/mol; (19)Boiling Point: 171.4 °C at 760 mmHg; (20)Vapour Pressure: 1.4 mmHg at 25 °C.

Uses of Dimethyl dicarbonate: it is used as a beverage preservative or processing aid or sterilant. And it can be used as a preservative in wine as a replacement to sulfur dioxide, inactivating wine spoilage yeasts such as Brettanomyces. Moreover, it can be used to stabilise non alcoholic beverages such as carbonated or non carbonated juice beverages, isotonic sports beverages, iced teas and flavoured waters. In addition, it can react with furan-2-carboxylic acid to get furan-2-carboxylic acid methyl ester. This reaction will need reagent 4-dimethylaminopyridine and solvent tetrahydrofuran. The reaction time is 88 hours. The yield is about 97%.

Dimethyl dicarbonate can react with furan-2-carboxylic acid to get furan-2-carboxylic acid methyl ester

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation and in contact with skin. And it can cause burns. You should handle and open container with care. During using it, wear suitable protective clothing, gloves and eye/face protection. In case of insufficient ventilation, wear suitable respiratory equipment. What's more, in case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If it contact with your skin, wash it immediately with plenty of ... (to be specified by the manufacturer). In addition, in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.).

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OC)OC(=O)OC
(2)InChI: InChI=1/C4H6O5/c1-7-3(5)9-4(6)8-2/h1-2H3
(3)InChIKey: GZDFHIJNHHMENY-UHFFFAOYAQ

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 589mg/kg (589mg/kg)   Weisheng Dulixue Zazhi. Journal of Health Toxicology. Vol. 6, Pg. 104, 1992.
rat LC50 inhalation 711mg/m3/4H (711mg/m3) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
National Technical Information Service. Vol. OTS0545284,
rat LD50 oral 260mg/kg (260mg/kg)   Weisheng Dulixue Zazhi. Journal of Health Toxicology. Vol. 6, Pg. 104, 1992.

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