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ChemicalBook >> CAS DataBase List >>Dimethyl dicarbonate

Dimethyl dicarbonate

CAS No.
4525-33-1
Chemical Name:
Dimethyl dicarbonate
Synonyms
velcorin;DimethylDicarbonate(Dmdc);Dimethyldicarbonat;methylpyrocarbonate;DIMETHYL DICARBONATE;Rimonabant Impurity 1;DIMETHYL PYROCARBONATE;dialkaneacidimethyl ester;oxydi-formicacidimethylester;DICARBONIC ACID DIMETHYL ESTER
CBNumber:
CB9496174
Molecular Formula:
C4H6O5
Molecular Weight:
134.09
MDL Number:
MFCD00008419
MOL File:
4525-33-1.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 06:11:47
Product description Number Pack Size Price
Dimethyl dicarbonate for synthesis 8.18758 100mL $345
Dimethyl dicarbonate for synthesis. CAS 4525-33-1, chemical formula (CH OCO) O., for synthesis 8.18758 8187580100 $121
Dimethyl Dicarbonate 447184 500mg $425
Dimethyl Dicarbonate 447184 1g $638
Dimethyl Dicarbonate TRC-D473715-5G 5g $1438
More product size

Dimethyl dicarbonate Properties

Melting point 15-17°C
Boiling point 45-46 °C5 mm Hg(lit.)
Density 1.25 g/mL at 25 °C(lit.)
vapor pressure 0.7 hPa (20 °C)
refractive index n20/D 1.392(lit.)
Flash point 80 °C
storage temp. Store below +30°C.
solubility 35g/l (decomposition)
form Oil
color Colourless
explosive limit 3-29.9%(V)
Water Solubility 35g/L (decomposition)
BRN 956715
Henry's Law Constant 2.2×10-2 mol/(m3Pa) at 25℃, HSDB (2015)
Stability Moisture Sensitive
InChI 1S/C4H6O5/c1-7-3(5)9-4(6)8-2/h1-2H3
InChIKey GZDFHIJNHHMENY-UHFFFAOYSA-N
SMILES O(C)C(=O)OC(=O)OC
LogP 0.082 (est)
Substances Added to Food (formerly EAFUS) DIMETHYL DICARBONATE
FDA UNII 1AY9229ZMG
EPA Substance Registry System Dicarbonic acid, dimethyl ester (4525-33-1)
UNSPSC Code 12352108
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Corrosion (GHS05)Skull and Crossbones (GHS06)
GHS05,GHS06
Signal word  Danger
Hazard statements  H302-H314-H330
Precautionary statements  P260-P280-P301+P312-P303+P361+P353-P304+P340+P310-P305+P351+P338
Hazard Codes  T
Risk Statements  21/22-23-34
Safety Statements  18-26-28-36/37/39-38-45
RIDADR  UN 2927 6.1/PG 2
WGK Germany  3
RTECS  HT0362500
9-21
Autoignition Temperature 465 °C
TSCA  TSCA listed
HS Code  2920 90 10
HazardClass  6.1(a)
PackingGroup  II
Storage Class 6.1A - Combustible, acute toxic Cat. 1 and 2
very toxic hazardous materials
Hazard Classifications Acute Tox. 2 Inhalation
Acute Tox. 4 Oral
Eye Dam. 1
Skin Corr. 1B
Hazardous Substances Data 4525-33-1(Hazardous Substances Data)
Toxicity LD50 orally in Rabbit: 335 mg/kg LD50 dermal Rat > 1250 mg/kg
Limited Quantities 100ml (liquid) or 0.5 Kg (solid)
Excepted Quantities Max Inner Pack (1g or 1ml) and Max Outer Pack (500g or 500ml)

Dimethyl dicarbonate price More Price(36)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.18758 Dimethyl dicarbonate for synthesis 4525-33-1 100mL $345 2026-04-30 Buy
Sigma-Aldrich 8.18758 Dimethyl dicarbonate for synthesis. CAS 4525-33-1, chemical formula (CH OCO) O., for synthesis 4525-33-1 8187580100 $121 2021-12-16 Buy
Usbiological 447184 Dimethyl Dicarbonate 4525-33-1 500mg $425 2026-06-03 Buy
Usbiological 447184 Dimethyl Dicarbonate 4525-33-1 1g $638 2026-06-03 Buy
TRC TRC-D473715-5G Dimethyl Dicarbonate 4525-33-1 5g $1438 2026-06-03 Buy
Product number Packaging Price Buy
8.18758 100mL $345 Buy
8.18758 8187580100 $121 Buy
447184 500mg $425 Buy
447184 1g $638 Buy
TRC-D473715-5G 5g $1438 Buy

Dimethyl dicarbonate Chemical Properties,Uses,Production

Description

Dimethyl dicarbonate (DMDC), also known as Viguolin, is a kind of fruit juice beverage preservative (INS No. 242) that is allowed to be used in my country's food additive use standards. Under normal or even low temperature conditions, DMDC has a strong ability to kill many contaminating bacteria in fruit juice drinks, and its antiseptic effect is closely related to the modification and inactivation of key enzyme proteins in the bacteria by DMDC. Compared with other physical sterilization technologies, the use of DMDC is low in cost, simple and safe to operate, and does not affect the taste, smell and color of the product. It has become one of the hotspots in the research of emerging non-thermal sterilization technologies. 

Mechanism of action

Dimethyl dicarbonate has been approved by FDA for use as a yeast inhibitor in bottled wines ( FR Oct. 21 , 1988 ) .It is highly reactive and can react chemically with a variety of reactive groups (such as sulfhydryl, hydroxyl, amino and carboxyl). Among them, the researchers focused on the characteristics of the reaction between pyrocarbonate compounds and enzyme proteins. The results show that in the reaction between enzyme protein and pyrocarbonate compounds, the imidazole group in histidine residues in the enzyme protein is mainly involved in the reaction to form methyl (or ethyl) oxyformyl imidazole group. In addition, studies have also found that many enzymes (such as bovine brain tissue succinate semialdehyde reductase, nucleic acid hydrolase, alcohol dehydrogenase, etc.) have been modified by pyrocarbonate compounds, their enzyme activity has been significantly reduced, and the enzyme activity has decreased and the enzyme activity has decreased. The degree of histidine modification in the protein has a significant correlation.

Uses

Dimethyl dicarbonate (DMDC), a chemical used to combat brettanomyces in wine, is classified as an additive.DMDC is allowed for the preservation of nonalcoholic flavored drinks, alcohol-free wine, and liquid-tea concentrate in ingoing amounts up to 250 mg/L.Because of its reactivity to nucleophilic groups present in proteins, it easily binds to these, which, in the case of enzymes, leads to inactivation of these and hence to inactivation of microorganisms.150In an aqueous medium, it undergoes complete hydrolysis to methanol and carbon dioxide within a few hours. The EC Directive provides a remark that dimethyl dicarbonate residues are not detectable in drinks.

Preparation

In a 2000ml reaction flask, add 400g methyl chloroformate (industrial grade), 400ml dichloromethane, add 143.82g dodecyldimethylbenzylammonium chloride, stir and cool to 5-15°C, Add 1166gl 4% sodium hydroxide aqueous solution dropwise. After the addition is complete, let stand for layering. Discard the water layer. Add 32g 85% sulfuric acid to the organic layer. Stir for 1.5 hours at room temperature. Separate the layers. Add anhydrous magnesium sulfate to dry the organic layer and filter. , Then vacuum distillation, first remove the solvent, and then collect the 200Pa, 30°C -35°C distillate to obtain 232g of colorless liquid product dimethyl dicarbonate, yield 81.9%, freezing point 17°C, GC purity 99.9%.

Safety Profile

Dimethyl dicarbonate (Velcorinor DMDC) is now used as a preservative in many countries but its toxicity requires the use of special dispensing equipment. Dimethyl dicarbonate decom-poses to CHgOH and CO2 in a product and its maximum rate of addition is typi-cally 0.025 wt%.
DMDC is used in the beverage industry for supplemental microbial control in beverages during the final stages of filling. It is added to beverages, whose viable microorganism load was previously reduced by other technologies, immediately prior to bottling, canning, or other forms of final packaging. To ensure its safe use, the agency set the maximum amount of DMDC that may be added to food at 250 parts per million (ppm). DMDC is currently approved under §?172.133(b)(1) and (b)(2) as an inhibitor of yeast in various beverages under normal circumstances of bottling or canning where the viable yeast count has been reduced to 500 per milliliter (mL) or less by current good manufacturing practices. DMDC is also approved under §?172.133(b)(3) and (b)(4) as an inhibitor of yeast in additional beverages. During its review of the subject petition, FDA found that restrictions given in paragraphs (b)(1) and (b)(2) were inadvertently omitted from paragraphs (b)(3) and (b)(4).
https://www.federalregister.gov/documents/2001/03/07/01-5511/food-additives-permitted-for-direct-addition-to-food-for-human-consumption-dimethyl-dicarbonate

Chemical Properties

Dimethyl dicarbonate (DMDC) is a colourless liquid with a slightly pungent aroma. It is primarily used as a beverage preservative, processing aid, or sterilant (Enumber 242). The application of DMDC is particularly useful when wine needs to be sterilized but cannot be sterile filtered, pasteurized, or sulfured. DMDC is also used to stabilize non-alcoholic beverages such as carbonated or non-carbonated juice beverages, isotonic sports beverages, iced teas, and flavored waters.

Uses

Dimethyl Dicarbonate(DMDC) is a microbial control agent used in wine; ready-to-drink teas; nonjuice-containing beverages; carbonated,dilute beverages containing juice, fruit flavor or both with the juice content not exceeding 50%.
Dimethyl Dicarbonate has been commonly used as a antimicrobial agent for a broad spectrum of microorganisms. The primary target microorganisms of DMDC are yeasts, including Saccharomyces, Zygosaccharomyces, Rhodotorula, Candida, Pichia, Torulopsis, Torula, Endomyces, Kloeckera and Hansenula. DMDC is also bactericidal to a number of species including Acetobacter pasteurianus, Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, several Lactobacillus species and Pediococcus cerevisiae DMDC has also been shown to be bactericidal against Escherichia coli O157:H7.
The antimicrobial effect of DMDC results from the deactivation of microbial enzymes, mainly through reaction with protein imidazole and amine groups, leading to the destruction of the microorganisms. The remaining unreacted DMDC breaks down rapidly into methanol and carbon dioxide. The DMDC activity is based on the hydrolysis rate. Hydrolysis occurs when DMDC reacts with water and the rate is dependent on the temperature of the beverage or wine. It takes about four hours at 10°C (50°F) or two hours at 20°C (68°F) for DMDC completely breaking down.

Definition

ChEBI: Velcorin is an organooxygen compound. It is functionally related to a carbonic acid.

Biochem/physiol Actions

Dimethyl dicarbonate (DMDC; Velcorin) is a colourless liquid with an ester-like pungent odour. DMDC is soluble in water (3.65% solubility), aqueous solutions (e.g. beverages) and alcohol, where it is quickly hydrolysed. This hydrolysis is a quick process: 1 hour at 30°C and within 5 hours at 10°C. DMDC solidifies below 17 °C. It acts as a microbial control agent by inhibiting the enzymes acetate kinase and L-glutamic acid decarboxylase. DMDC undergoes hydrolyses in the presence of water to form primarily methanol and carbon dioxide, which are natural components of fruit and alcoholic drinks.

Purification Methods

Dissolve it in Et2O, shake this with a small volume of 0.1N HCl, dry Et2O with Na2SO4 and distil in in vacuo below 100o to give a clear liquid. It decomposes to CO2 and dimethyl carbonate on heating at 123-149o. It is readily hydrolysed by H2O and is a yeast inhibitor and an IRRITANT. [Brysov et al. J Org Chem USSR 10 2551 1974, Boehm & Mehta Chem Ber 71 1797 1938, Beilstein 3 IV 17.]

79-22-1
4525-33-1
Synthesis of Dimethyl dicarbonate from Methyl chloroformate

Dimethyl dicarbonate Preparation Products And Raw materials

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Related articles

  • What is Dimethyl dicarbonate?
  • ?Dimethyl dicarbonate (DMDC), also known as Viguolin, is a kind of fruit juice beverage preservative (INS No. 242) that is all....
  • Aug 25,2021

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DIMETHYL DICARBONATE pictures 2026-06-08 DIMETHYL DICARBONATE
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0.99 RongNa Biotechnology Co.,Ltd
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$55.60 1KG 99.5% 5000kg Hebei Chuanghai Biotechnology Co,.LTD
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$10.00 1KG 99% 10 mt Hebei Chuanghai Biotechnology Co., Ltd
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