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1,3-bis(hydroxymethyl)-5,5-dimethylimidazolidine-2,4-dione

CAS 6440-58-0C7H12N2O4MW 188.08 g/mol

1,3-bis(hydroxymethyl)-5,5-dimethylimidazolidine-2,4-dione (CAS 6440-58-0) — formula C7H12N2O4, molecular weight 188.08 g/mol.

Product Overview

CAS Number6440-58-0
Molecular FormulaC7H12N2O4
Molecular Weight188.08 g/mol
Melting Point90 °C /OECD Guideline 102/
LogPlog Kow = -2.9
ApplicationsUses: CIR ingredient: DMDM Hydantoin, Used as a biocide in cosmetics with 0.6% the maximum allowable concentration in the EU, [Kanerva, p. 398, 407] Used as an antimicrobial pesticide in cleaning products, adhesives, air fresheners, caulks, hydraulic fluids, inks, metal working cutting fluids, paints, stains, coatings, paper and paperboard coatings, polishes, synthetic polymers, sealants, starch solutions, resin emulsions, textiles, and wax, [Reference #1], Metal Machining [Category: Heat or Machine], Pulp and Paper Processing [Category: Industry], Painting (Pigments, Binders, and Biocides) [Category: Paint], Working with Glues and Adhesives [Category: Other], Using Disinfectants or Biocides [Category: Clean], Textiles (Printing, Dyeing, or Finishing) [Category: Industry], For 1, 3-dimethylol-5, 5-dimethylhydantoin (USEPA, OPP Pesticide Code: 115501) ACTIVE products with label matches., SRP: Registered for use in the U.S. but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses., DMDM Hydantoin is a cosmetic preservative. It is described as being a broad-spectrum antimicrobial agent, effective against fungi, yeast, and gram-positive and gram-negative bacteria., DMDM Hydantoin is a preservative which is used in cosmetic products at concentrations up to 1%. This ingredient is a formaldehyde donor containing up to 2% of the free aldehyde in equilibrium with the hydantoin., Preserves and aids in the control of bacteria and fungi in liquid detergents, fabric softeners, household cleaning products, soft soaps, water-based paints for household and industrial use, room deodorizers and air fresheners, water-based surfactants, polymer emulsions, protective or decorative coatings, water-based gels for household and industrial products, water-based adhesives, sealants and caulks, latex for paper coatings, and water-based inks., Dantogard XL-1000, For more Uses (Complete) data for 1, 3-DIMETHYLOL-5, 5-DIMETHYLHYDANTOIN (10 total), please visit the HSDB record page., 1, 3-Dimethylol-5, 5-dimethylhydantoin (DMDM hydantoin) is an antimicrobial formaldehyde releaser preservative with the trade name Glydant. It is used in the cosmetics industry and found in products like shampoos, hair conditioners and skin care products. (L1896), Use Classification: Cosmetics -> Preservative, Industry Uses: Intermediate, Preservative, Consumer Uses: Preservative, Not Known or Reasonably Ascertainable, Household Products: Information on 803 consumer products that contain DMDM hydantoin in the following categories is provided:, • Auto Products, • Commercial, Institutional, • Home Maintenance, • Inside the Home, • Personal Care, • Pet Care, Methods of Manufacturing: DMDM Hydantoin is produced by reacting 3 to 5 moles of formaldehyde, as the 37% by weight aqueous solution, with 1 mole of dimethylhydantoin at 84 °C. A highly concentrated aqueous solution of the compound is prepared by reacting 2 moles of formaldehyde, as 37% formalin, with dimethylhydantoin at 38 to 50 °C, pH 8.1 to 8.3., Formulations, Preparations: It is available in solid and in aqueous solution forms, including low free formaldehyde versions of the latter., Troysan 680 (Troy Chemical Corporation): Active ingredient: 1, 2-benzisothiazolin-3-one 10.9%, 2, 4-Imidazolidinedione, 3-bis(hydroxymethyl)-5, 5-dimethyl- 12.5%, 1-(hydroxymethyl)-5, 5-dimethyl- 2.9%., Glycoserve LAD (Lonza Inc.): Active ingredient: 2, 4-imidazolidinedione, 5-dimethyl- 45.0%, 5-dimethyl- 10.0%., Glycoserve (Lonza Inc.): Active ingredient: 2, For more Formulations, Preparations (Complete) data for 1, 5-DIMETHYLHYDANTOIN (17 total), U.S. Production: 2023: 1, 275, 131 lb, 2022: 3, 043, 011 lb, 2021: 4, 514, 565 lb, 2020: 5, 849, 169 lb, This chemical is listed as an Extended High Production Volume (EHPV). Chemicals listed as EHPV were produced in or imported into the U.S. in >1 million pounds according to the 2002 Toxic Substances Control Act (TSCA) Inventory Update. The EHPV program is a voluntary initiative that allows companies to demonstrate that adequate screening data exist for organic HPV chemicals., Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#7145], Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: 2, 5-dimethyl-. Aggregated National Production Volume: 1 to < 10 million pounds., Non-confidential 2012 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: 2, 5-dimethyl-. National Production Volume: Withheld., General Manufacturing Information: All Other Chemical Product and Preparation Manufacturing, Other (requires additional information), 5-dimethyl-: ACTIVE, The composition of DMDM Hydantoin as determined by gas chromatography is as follows: 94-98% DMDM hydantoin, 2.5-3.0% monomethyloldimethylhydantoin, and other dimethylhydantoin formaldehyde products comprise the balance., Supplied as a 55.0% solution, Dantogard XL-1000 should be added to the formulation to be preserved at a rate of 1.0 to 10.0 lbs per 1, 000 lbs or 0.1% to 1.0% or 1, 000 to 10, 000 pp based upon the total weight of the product to be protected. If ... articles have been treated with Dantogard XL-1000, do not use them as components in materials used in food packaging and food-holding., DMDM hydantoin

Applications

Documented applications: Uses: CIR ingredient: DMDM Hydantoin, Used as a biocide in cosmetics with 0.6% the maximum allowable concentration in the EU, [Kanerva, p. 398, 407] Used as an antimicrobial pesticide in cleaning products, adhesives, air fresheners, caulks, hydraulic fluids, inks, metal working cutting fluids, paints, stains, coatings, paper and paperboard coatings, polishes, synthetic polymers, sealants, starch solutions, resin emulsions, textiles, and wax, [Reference #1], Metal Machining [Category: Heat or Machine], Pulp and Paper Processing [Category: Industry], Painting (Pigments, Binders, and Biocides) [Category: Paint], Working with Glues and Adhesives [Category: Other], Using Disinfectants or Biocides [Category: Clean], Textiles (Printing, Dyeing, or Finishing) [Category: Industry], For 1, 3-dimethylol-5, 5-dimethylhydantoin (USEPA, OPP Pesticide Code: 115501) ACTIVE products with label matches., SRP: Registered for use in the U.S. but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses., DMDM Hydantoin is a cosmetic preservative. It is described as being a broad-spectrum antimicrobial agent, effective against fungi, yeast, and gram-positive and gram-negative bacteria., DMDM Hydantoin is a preservative which is used in cosmetic products at concentrations up to 1%. This ingredient is a formaldehyde donor containing up to 2% of the free aldehyde in equilibrium with the hydantoin., Preserves and aids in the control of bacteria and fungi in liquid detergents, fabric softeners, household cleaning products, soft soaps, water-based paints for household and industrial use, room deodorizers and air fresheners, water-based surfactants, polymer emulsions, protective or decorative coatings, water-based gels for household and industrial products, water-based adhesives, sealants and caulks, latex for paper coatings, and water-based inks., Dantogard XL-1000, For more Uses (Complete) data for 1, 3-DIMETHYLOL-5, 5-DIMETHYLHYDANTOIN (10 total), please visit the HSDB record page., 1, 3-Dimethylol-5, 5-dimethylhydantoin (DMDM hydantoin) is an antimicrobial formaldehyde releaser preservative with the trade name Glydant. It is used in the cosmetics industry and found in products like shampoos, hair conditioners and skin care products. (L1896), Use Classification: Cosmetics -> Preservative, Industry Uses: Intermediate, Preservative, Consumer Uses: Preservative, Not Known or Reasonably Ascertainable, Household Products: Information on 803 consumer products that contain DMDM hydantoin in the following categories is provided:, • Auto Products, • Commercial, Institutional, • Home Maintenance, • Inside the Home, • Personal Care, • Pet Care, Methods of Manufacturing: DMDM Hydantoin is produced by reacting 3 to 5 moles of formaldehyde, as the 37% by weight aqueous solution, with 1 mole of dimethylhydantoin at 84 °C. A highly concentrated aqueous solution of the compound is prepared by reacting 2 moles of formaldehyde, as 37% formalin, with dimethylhydantoin at 38 to 50 °C, pH 8.1 to 8.3., Formulations, Preparations: It is available in solid and in aqueous solution forms, including low free formaldehyde versions of the latter., Troysan 680 (Troy Chemical Corporation): Active ingredient: 1, 2-benzisothiazolin-3-one 10.9%, 2, 4-Imidazolidinedione, 3-bis(hydroxymethyl)-5, 5-dimethyl- 12.5%, 1-(hydroxymethyl)-5, 5-dimethyl- 2.9%., Glycoserve LAD (Lonza Inc.): Active ingredient: 2, 4-imidazolidinedione, 5-dimethyl- 45.0%, 5-dimethyl- 10.0%., Glycoserve (Lonza Inc.): Active ingredient: 2, For more Formulations, Preparations (Complete) data for 1, 5-DIMETHYLHYDANTOIN (17 total), U.S. Production: 2023: 1, 275, 131 lb, 2022: 3, 043, 011 lb, 2021: 4, 514, 565 lb, 2020: 5, 849, 169 lb, This chemical is listed as an Extended High Production Volume (EHPV). Chemicals listed as EHPV were produced in or imported into the U.S. in >1 million pounds according to the 2002 Toxic Substances Control Act (TSCA) Inventory Update. The EHPV program is a voluntary initiative that allows companies to demonstrate that adequate screening data exist for organic HPV chemicals., Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#7145], Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: 2, 5-dimethyl-. Aggregated National Production Volume: 1 to < 10 million pounds., Non-confidential 2012 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: 2, 5-dimethyl-. National Production Volume: Withheld., General Manufacturing Information: All Other Chemical Product and Preparation Manufacturing, Other (requires additional information), 5-dimethyl-: ACTIVE, The composition of DMDM Hydantoin as determined by gas chromatography is as follows: 94-98% DMDM hydantoin, 2.5-3.0% monomethyloldimethylhydantoin, and other dimethylhydantoin formaldehyde products comprise the balance., Supplied as a 55.0% solution, Dantogard XL-1000 should be added to the formulation to be preserved at a rate of 1.0 to 10.0 lbs per 1, 000 lbs or 0.1% to 1.0% or 1, 000 to 10, 000 pp based upon the total weight of the product to be protected. If ... articles have been treated with Dantogard XL-1000, do not use them as components in materials used in food packaging and food-holding., DMDM hydantoin.

Technical Profile

What this product is

1,3-bis(hydroxymethyl)-5,5-dimethylimidazolidine-2,4-dione is a chemical compound with CAS registry number 6440-58-0 and molecular formula C7H12N2O4 (molecular weight 188.08 g/mol).

Identification

CAS number: 6440-58-0

Its molecular formula C7H12N2O4 comprises 7 C, 12 H, 2 N, 4 O atoms.

Also known as: 1,3-bis(hydroxymethyl)-5,5-dimethylimidazolidine-2,4-dione · 1,3-二羟甲基-5,5-二甲基海因 · Dimethyloldimethyl hydantoin

Frequently Asked Questions

What is the CAS number of 1,3-bis(hydroxymethyl)-5,5-dimethylimidazolidine-2,4-dione?

The CAS registry number of 1,3-bis(hydroxymethyl)-5,5-dimethylimidazolidine-2,4-dione is 6440-58-0.

What is the molecular formula and molecular weight of 1,3-bis(hydroxymethyl)-5,5-dimethylimidazolidine-2,4-dione?

Molecular formula C7H12N2O4, molecular weight 188.08 g/mol.

What other names is 1,3-bis(hydroxymethyl)-5,5-dimethylimidazolidine-2,4-dione known by?

It is also registered under: 1,3-bis(hydroxymethyl)-5,5-dimethylimidazolidine-2,4-dione, 1,3-二羟甲基-5,5-二甲基海因, Dimethyloldimethyl hydantoin.

What are the documented applications of 1,3-bis(hydroxymethyl)-5,5-dimethylimidazolidine-2,4-dione?

Recorded applications: Uses: CIR ingredient: DMDM Hydantoin, Used as a biocide in cosmetics with 0.6% the maximum allowable concentration in the EU, [Kanerva, p. 398, 407] Used as an antimicrobial pesticide in cleaning products, adhesives, air fresheners, caulks, hydraulic fluids, inks, metal working cutting fluids, paints, stains, coatings, paper and paperboard coatings, polishes, synthetic polymers, sealants, starch solutions, resin emulsions, textiles, and wax, [Reference #1], Metal Machining [Category: Heat or Machine], Pulp and Paper Processing [Category: Industry], Painting (Pigments, Binders, and Biocides) [Category: Paint], Working with Glues and Adhesives [Category: Other], Using Disinfectants or Biocides [Category: Clean], Textiles (Printing, Dyeing, or Finishing) [Category: Industry], For 1, 3-dimethylol-5, 5-dimethylhydantoin (USEPA, OPP Pesticide Code: 115501) ACTIVE products with label matches., SRP: Registered for use in the U.S. but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses., DMDM Hydantoin is a cosmetic preservative. It is described as being a broad-spectrum antimicrobial agent, effective against fungi, yeast, and gram-positive and gram-negative bacteria., DMDM Hydantoin is a preservative which is used in cosmetic products at concentrations up to 1%. This ingredient is a formaldehyde donor containing up to 2% of the free aldehyde in equilibrium with the hydantoin., Preserves and aids in the control of bacteria and fungi in liquid detergents, fabric softeners, household cleaning products, soft soaps, water-based paints for household and industrial use, room deodorizers and air fresheners, water-based surfactants, polymer emulsions, protective or decorative coatings, water-based gels for household and industrial products, water-based adhesives, sealants and caulks, latex for paper coatings, and water-based inks., Dantogard XL-1000, For more Uses (Complete) data for 1, 3-DIMETHYLOL-5, 5-DIMETHYLHYDANTOIN (10 total), please visit the HSDB record page., 1, 3-Dimethylol-5, 5-dimethylhydantoin (DMDM hydantoin) is an antimicrobial formaldehyde releaser preservative with the trade name Glydant. It is used in the cosmetics industry and found in products like shampoos, hair conditioners and skin care products. (L1896), Use Classification: Cosmetics -> Preservative, Industry Uses: Intermediate, Preservative, Consumer Uses: Preservative, Not Known or Reasonably Ascertainable, Household Products: Information on 803 consumer products that contain DMDM hydantoin in the following categories is provided:, • Auto Products, • Commercial, Institutional, • Home Maintenance, • Inside the Home, • Personal Care, • Pet Care, Methods of Manufacturing: DMDM Hydantoin is produced by reacting 3 to 5 moles of formaldehyde, as the 37% by weight aqueous solution, with 1 mole of dimethylhydantoin at 84 °C. A highly concentrated aqueous solution of the compound is prepared by reacting 2 moles of formaldehyde, as 37% formalin, with dimethylhydantoin at 38 to 50 °C, pH 8.1 to 8.3., Formulations, Preparations: It is available in solid and in aqueous solution forms, including low free formaldehyde versions of the latter., Troysan 680 (Troy Chemical Corporation): Active ingredient: 1, 2-benzisothiazolin-3-one 10.9%, 2, 4-Imidazolidinedione, 3-bis(hydroxymethyl)-5, 5-dimethyl- 12.5%, 1-(hydroxymethyl)-5, 5-dimethyl- 2.9%., Glycoserve LAD (Lonza Inc.): Active ingredient: 2, 4-imidazolidinedione, 5-dimethyl- 45.0%, 5-dimethyl- 10.0%., Glycoserve (Lonza Inc.): Active ingredient: 2, For more Formulations, Preparations (Complete) data for 1, 5-DIMETHYLHYDANTOIN (17 total), U.S. Production: 2023: 1, 275, 131 lb, 2022: 3, 043, 011 lb, 2021: 4, 514, 565 lb, 2020: 5, 849, 169 lb, This chemical is listed as an Extended High Production Volume (EHPV). Chemicals listed as EHPV were produced in or imported into the U.S. in >1 million pounds according to the 2002 Toxic Substances Control Act (TSCA) Inventory Update. The EHPV program is a voluntary initiative that allows companies to demonstrate that adequate screening data exist for organic HPV chemicals., Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#7145], Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: 2, 5-dimethyl-. Aggregated National Production Volume: 1 to < 10 million pounds., Non-confidential 2012 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: 2, 5-dimethyl-. National Production Volume: Withheld., General Manufacturing Information: All Other Chemical Product and Preparation Manufacturing, Other (requires additional information), 5-dimethyl-: ACTIVE, The composition of DMDM Hydantoin as determined by gas chromatography is as follows: 94-98% DMDM hydantoin, 2.5-3.0% monomethyloldimethylhydantoin, and other dimethylhydantoin formaldehyde products comprise the balance., Supplied as a 55.0% solution, Dantogard XL-1000 should be added to the formulation to be preserved at a rate of 1.0 to 10.0 lbs per 1, 000 lbs or 0.1% to 1.0% or 1, 000 to 10, 000 pp based upon the total weight of the product to be protected. If ... articles have been treated with Dantogard XL-1000, do not use them as components in materials used in food packaging and food-holding., DMDM hydantoin.

PubChem Public Data

Independent reference data for 1,3-bis(hydroxymethyl)-5,5-dimethylimidazolidine-2,4-dione (CAS 6440-58-0), compiled from public chemistry databases.

Registry identifiers across databases

CAS 号6440-58-0
PubChem CID22947
分子式C7H12N2O4
IUPAC 名称1,3-bis(hydroxymethyl)-5,5-dimethylimidazolidine-2,4-dione
UNII(FDA)BYR0546TOW

Computed descriptors

Molecular Weight188.18
XLogP3-0.2
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Exact Mass188.07970687
Monoisotopic Mass188.07970687
Topological Polar Surface Area81.1
Heavy Atom Count13

Physicochemical values on record

Melting Point90 °C /OECD Guideline 102/
Melting PointMP: 102-104 °C /Technical/
Vapor Pressure0.00000009 [mmHg]
Vapor Pressure9.0X10-8 mm Hg at 25 °C
LogPlog Kow = -2.9
Surface Tension72.4 mN/m at 20 °C /0.998 g/L solution/

Synonyms and trade names

6440-58-0; DMDM Hydantoin; Dmdmh; Glydant; 1,3-Bis(hydroxymethyl)-5,5-dimethylhydantoin; 1,3-Dimethylol-5,5-dimethylhydantoin; Dantoin-DMDMH; Glycoserve-DMDMH; Dantoin dmdmh 55; Dimethylol-5,5-dimethylhydantoin; Dmdmh 55; 2,4-Imidazolidinedione, 1,3-bis(hydroxymethyl)-5,5-dimethyl-; DTXSID8035217; 1,3-Bis(hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione; BYR0546TOW; DTXCID6015217

Regulatory listings held on file

法规与食品接触FDA 21 CFR 中列出的食品接触物质清单:FCS
CIR / INCI: Cosmetic ingredients (DMDM Hydantoin) -> CIR (Cosmetic Ingredient Review)
CIR / INCI: Preservative
GHS 通报统计11.3% (83 / 737)

GHS hazard classification

GHS 通报统计11.3% (83 / 737)
已通报的危害声明H302 (67.4%), H315 (11.1%), H317 (14.7%), H319 (30%), H334 (13.8%)

What the public record says

1,3-二羟甲基-5,5-二甲基海因 · CAS 6440-58-0 · C7H12N2O4. UNII BYR0546TOW. Melting Point: 90 °C /OECD Guideline 102/; Melting Point: MP: 102-104 °C /Technical/; Vapor Pressure: 0.00000009 [mmHg].

Source: PubChem / Wikidata; the batch COA governs where values differ.

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