Basic information
- CAS
1071-93-8- Standard SMILES
NNC(=O)CCCCC(=O)NN- InChIKey
IBVAQQYNSHJXBV-UHFFFAOYSA-N- Molecular formula
- C6H14N4O2
- Average molar mass
- 174.2 g/mol
- Monoisotopic mass
- 174.11167569
Overview
The CIR Expert Panel concludes that the available data are insufficient to support the safety of Adipic Acid Dihydrazide as used in cosmetic products.
Names & identifiers
- Preferred name
- Adipic Dihydrazide
- IUPAC
- hexanedihydrazide
- English name
- Adipic dihydrazide
- Molecular formula
- C6H14N4O2
- Molecular weight
- 174.2
Names & synonyms
Adipic dihydrazide1071-93-8Adipic acid dihydrazideHexanedioic acid, dihydrazideadipic hydrazideVK98I9YW5MAJICURE ADHQUALIMER ADHNSC-3378ULTRALINK HYDRAZIDENSC-29542NSC3378
Show more names
ADH403dihydrazideADIPYL HYDRAZIDEWSP ADHAdip dihydrWLN: ZMV4VMZ
BK 1000ZBT 1000ZNSC29542T 2210RefChem:553051213-999-5AdipohydrazideHexanedihydrazide
Database identifiers
- CAS
1071-93-8- PubChem CID
- 66117
- DTXSID
DTXSID0044361- ChEMBL
CHEMBL3185968- UNII
- VK98I9YW5M
- EC Number
- 213-999-5
- Nikkaji
- J36.606D
Properties
Computed structural properties
- XLogP
- -2.1
- Topological polar surface area
- 110 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 5
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 142
Experimental & physicochemical properties
CosmeticsCosmetic ingredients (Adipic Acid Dihydrazide) -> CIR (Cosmetic Ingredient Review)
Physical DescriptionDry Powder; Dry Powder; Large Crystals; Liquid; Large Crystals; Liquid
Collision Cross Section138.4 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID0044361]
Physicochemical properties
- Melting point
- 180 · 180-182 °C (lit.)
- Boiling point
- 305.18 °C · 305.18°C (rough estimate)
- Density
- 1.2297 · 1.2297 (rough estimate)
- vapor pressure
- 0 Pa · 0Pa at 25℃
- refractive index
- 1.67 · 1.6700 (estimate)
- Flash point
- 150 °C · 150 °C
- storage temp.
- -20 °C · -20°C
- solubility
- 2 O: · H2O: 100 mg/mL
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 4.2% (119 of 2828) of reports.
Warning
H317 (18.7%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P261, P272, P273, P280, P302+P352, P321, P333+P317, P362+P364, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2828 reports by companies from 19 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
Hazard information
Regulatory Information
Chemical: Hexanedioic acid, dihydrazide
Regulation (EC) No 1935/2004 (amended)
Hexanedioic acid, 1,6-dihydrazide is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Hexanedioic acid, 1,6-dihydrazide are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 31-05-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13483
Hexanedioic acid, dihydrazide: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and Categories
Skin Sens. 1 (18.7%)
Skin sensitization - Category 1B
Toxicology
Toxicity Summary
The CIR Expert Panel concludes that the available data are insufficient to support the safety of Adipic Acid Dihydrazide as used in cosmetic products.
The available data are insufficient to support safety, but the ingredient is not used
Chemistry & industry
Uses & manufacturing
UsesCIR ingredient: Adipic Acid Dihydrazide
U.S. Production2023: 550,000 - <700,000 lb
Consumer UsesHardener
Industry UsesMonomers
General Manufacturing Information
Furniture and Related Product Manufacturing
Hexanedioic acid, 1,6-dihydrazide: ACTIVE
Applications
DescriptionAdipic dihydrazide (ADH) is the most suitable hydrazide cross-linking agent, and ADH has been widely used in water-based paint emulsions in combination with diacetone acrylamide. ADH is weakly alkaline, and there is a possibility of agglomeration when solid ADH is added directly to the emulsion, so usually ADH should be dissolved in hot water before use.
UsesAdipic dihydrazide is used as a formaldehyde scavenger and reacts with formaldehyde, thereby preventing the volatilizing of formaldehyde in the air. It is also employed as a paint additive and coating additive. It is also used as an intermediate. Further, it is used for cross-linking water-based emulsions and as a hardener for certain epoxy resins, which finds application in powder coating.
UsesAdipic acid dihydrazide is a homobifunctional cross-linking reagent specific for aldehydes resulting in relatively stable hydrazone linkages. Adipic acid dihydrazide is typically, used in the linking of glycoproteins, such as antibodies, in a site specific fashion following periodate oxidation. Oxidation and coupling may conveniently be performed at pH 5.0 due to the low pKa of the hydrazide which avoids competition by primary amines.
Upstream & downstream products
Upstream raw materials
Related reactions
18 records
Compound notes
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