Glutaraldehyde

Glutaraldehyde Chemical Properties
Melting point -15 °C
Boiling point 100 °C
density 1.058 g/mL at 20 °C
vapor density 1.05 (vs air)
vapor pressure 15 mmHg ( 20 °C)
refractive index n20/D 1.450
Fp 100°C
storage temp. Store below +30°C.
solubility Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form Solution
Specific Gravity1.06
color Clear to slight haze
Odorpungent aldehyde odor
PH>3.0 (H2O, 20°C)
Water Solubility miscible
Merck 14,4472
BRN 605390
Exposure limitsCeiling (ACGIH) 0.8 mg/m3 (0.2 ppm).
Stability:Light Sensitive
InChIKeySXRSQZLOMIGNAQ-UHFFFAOYSA-N
LogP-0.180 (est)
CAS DataBase Reference111-30-8(CAS DataBase Reference)
NIST Chemistry ReferenceGlutaral(111-30-8)
EPA Substance Registry SystemGlutaraldehyde (111-30-8)
Safety Information
Hazard Codes T,N,Xn
Risk Statements 36/37/38-42/43-34-23-22-50-23/25-41-37/38-20/22
Safety Statements 23-26-36/37-45-36/37/39-61
RIDADR UN 2922 8/PG 2
WGK Germany 3
RTECS MA2450000
8-10-23
TSCA Yes
HazardClass 8
PackingGroup II
HS Code 29121900
Hazardous Substances Data111-30-8(Hazardous Substances Data)
ToxicityLD50 of 25% soln orally in rats: 2.38 ml/kg; by skin penetration in rabbits: 2.56 ml/kg (Smyth)
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
Glutaraldehyde Usage And Synthesis
Uses

As broad-spectrum antimicrobial cold sterilant/disinfectant for hospital equipment; as tanning agent for leather; as tissue fixative; as cross-linking agent for proteins; as preservative in cosmetics; as therapeutic agent for warts, hyperhidrosis, and dermal mycotic infections; in X ray processing solutions and film emulsion; as a disinfectant in the beauty industry

DescriptionGlutaraldehyde is a well-known sensitizer among cleaners and health workers. It is also found in X-ray developers products.
Chemical PropertiesGlutaraldehyde is a colorless liquid with a pungent odor, which readily changes to a glossy polymer. The Odor Threshold is 0.04 ppm (NY) and 0.2 ppm (NJ). It is miscible in water and organic solvents. Glutaraldehyde may be incompatible with strong oxidizers and strong bases. It should be noted that alkaline solutions containing glutaraldehyde may react with alcohol, ketones, amines, hydrazines, and proteins.
Glutaraldehyde
Usesglutaral (glutardialdehyde) is a broad-spectrum preservative that can cause skin irritation. This is an amino acid occurring in green sugar beets.
UsesGlutaraldehyde (Symbol GTA; glutaric dialdehyde, 1,5-pentanedial, glutaral) is commonly used in the medical industry in cold sterilization and in the X-ray development process. It can also be encountered in the leather industry as a tanning ingredient and in mortuary workers. There are no reports which indicate that glutaraldehyde is a naturally occurring compound. Cidex and Acusol, 2% buffered solutions, use this aldehyde as an active ingredient. Sodium bicarbonate is required to activate the solution, which then has a shelf life of 1–2 weeks. Despite health hazards involved with its use, glutaraldehyde is one of the most effective biocides used. It is particularly effective against bacteria and viruses, including the human immunodeficiency virus.
UsesGlutaraldehyde is used to disinfect medical and dental equipment. Glutaraldehyde is also used for industrial water treatment and as a preservative.
UsesGlutaraldehyde is used as a cold sterilizingdisinfectant, as fixatives for tissues, in tanning,and in cross-linking proteins.
DefinitionChEBI: A dialdehyde comprised of pentane with aldehyde functions at C-1 and C-5.
Synthesis Reference(s)Tetrahedron, 48, p. 3503, 1992 DOI: 10.1016/S0040-4020(01)88489-1
General DescriptionLight yellow liquid. Mixes with water.
Air & Water ReactionsPolymerizes in the presence of water.
Reactivity ProfileGLUTARALDEHYDE may discolor on exposure to air. Pentanedial polymerizes on heating. Pentanedial is incompatible with strong oxidizing agents. Pentanedial polymerizes in the presence of water.
Health HazardGlutaraldehyde is a strong irritant to the nose,eyes, and skin. In rabbits, 250 μg and 500 mg in 24 hours produced severe irritation in theeyes and skin, respectively. The corrosiveeffect on human skin of 6 mg over 3 dayswas severe. However, the acute toxicity ofglutaraldehyde by the oral and dermal routesis low to mild. Ohsumi and Kuroki (1988)determined that the symptoms of acute toxicityof this compound were less severethan those of formaldehyde. But the restraintof growth was more pronounced in micetreated with glutaraldehyde. An oral LD50value of 1300 mg/kg was reported for mice.Inhalation of this compound can cause upperrespiratory tract irritation, headache, and nervousness.Mice exposed at 33 ppm showedsymptoms of hepatitis.
Fire HazardLiterature sources indicate that Pentanedial is nonflammable.
Flammability and ExplosibilityNonflammable
Biochem/physiol ActionsGlutaraldehyde is an effective protein crosslinker and finds application in techniques like enzyme immobilisation microscopy, histochemistry and cytochemistry. It exists in different forms under acidic or neutral conditions. It is a biocide widely used as a disinfectant in hospitals and industries and is toxic to aquatic organisms. Its allergic nature leads to hypersensitivity reactions. Contact of glutaraldehyde vapors in endoscopy contributes to Colitis.
Contact allergensGlutaraldehyde is a well-know sensitizer in cleaners and health workers. It can also be found in X-ray developers or in cosmetics.
Safety ProfilePoison by ingestion, intravenous, and intraperitoneal routes. Moderately toxic by inhalation, skin contact, and subcutaneous routes. Experimental teratogenic and reproductive effects. A severe eye and human skin irritant. Mutation data reported. When heated to decomp osition it emits acrid smoke and irritating fumes. See also ALDEHYDES.
Potential ExposureGlutaraldehyde is used in leather tanning; in embalming fluids; as a germicide; as a cross-linking agent for protein and polyhydroxy materi als; as a fixative for tissues; and as an intermediate. Buffered solutions are used as antimicrobial agents in hospitals.
ShippingUN2810 Toxic liquids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.
Purification MethodsLikely impurities are oxidation products-acids, semialdehydes and polymers. It can be purified by repeated washing with activated charcoal (Norit) followed by vacuum filtration, using 15-20g charcoal/100mL of glutaraldehyde solution. Distil it at 60-65o/15mm, discarding the first 5-10%, then dilute with an equal volume of freshly distilled water at 70-75o, using magnetic stirring under nitrogen. The solution is stored at low temperature (3-4o), in a tightly stoppered container, and protected from light. Standardise by titration with hydroxylamine. [Anderson J Histochem Cytochem 15 652 1967, Beilstein 1 IV 3659.]
IncompatibilitiesWater contact forms a polymer solution. A strong reducing agent. Incompatible with strong acids; caustics, ammonia, amines, and strong oxidizers. Note: Alkaline solutions of glutaraldehyde (i.e., activated glutar aldehyde) react with alcohol, ketones, amines, hydrazines, and proteins.
Waste DisposalDissolve or mix the material with a combustible solvent and burn in a chemical incinera tor equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.
WIELAND-MIESCHER KETONE 2-ACETYL-1,3-CYCLOHEXANEDIONE Dimedone DIETHYL 1,2-CYCLOPROPANEDICARBOXYLATE 4-CARBETHOXY-2-ETHYL-3-METHYL-2-CYCLOHEXEN-1-ONE Cyclopentane-1,1-diacetic acid 2-Methyl-1,3-cyclohexanedione GLUTARYL DICHLORIDE 4-CARBETHOXY-3-METHYL-2-CYCLOHEXEN-1-ONE Methyl 4-(chloroformyl)butyrate D-(+)-Camphoric acid ETHYL 2-FORMYL-1-CYCLOPROPANECARBOXYLATE 3-Methyl-1,2-cyclopentanedione 1,1-Cyclohexanediacetic acid TRIQUINOLYL 1,3-Cyclohexanedione 3-METHYLENECYCLOPROPANE-TRANS-1,2-DICARBOXYLIC ACID H-GAMMA-GLU-PHE-OH Glutaric Dialdehyde

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