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Glutaric dialdehyde ( CASNO:111-30-8 )

Identification and Related Records
Name:
Glutaric dialdehyde
CAS Registry number:
111-30-8
Synonyms:
Glutaraldehyde Solution BP
Pentanedial
1,5-Pentanedial
glutaraldehyde sol,F. E. M.,~50% in H2O
glutaraldehyde sol,for E. M.,~25% in H2O
glutaraldehyde grade I
glutaraldehyde 50% aqueous solution*photographic
glutaraldehyde grade I 50% aqueous*solution
glutaraldehyde grade I 70% aqueous*solution
Glutaraldehyde, 25% Aqueous Solution
Glutaraldehyde 50% solution
Glutarldehyde
Glutaraldehyde
EINECS(EC#):
203-856-5
Molecular Formula:
C5H8O2
Molecular Weight:
100.12
Inchi:
InChI=1/C5H8O2/c6-4-2-1-3-5-7/h4-5H,1-3H2
InChIKey:
SXRSQZLOMIGNAQ-UHFFFAOYSA-N
Canonical SMILES:
C(CC=O)CC=O
Chemical and Physical Properties
Appearance:
Clear to yellowish liquid
Density:
1.06
Melting Point:
-5℃
Boiling Point:
100℃
Vapour:
0.583mmHg at 25°C
Refractive Index:
1.373
Flash Point:
71℃
Water:
miscible
Solubilities:
soluble (soluble in alcohol)
Color/Form:
Colorless liquid
Oil
Storage temp:
2-8°C
Spectral properties:
Index of refraction: 1.4338 @ 25 deg C
MASS: NIST 1116 (NIST/EPA/MCDC Mass Spectral Database 1990 Version)
Computed Properties:
Molecular Weight:100.11582 [g/mol]
Molecular Formula:C5H8O2
XLogP3-AA:-0.5
H-Bond Donor:0
H-Bond Acceptor:2
Rotatable Bond Count:4
Tautomer Count:3
Exact Mass:100.05243
MonoIsotopic Mass:100.05243
Topological Polar Surface Area:34.1
Heavy Atom Count:7
Formal Charge:0
Complexity:51.1
Isotope Atom Count:0
Defined Atom Stereocenter Count:0
Undefined Atom Stereocenter Count:0
Defined Bond Stereocenter Count:0
Undefined Bond Stereocenter Count:0
Covalently-Bonded Unit Count:1
Feature 3D Acceptor Count:2
Effective Rotor Count:4
Conformer Sampling RMSD:0.6
CID Conformer Count:13
Safety and Handling
Hazard Codes:
T:Toxic
Risk Statements:
R22;R23;R34;R42/43
Safety Statements:
S26;S36/37/39;S45
HazardClass:
8
Safety:
Poison 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 decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.
Hazard Codes: ToxicT,HarmfulXn,DangerousN
Risk Statements: 36/37/38-42/43-34-50-23/25-41-20/22?
R36/37/38: Irritating to eyes, respiratory system and skin
R42/43: May cause sensitization by inhalation and skin contact
R34: Causes burns
R50: Very toxic to aquatic organisms
R23/25: Toxic by inhalation and if swallowed
R41: Risk of serious damage to the eyes
R20/22: Harmful by inhalation and if swallowed
Safety Statements: 23-26-45-36/37/39-61?
S23: Do not breathe vapour
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)?
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection
S61: Avoid release to the environment. Refer to special instructions / safety data sheets
RIDADR: UN 2922 8/PG 2
WGK Germany: 3
RTECS: MA2450000
F: 8-10-23
HazardClass: 8
PackingGroup: II
PackingGroup:
II
Skin, Eye, and Respiratory Irritations:
A severe skin and eye irritant in humans.
Contact with liquid causes severe irritation of eyes and irritation of skin.
Eye and respiratory irritation are noted at a level of 0.3 ppm.
Transport:
UN 2810
Formulations/Preparations:
USEPA/OPP Pesticide Code 043901; Trade Names: Cidex, component of; Odix, component of; Aldesan; Alhydex; Glutaralum; Hospex; NCI-C55425; Sonacide; Coldcide-25 Microbiocide Concentrate; GKN-O Microbiocide Concentrate (043901+069104+069154).
IT HAS BEEN MARKETED AS 2% ALKALINE SOLN IN 70% ISOPROPANOL...
CIDEX (ARBROOK) TOPICAL: SOLN (AQ) 2%.
Grades: 99%; 50% biological soln; 25% soln.
EMPLOYED AS 25% SOLN IN WATER FOR EMBALMING FLUID.
2% AQ SOLN BUFFERED WITH 0.3% SODIUM CARBONATE TO PH OF 7.5-8.5 IS USEFUL FOR DISINFECTION AND STERILIZATION OF ENDOSCOPIC INSTRUMENTS & PLASTIC & RUBBER APPARATUS USED FOR INHALATION THERAPY & ANESTHESIA.
Electron microscopy grade is highly purified
Biocide; supplied in acid solution and subsequently buffered to pH 8
Exposure Standards and Regulations:
Microcapsules for flavoring substances. Microcapsules maybe safely used for encapsulating discrete particles of flavoring substances that are generally recognized as safe for their intended use or are regulated under this part, in accordance with the following conditions: ... Component: glutaraldehyde; Limitation: as cross-linking agent for insolubilizing a coacervate of gum araabic and gelatin.
Glutaraldehyde is an indirect food additive for use only as a component of adhesives.
Reactivities and Incompatibilities:
Strong oxidizers, strong bases [Note: Alkaline solutions of glutaraldehyde (i.e., activated glutaraldehyde) react with alcohol, ketones, amines, hydrazines & proteins].
Other Preventative Measures:
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
Containment of vapors and prevention of skin contact are important industrial hygiene principles to help avoid sensitization of the skin and respiratory irritation and/or asthma. Proper skin protection must be provided as well as ventilation controls.
The worker should immediately wash the skin when it becomes contaminated.
Work clothing that becomes wet or significantly contaminated should be removed and replaced.
SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.
Protective Equipment and Clothing:
Goggles or face shield; rubber gloves.
Neoprene or butyl rubber gloves are protective. Latex rubber gloves are not as protective.
Wear appropriate personal protective clothing to prevent skin contact.
Wear appropriate eye protection to prevent eye contact.
Eyewash fountains should be provided in areas where there is any possbility that workers could be exposed to the substance; this is irrespective of the recommendation involving the wearing of eye protection.
Facilities for quickly drenching the body should be provided within the immediate work area for emergency use where there is a possibility of exposure. [Note: It is intended that these facilities provide a sufficient quantity or flow of water to quickly remove the substance from any body areas likely to be exposed. The actual determination of what constitutes an adequate quick drench facility depends on the specific circumstances. In certain instances, a deluge shower should be readily available, whereas in others, the availability of water from a sink or hose could be considered adequate.]
Report:
Reported in EPA TSCA Inventory.
Disposal Methods:
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Use and Manufacturing
Use and Manufacturing:
Methods of Manufacturing

THE 1:1 DIELS-ALDER ADDUCT OF ACROLEIN & VINYL ALKYL ETHER IS HYDROLYZED YIELDING GLUTARALDEHYDE & ALKANOL.
Prepared by heating 2-ethoxy-3,4-dihydro-2H-pyran with aq HCl
U.S. Production

(1974) PROBABLY GREATER THAN 4.54X10+5 GRAMS
(1976) PROBABLY GREATER THAN 2.27X10+6 GRAMS
Biomedical Effects and Toxicity
Pharmacological Action:
- Reagents with two reactive groups, usually at opposite ends of the molecule, that are capable of reacting with and thereby forming bridges between side chains of amino acids in proteins; the locations of naturally reactive areas within proteins can thereby be identified; may also be used for other macromolecules, like glycoproteins, nucleic acids, or other.
- Substances used on inanimate objects that destroy harmful microorganisms or inhibit their activity. Disinfectants are classed as complete, destroying SPORES as well as vegetative forms of microorganisms, or incomplete, destroying only vegetative forms of the organisms. They are distinguished from ANTISEPTICS, which are local anti-infective agents used on humans and other animals. (From Hawley's Condensed Chemical Dictionary, 11th ed)
- Agents employed in the preparation of histologic or pathologic specimens for the purpose of maintaining the existing form and structure of all of the constituent elements. Great numbers of different agents are used; some are also decalcifying and hardening agents. They must quickly kill and coagulate living tissue.
Therapeutic Uses:
Disinfectants; Fixatives
...USED ON LIVING TISSUES IN TREATMENT OF WARTS & HYPERHIDROSIS.
Glutaral 2% in a buffered solution (pH 7.5) ... has an anhidrotic effect when applied to the palms and soles but not the axillae.
IT...POSSESSES TUBERCULOCIDAL ACTION.
Biomedical Effects and Toxicity:
Material balance & pharmacokinetic studies were conducted with rats & rabbits including iv or topical dosing with [14C]glutaraldehyde. IV dosing resulted in radiochemical recovery from 86% to 101%. Principal route of recovery was as CO2 at 22% to 80% of the admin dose (7%-28% urinary, 0.2%-5% feces). Epicutaneous dosing resutled in radiochemical recovery primarily in the skin at the site of application (31%-61%) with no consistent accumulation in any other tissue. Rabbits absorbed 33% to 53% of the epicutaneously administered dose & rats absorbed 4.1% to 8.7%. Pharmacokinetic studies indicated percutaneous radiochemical absorption of 0.3% to 2.1% for rats & 2.5% to 15.6% for rabbits under conservative study conditions that are likely to overestimate potential human exposure conditions.
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