Product Name

  • Name

    Glutaraldehyde

  • EINECS 203-856-5
  • CAS No. 111-30-8
  • Article Data129
  • CAS DataBase
  • Density 0.947 g/cm3
  • Solubility miscible with water
  • Melting Point -5 ºC
  • Formula C5H8O2
  • Boiling Point 189 ºC at 760 mmHg
  • Molecular Weight 100.117
  • Flash Point 66°C
  • Transport Information UN 2922 8/PG 2
  • Appearance Light yellow liquid
  • Safety 23-26-36/37-45-36/37/39-61
  • Risk Codes 36/37/38-42/43-34-23-22-50-23/25-41-37/38-20/22
  • Molecular Structure Molecular Structure of 111-30-8 (Glutaraldehyde)
  • Hazard Symbols ToxicT,DangerousN,HarmfulXn
  • Synonyms Sterihyde L (TN);Bactrocera oleaeOlive fruit fly is also indexed at this headingBactron K 31;Glutaric dialdehyde;Ucarcide 250;Glutaclean;Ucarcide;Panavirocide;Sonacide;Cidex-Dialyzer;Glutarex 28;Glutaraldehyd;1,5-Pentanedial;Glutaraldehyde Solution BP;Pentanedial;Glutaradehyde;1,5 -Pentanedial; Glutaral; Glutaric dialdehyde;Glutaricdialdehyde;glutaraldehyde(25%、50%);glutaraldehyded 50%;Glutaraldehyde25%;Glutarol;Aldesan;Sterihyde L;1,5-Pentanedione;Glutaric acid dialdehyde;Relugan GT;Sporicidin;Floperm 665X1;1,3-Diformylpropane;Pentanedial;Glutaric aldehyde;Glutaraldehude;
  • PSA 34.14000
  • LogP 0.55450

Synthetic route

Conditions
ConditionsYield
With sodium dihydrogenphosphate In water at 20 - 92℃; under 150.015 Torr; Temperature; Large scale;95.4%
With cation-exchange resin KU-2 and KU-2-8 In water at 20 - 30℃;40%
With water at 150℃;
1,1,5,5-tetramethoxy-pentane
4454-02-8

1,1,5,5-tetramethoxy-pentane

Glutaraldehyde
111-30-8

Glutaraldehyde

Conditions
ConditionsYield
With acetic acid In water for 1h;86%
With boric acid; oxalic acid
With boric acid; oxalic acid
cyclopentene
142-29-0

cyclopentene

Glutaraldehyde
111-30-8

Glutaraldehyde

Conditions
ConditionsYield
With 1H-imidazole; sodium periodate; MnCl-TPP-(PEO750)4 In water; acetonitrile at 20℃; for 24h;99%
With W-MCM41; dihydrogen peroxide In tert-butyl alcohol at 35℃; for 24h;71%
With sodium periodate; water In 1,2-dichloro-ethane at 20℃; for 1h;70.9%
cyclopentene
142-29-0

cyclopentene

A

cyclopent-2-enone
930-30-3

cyclopent-2-enone

B

Glutaraldehyde
111-30-8

Glutaraldehyde

Conditions
ConditionsYield
With tert.-butylhydroperoxide In acetonitrile at 82℃; for 6h; Inert atmosphere;
With tert.-butylhydroperoxide In acetonitrile at 29.84℃; for 36h; Reagent/catalyst;A n/a
B 5.6 %Chromat.
With Ca0.3Co0.7Fe2O4; dihydrogen peroxide In N,N-dimethyl-formamide at 60℃; for 10h; Schlenk technique;
2-ethoxy-2,3-dihydro-4H-pyran
103-75-3

2-ethoxy-2,3-dihydro-4H-pyran

Glutaraldehyde
111-30-8

Glutaraldehyde

Conditions
ConditionsYield
With hydrogenchloride
Multi-step reaction with 2 steps
1: TsOH / Heating
2: (hydrolysis)
View Scheme
Multi-step reaction with 2 steps
1: TsOH / Heating
2: (hydrolysis)
View Scheme
With acetic acid In methanol; water
With acetic acid In methanol; water
1 ,5-pentanediol
111-29-5

1 ,5-pentanediol

Glutaraldehyde
111-30-8

Glutaraldehyde

Conditions
ConditionsYield
With sodium hydroxide; sodium ruthenate(VI); potassium hexacyanoferrate(III) at 30℃; Equilibrium constant; Kinetics; Further Variations:; concentration dependence;
With Pd-Ce nanoparticles supported on functional Fe-MIL-101-NH2 In water; acetonitrile at 60℃; under 1034.32 Torr;
at 20℃;
cyclopentene
142-29-0

cyclopentene

A

1,5-pentanedioic acid
110-94-1

1,5-pentanedioic acid

B

Glutaraldehyde
111-30-8

Glutaraldehyde

Conditions
ConditionsYield
With periodic acid In tetrachloromethane; water; acetonitrile at 25℃; for 1h;
cyclopentene
142-29-0

cyclopentene

A

cis-1,2-cyclopentanediol
5057-98-7

cis-1,2-cyclopentanediol

B

Glutaraldehyde
111-30-8

Glutaraldehyde

Conditions
ConditionsYield
With cis-[Ru(1,4,7-trimethyl-1,4,7-triazacyclononane)O2(trifluoroacetate)]ClO4 In acetonitrile at 20℃; for 14h;A 10%
B 73%
2,2'-trimethylene-bis-1,3-dioxolane
6543-04-0

2,2'-trimethylene-bis-1,3-dioxolane

Glutaraldehyde
111-30-8

Glutaraldehyde

Conditions
ConditionsYield
With C11H10N2O2Pd(1+)*ClO4(1-); water In [D3]acetonitrile at 50℃; for 2h;95 %Spectr.
Cyclopentene oxide
285-67-6

Cyclopentene oxide

Glutaraldehyde
111-30-8

Glutaraldehyde

Conditions
ConditionsYield
With 1-(3-sulfopropyl)-2-methyl-3-isopropylimidazolium periodate In water at 35℃; for 12h;99 %Chromat.
cyclopentene
142-29-0

cyclopentene

A

cyclopent-2-enone
930-30-3

cyclopent-2-enone

B

Glutaraldehyde
111-30-8

Glutaraldehyde

C

cyclopentanone
120-92-3

cyclopentanone

Conditions
ConditionsYield
With Ca0.3Co0.7Fe2O4; dihydrogen peroxide In N,N-dimethyl-formamide at 90℃; for 8h; Temperature; Schlenk technique;
cis-1,2-cyclopentanediol
5057-98-7

cis-1,2-cyclopentanediol

Glutaraldehyde
111-30-8

Glutaraldehyde

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene In dichloromethane at 25℃; for 0.25h; Inert atmosphere;92%
With C21H12Cl6NO4V In toluene at 100℃; under 760.051 Torr; Reagent/catalyst; chemoselective reaction;70%
With N-Bromosuccinimide; water; potassium carbonate; triphenylbismuthane In acetonitrile for 2h;63%
cyclopentane-1,2-diol
4065-92-3

cyclopentane-1,2-diol

A

Glutaraldehyde
111-30-8

Glutaraldehyde

B

C15H24O4

C15H24O4

Conditions
ConditionsYield
With oxygen; [(n-Bu)4N]3H2[IMo6O24] In acetonitrile at 80℃; under 1520.1 Torr; for 15h;A 17 % Chromat.
B 83 % Chromat.
piperidine
110-89-4

piperidine

Glutaraldehyde
111-30-8

Glutaraldehyde

Conditions
ConditionsYield
With 3-carboxypyridinium dichromate In acetonitrile at 20℃; for 0.0833333h;97%
With zinc dichromate trihydrate at 20℃; grinding; neat (no solvent); chemoselective reaction;90%
With oxygen; potassium iodide; sodium nitrite In water; acetonitrile for 12h; Reflux;70%
1,1'-<1,7-dimethyl-(1,7-diaza-2,6-dioxo-hepta-1,7-diyl) bis-(3-methyl-3H-imidazol-1-ium)> diiodide

1,1'-<1,7-dimethyl-(1,7-diaza-2,6-dioxo-hepta-1,7-diyl) bis-(3-methyl-3H-imidazol-1-ium)> diiodide

Glutaraldehyde
111-30-8

Glutaraldehyde

Conditions
ConditionsYield
With diisobutylaluminium hydride In dichloromethane at -10 - 20℃; for 0.5h;72%
trans-cyclopentane-1,2-diol
5057-99-8

trans-cyclopentane-1,2-diol

Glutaraldehyde
111-30-8

Glutaraldehyde

Conditions
ConditionsYield
With C21H12Cl6NO4V In toluene at 100℃; under 760.051 Torr; Reagent/catalyst; chemoselective reaction;72%
With sodium periodate In water; ethyl acetate; acetonitrile at 0℃; for 2h;43%
With cobalt(III) acetate In acetic acid at 50℃; Rate constant; Mechanism;
With cobalt(III) acetate In acetic acid at 25℃; Kinetics; Thermodynamic data; Mechanism; var. temp.; ΔH(excit.), ΔS(excit.), ΔG(excit.);
Glutaraldehyde bisulfite complex
7420-89-5

Glutaraldehyde bisulfite complex

Glutaraldehyde
111-30-8

Glutaraldehyde

Conditions
ConditionsYield
With cation exchange resin In benzene at 70℃; for 3.5h;80%
piperidine
110-89-4

piperidine

3-nitro-benzaldehyde
99-61-6

3-nitro-benzaldehyde

diethyl oxaloacetate
108-56-5

diethyl oxaloacetate

Glutaraldehyde
111-30-8

Glutaraldehyde

Conditions
ConditionsYield
With acetic acid In ethanol
2-methoxy-3,4-dihydro-2H-pyran
4454-05-1

2-methoxy-3,4-dihydro-2H-pyran

methanol
67-56-1

methanol

A

cis- and trans-2,6-Dimethoxytetrahydropyran
6581-57-3

cis- and trans-2,6-Dimethoxytetrahydropyran

B

Glutaraldehyde
111-30-8

Glutaraldehyde

Conditions
ConditionsYield
With water at 41℃;
isopropyl alcohol
67-63-0

isopropyl alcohol

cyclopentene
142-29-0

cyclopentene

A

cyclopentane-1,2-diol
4065-92-3

cyclopentane-1,2-diol

B

2-Isopropoxy-cyclopentanol
142052-70-8

2-Isopropoxy-cyclopentanol

C

Glutaraldehyde
111-30-8

Glutaraldehyde

Conditions
ConditionsYield
With dihydrogen peroxide; tungsten(VI) oxide at 35℃; for 20h;A 16.2%
B 10.2%
C 68.4%
cyclopentene ozonide

cyclopentene ozonide

Glutaraldehyde
111-30-8

Glutaraldehyde

Conditions
ConditionsYield
With Lindlar's catalyst; ethyl acetate Hydrogenation;
With titanium(III) chloride; sodium acetate; acetic acid at 40℃; Reagens 4: Wasser;
With water
2-methoxy-3,4-dihydro-2H-pyran
4454-05-1

2-methoxy-3,4-dihydro-2H-pyran

methanol
67-56-1

methanol

A

1,1,5,5-tetramethoxy-pentane
4454-02-8

1,1,5,5-tetramethoxy-pentane

B

5,5-dimethoxypentanal
50789-30-5

5,5-dimethoxypentanal

C

Glutaraldehyde
111-30-8

Glutaraldehyde

Conditions
ConditionsYield
With water at 90 - 93℃;
6,7-dioxa-bicyclo[3.2.2]nonane
283-35-2

6,7-dioxa-bicyclo[3.2.2]nonane

A

ethene
74-85-1

ethene

B

cis-1,4-dihydrocycloheptane
31351-04-9

cis-1,4-dihydrocycloheptane

C

cycloheptane-1,4-dione
14950-46-0

cycloheptane-1,4-dione

D

Glutaraldehyde
111-30-8

Glutaraldehyde

Conditions
ConditionsYield
With cobalt(II) 5,10,15,20-tetraphenylporphyrin In chloroform at 60℃; for 13h;A 4%
B 60%
C 8%
D 4%
1 ,5-pentanediol
111-29-5

1 ,5-pentanediol

A

tetrahydro-2H-2-pyranol
694-54-2

tetrahydro-2H-2-pyranol

B

Glutaraldehyde
111-30-8

Glutaraldehyde

Conditions
ConditionsYield
With oxygen; (t-Bu)4; Cl(ON)Ru(salen) substituted with Me4 In diethyl ether at 20℃; Irradiation;A 95 % Spectr.
B 5 % Spectr.
cyclopentene
142-29-0

cyclopentene

A

methyl 4-formylbutanoate
6026-86-4

methyl 4-formylbutanoate

B

Dimethyl glutarate
1119-40-0

Dimethyl glutarate

C

Glutaraldehyde
111-30-8

Glutaraldehyde

Conditions
ConditionsYield
Stage #1: cyclopentene With ozone In dichloromethane at -78℃;
Stage #2: With Merrifield resin-bound piperidine In dichloromethane at 20℃; for 24h;
Stage #3: diazomethane In dichloromethane; ethyl acetate
A 59%
B 14%
C 23%
1,1,5,5-tetraethoxypentane
4454-01-7

1,1,5,5-tetraethoxypentane

Glutaraldehyde
111-30-8

Glutaraldehyde

Conditions
ConditionsYield
With cation-exchange resin KU-2 and KU-2-8 In water at 20 - 30℃; for 2.5h;40%
cis-1,2-cyclopentanediol
5057-98-7

cis-1,2-cyclopentanediol

A

2-Methylsulfanylmethoxy-cyclopentanol
85260-38-4

2-Methylsulfanylmethoxy-cyclopentanol

B

Glutaraldehyde
111-30-8

Glutaraldehyde

Conditions
ConditionsYield
With dimethyl sulfoxide; molybdenum peroxide In toluene Heating;A 35%
B 10%
ethanol
64-17-5

ethanol

cyclopentene
142-29-0

cyclopentene

A

cyclopentane-1,2-diol
4065-92-3

cyclopentane-1,2-diol

B

2-Ethoxycyclopentanol
78782-09-9

2-Ethoxycyclopentanol

C

Glutaraldehyde
111-30-8

Glutaraldehyde

Conditions
ConditionsYield
With dihydrogen peroxide; tungsten(VI) oxide at 35℃; for 20h;A 18.7%
B 34.6%
C 47.4%
cyclopentene
142-29-0

cyclopentene

tert-butyl alcohol
75-65-0

tert-butyl alcohol

trans-cyclopentane-1,2-diol
5057-99-8

trans-cyclopentane-1,2-diol

B

Glutaraldehyde
111-30-8

Glutaraldehyde

trans-2-tert-butoxycyclopentanol

trans-2-tert-butoxycyclopentanol

Conditions
ConditionsYield
With dihydrogen peroxide; tungsten(VI) oxide; silica gel In tert-butyl alcohol at 34.85℃; for 24h; Product distribution; Further Variations:; Catalysts; Solvents;A n/a
B 60%
C n/a
cis,trans-2,5-dimethoxytetrahydrofuran
696-59-3

cis,trans-2,5-dimethoxytetrahydrofuran

Glutaraldehyde
111-30-8

Glutaraldehyde

Conditions
ConditionsYield
With hydrogenchloride at 80℃; for 1.5h;
4-amino-1-tert-butoxycarbonyl-5-[4-(1-tert-butoxycarbonylamino-1-methylethyl)phenyl]-1H-indazole
850362-77-5

4-amino-1-tert-butoxycarbonyl-5-[4-(1-tert-butoxycarbonylamino-1-methylethyl)phenyl]-1H-indazole

Glutaraldehyde
111-30-8

Glutaraldehyde

1-tert-butoxycarbonyl-5-[4-(1-tert-butoxycarbonylamino-1-methylethyl)phenyl]-4-(piperidin-1-yl)-1H-indazole
850363-25-6

1-tert-butoxycarbonyl-5-[4-(1-tert-butoxycarbonylamino-1-methylethyl)phenyl]-4-(piperidin-1-yl)-1H-indazole

Conditions
ConditionsYield
With hydrogen; 5%-palladium/activated carbon In ethanol; water at 20℃; for 7h;89%
With hydrogen; 5%-palladium/activated carbon In ethanol; water at 20℃; for 7h;89%
With hydrogen; 5% palladium over charcoal In ethanol; water at 20℃; for 7h;89%

Glutaraldehyde Consensus Reports

Reported in EPA TSCA Inventory.

Glutaraldehyde Standards and Recommendations

OSHA PEL: CL 0.2 ppm
ACGIH TLV: CL 0.05 ppm (skin, sensitizer); Not Classifiable as a Human Carcinogen
DFG MAK: 0.1 ppm (0.42 mg/m3)

Glutaraldehyde Analytical Methods

For occupational chemical analysis use OSHA: #ID-64 or NIOSH: Glutaraldehyde 2531.

Glutaraldehyde Specification

 The Glutaraldehyde, with the CAS registry number 111-30-8,is also known as Glutaraldehyde. It belongs to the product categories of Pharmaceutical Intermediates;INORGANIC & ORGANIC CHEMICALS. This chemical's molecular formula is C5H8O2 and molecular weight is 100.12.Its EINECS number is 203-856-5. What's more,Its systematic name is Glutaraldehyde. It is a clear solution which is one of the protein cross-linking reagents that is used as a disinfectant for sterilization of heat-sensitive equipment and as a laboratory reagent, especially as a fixative. It is used to disinfect medical and dental equipment. It is also used for industrial water treatment and as a chemical preservative. Besides, it is also used in biological electron microscopy as a fixative and used in SDS-PAGE to fix proteins and peptides prior to staining.

Physical properties about Glutaraldehyde are:
(1)ACD/LogP:  -0.264; (2)# of Rule of 5 Violations:  0; (3)ACD/LogD (pH 5.5):  -0.26; (4)ACD/LogD (pH 7.4):  -0.26; (5)ACD/BCF (pH 5.5):  1.00; (6)ACD/BCF (pH 7.4):  1.00; (7)ACD/KOC (pH 5.5):  17.11; (8)ACD/KOC (pH 7.4):  17.11; (9)#H bond acceptors:  2; (10)#H bond donors:  0; (11)#Freely Rotating Bonds:  4; (12)Index of Refraction:  1.399; (13)Molar Refractivity:  25.587 cm3; (14)Molar Volume:  105.706 cm3; (15)Surface Tension:  30.7089996337891 dyne/cm; (16)Density:  0.947 g/cm3; (17)Flash Point:  65.956 °C; (18)Enthalpy of Vaporization:  42.52 kJ/mol; (19)Boiling Point:  188.987 °C at 760 mmHg; (20)Vapour Pressure:  0.583000004291534 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:O=CCCCC=O;
(2)Std. InChI:InChI=1S/C5H8O2/c6-4-2-1-3-5-7/h4-5H,1-3H2;
(3)Std. InChIKey:SXRSQZLOMIGNAQ-UHFFFAOYSA-N.

Safety Information of Glutaraldehyde:
The Glutaraldehyde is Irritating to eyes, respiratory system and skin and toxic by inhalation and if swallowed . It may cause sensitization by inhalation and skin contact.And it is harmful by inhalation and if swallowed .Also it is very toxic to aquatic organisms,so it should be avoided release to the environment. Refer to special instructions / safety data sheets.In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) .When you use it ,wear suitable protective clothing, gloves and eye/face protection ans do not breathe vapour.In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

The toxicity data of Glutaraldehyde are as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
duck LD50 oral 820mg/kg (820mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: FOOD INTAKE (ANIMAL)
National Technical Information Service. Vol. OTS0526410-1,
guinea pig LD50 oral 50mg/kg (50mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: EXCITEMENT
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 52(3), Pg. 77, 1987.
mouse LD50 intraperitoneal 13900ug/kg (13.9mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 10, Pg. 232, 1979.
mouse LD50 intravenous 15400ug/kg (15.4mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 19, Pg. 503, 1980.
mouse LD50 oral 100mg/kg (100mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 19, Pg. 503, 1980.
mouse LD50 skin > 5840mg/kg (5840mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" Oyo Yakuri. Pharmacometrics. Vol. 12, Pg. 11, 1976.
mouse LD50 subcutaneous > 590mg/kg (590mg/kg)   Drugs in Japan Vol. -, Pg. 395, 1995.
rabbit LD50 skin 560uL/kg (0.56mL/kg)   Union Carbide Data Sheet. Vol. 11/4/1971,
rat LC50 inhalation 480mg/m3/4H (480mg/m3)   United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-1290-1008,
rat LD50 intraperitoneal 17900ug/kg (17.9mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 10, Pg. 232, 1979.
rat LD50 intravenous 9800ug/kg (9.8mg/kg)   United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-1290-1008,
rat LD50 oral 134mg/kg (134mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 19, Pg. 503, 1980.
rat LD50 skin > 2500mg/kg (2500mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" Oyo Yakuri. Pharmacometrics. Vol. 12, Pg. 11, 1976.
rat LD50 subcutaneous > 750mg/kg (750mg/kg)   Drugs in Japan Vol. -, Pg. 395, 1995.

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