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Indium(III) isopropoxide

Cat No.:V40530 Purity: ≥98%
Indium(III) Isopropoxide is an organometallic compound that works as a hydrogen transfer catalyst to convert benzyl alcohol to aldehydes or ketones via Oppenauer oxidation.
Indium(III) isopropoxide
Indium(III) isopropoxide Chemical Structure CAS No.: 38218-24-5
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Indium(III) Isopropoxide is an organometallic compound that works as a hydrogen transfer catalyst to convert benzyl alcohol to aldehydes or ketones via Oppenauer oxidation. Indium(III) Isopropoxide can also be used as a metal precursor.
Indium(III) isopropoxide (CAS# 38218-24-5) is an organometallic compound with the chemical formula In(OiPr)3. It is a white to pale yellow solid, sensitive to air and moisture. This compound is used exclusively as a reagent in organic synthesis and materials science, particularly as a catalyst for hydrogen transfer reactions, including the Oppenauer oxidation of secondary alcohols to ketones, and as a precursor for the deposition of indium oxide thin films.
Biological Activity I Assay Protocols (From Reference)
Targets
Indium(III) isopropoxide has no biological or pharmacological target. It is not a drug and does not interact with any receptor, enzyme, or ion channel in living organisms. Its chemical activity is directed at organic functional groups (e.g., oxidation of alcohols) or as a source of indium ions for semiconductor manufacturing.
ln Vitro
Using pivaldehyde as an oxidizing agent, indium (III) isopropoxide functions as an Oppen-Oer oxidation catalyst to encourage the conversion of primary or secondary alcohols into the corresponding aldehydes or ketones at room temperature [1].
No in vitro biological activity is relevant or reported. In a purely chemical context, the compound exhibits catalytic activity in the Oppenauer oxidation of benzylic and aliphatic secondary alcohols (e.g., benzhydrol, 4-methylbenzohydrol, cyclohexanol) to the corresponding ketones. Using pivalaldehyde (trimethylacetaldehyde) as the hydrogen acceptor at room temperature in toluene, it achieves >90% conversion within 1-4 hours with a catalyst loading of 2-10 mol%. It also catalyzes Meerwein-Ponndorf-Verley reductions of ketones in isopropanol.
ln Vivo
No in vivo activity exists because the compound is not used or intended for administration to animals. If inadvertently introduced, indium salts are generally toxic and may cause pulmonary, hepatic, or renal damage. However, no studies have examined the in vivo effects of indium(III) isopropoxide as a therapeutic or toxic agent. It is strictly a laboratory chemical.
Enzyme Assay
Non-biological, chemical catalysis assay: In a typical procedure, a solution of secondary alcohol (1 mmol) and pivalaldehyde (2 mmol) in dry toluene (2 mL) is added to a Schlenk tube containing indium(III) isopropoxide (0.02 mmol, 2 mol%) under an inert atmosphere (argon). The mixture is stirred at room temperature (25degC) for 1-4 hours. Aliquots are taken periodically, quenched with water, extracted with ethyl acetate, and analyzed by gas chromatography (GC) or 1H NMR spectroscopy to determine conversion yield. Turnover frequency (TOF, h−1) is calculated as (moles product)/(moles catalyst × time).
Cell Assay
Not applicable (no cell-based assays). If one were to test cytotoxicity in vitro (not typical for this chemical), immortalized cell lines (e.g., HepG2, HEK293) could be exposed to increasing concentrations of indium(III) isopropoxide (1-500 uM) for 24 hours, and viability assessed by MTT or resazurin reduction. However, such data are not available in the literature. The compound is poorly soluble in aqueous media, and hydrolysis would release isopropanol and indium hydroxide/oxide.
Animal Protocol
Not applicable (no animal studies). The compound is not intended for in vivo use. If an animal study were to be conducted (e.g., for hazard assessment), rodents might be given a single oral or intraperitoneal dose to determine acute toxicity (OECD guideline 423), but such data are not reported. It should be noted that the isopropoxide ligand would be rapidly hydrolyzed, releasing isopropanol (which has known toxicity) and indium species.
ADME/Pharmacokinetics
Not applicable (not a drug). As a chemical reagent, its stability is a key property: indium(III) isopropoxide is highly moisture-sensitive and decomposes in the presence of water to form indium hydroxide and isopropanol. It is soluble in anhydrous organic solvents such as toluene, THF, and dichloromethane. For catalytic applications, it is often used under inert atmosphere at room temperature or mild heating (50-80degC). No absorption, distribution, metabolism, or excretion (ADME) data exist.
Toxicity/Toxicokinetics
Indium compounds are generally considered toxic. Indium(III) isopropoxide is corrosive and may cause severe skin and eye burns. If ingested or inhaled, it may cause gastrointestinal irritation, pulmonary edema, and damage to the liver and kidneys. The LD50 for oral administration in rats is estimated (based on similar indium salts) to be around 2000-4000 mg/kg. The compound may release isopropanol upon contact with moisture, which is an irritant and central nervous system depressant. Chronic exposure to indium has been associated with lung fibrosis and alveolar proteinosis in industrial workers (indium lung). Therefore, handling requires a fume hood, gloves, and eye protection.
References
[1]. Yohei Ogiwara, et al. Indium(III) Isopropoxide as a Hydrogen Transfer Catalyst for Conversion of Benzylic Alcohols into Aldehydes or Ketones via Oppenauer Oxidation. Synthesis. 2016, 48(23): 4143-4148.
[2]. Daniela Caruntu, et al. One-Step Synthesis of Nearly Monodisperse, Variable-Shaped In 2 O 3 Nanocrystals in Long Chain Alcohol Solutions. The Journal of Physical Chemistry C. March 2010, 114(11):4875-4886.
Additional Infomation
Indium(III) isopropoxide is not a pharmaceutical, has no therapeutic applications, has never been in clinical trials, and is not approved by any drug regulatory agency. It is a specialty chemical for research and development in catalysis, materials science, and as a precursor for indium oxide (In2O3) thin films used in transparent conductive electrodes for displays and solar cells. It is also used in the synthesis of indium-containing nanoparticles and quantum dots. This information is provided to fulfill the request format; users should not mistake it for a drug.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C3H8O.1/3IN
Molecular Weight
292.07924
Exact Mass
292.053
CAS #
38218-24-5
PubChem CID
57346963
Appearance
Light yellow to yellow solid powder
Density
0.808 g/mL at 25ºC
Boiling Point
82℃
Melting Point
145ºC (dec.)
Flash Point
10ºC
Index of Refraction
n20/D1.383
LogP
2.475
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
0
Heavy Atom Count
13
Complexity
10.8
Defined Atom Stereocenter Count
0
SMILES
CC(C)[O-].CC(C)[O-].CC(C)[O-].[In+3]
InChi Key
OVZUSPADPSOQQN-UHFFFAOYSA-N
InChi Code
InChI=1S/3C3H7O.In/c3*1-3(2)4;/h3*3H,1-2H3;/q3*-1;+3
Chemical Name
indium(3+);propan-2-olate
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO :< 1 mg/mL
H2O : < 0.1 mg/mL
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.4237 mL 17.1186 mL 34.2372 mL
5 mM 0.6847 mL 3.4237 mL 6.8474 mL
10 mM 0.3424 mL 1.7119 mL 3.4237 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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