Art. -Nr.: HY-W010710

IPrAuCl

Name: IPrAuCl
Brand: MedChemExpress
SKU: HY-W010710
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IPrAuCl is an achiral NHC-Au (I) precatalyst and gold (I) N-heterocyclic carbene complex catalyst. The Au-Cl bond of IPrAuCl, upon in situ chloride abstraction by silver salts (AgSbF6, AgOTf, AgBF4, AgNTf2, etc.) during the reaction, generates the cationic active species [Au (NHC)]⁺ with π-Lewis acidity, which efficiently activates unsaturated bonds such as alkynes/allenes/enynes and is used in reactions including cycloisomerization, oxidative rearrangement, and hydroamination.

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Reinheit : 98.2%
CAS. Nr.: 852445-83-1
Formel: C₂₇H₃₇AuClN₂
Molecular Weight:622.02

Speicherung:

4°C, protect from light, stored under nitrogen

* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen)

IPrAuCl Chemical Structure

CAS. Nr.: 852445-83-1

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Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biologische Aktivität
- Beschreibung
- In Vitro
Chemical Information
Lösungsmittel & Löslichkeit
- In Vitro
- In Vivo
Reinheit & Dokumentation
Verweise
Help & FAQs
Classifications
Bioz

Biologische Aktivität

Beschreibung

In Vitro

IPrAuCl at a 2 mol% loading, together with 2 mol% AgSbF₆ (in situ dechlorination), catalyzes the cycloisomerization of 3-aryl-1,5-enynes (containing a chiral propargylic center) at room temperature to give the bicyclo[3.0.1] ketone product (compound 6a)^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Chemical Information

CAS. Nr. 852445-83-1
Appearance Solid
Molecular Weight 622.02
Formel C₂₇H₃₇AuClN₂
Color White to off-white
SMILES

Cl[Au]C1N(C2=C(C(C)C)C=CC=C2C(C)C)C=CN1C3=C(C(C)C)C=CC=C3C(C)C
Versand

Room temperature in continental US; may vary elsewhere.
Speicherung

4°C, protect from light, stored under nitrogen

* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen)

Lösungsmittel & Löslichkeit

In Vitro:

DMSO : 10 mg/mL (16.08 mM; ultrasonic and warming and heat to 60°C; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

1.6077 mL

8.0383 mL

16.0767 mL

5 mM

0.3215 mL

1.6077 mL

3.2153 mL

10 mM

0.1608 mL

0.8038 mL

1.6077 mL

Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.

Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Molaritätsrechner

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Mass Mass

Konzentration Konzentration

Volumen Volumen

Molecular Weight Molecular Weight

Verdünnungsrechner

Konzentration _{(Stammlösung)} × Volumen _{(Stammlösung)} = Konzentration _{(Ziellösung)} × Volumen _{(Ziellösung)}

Konzentration _{(Stammlösung)} Konzentration _{(Stammlösung)}

Volumen _{(Stammlösung)} Volumen _{(Stammlösung)}

Konzentration _{(Ziellösung)} Konzentration _{(Ziellösung)}

Volumen _{(Ziellösung)} Volumen _{(Ziellösung)}

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

Stock Solution Working Solution

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 90% Corn Oil

Solubility: 2.5 mg/mL (4.02 mM); Suspended solution; Need ultrasonic

This protocol yields a suspended solution of 2.5 mg/mL. Suspended solution can be used for oral and intraperitoneal injection.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage Dosage
mg/kg
Animal Weight (Per Animal) Animal Weight (Per Animal)
g
Dosing Volume (Per Animal) Dosing Volume (Per Animal)
μL
Number of Animals Number of Animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

%
DMSO +

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
%
+
+
%
Tween-80 + +
%
Saline +

The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).

Working solution concentration: 0.22 mg/mL

Reinheit & Dokumentation

Select Batch:

Reinheit: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (291 KB)
SDS (394 KB)
- English - EN (394 KB)
- Français - FR (394 KB)
- Deutsch - DE (394 KB)
- Norwegian - NO (394 KB)
- Español - ES (394 KB)
- Swedish - SV (394 KB)
- Italian - IT (394 KB)
- Korean - KR (394 KB)
- Portuguese - PT (394 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

Verweise

[1]. He Y, et al. A Gold-Catalyzed Domino Cyclization Enabling Rapid Construction of Diverse Polyheterocyclic Frameworks. Angew Chem Int Ed Engl. 2018 Jan 2;57(1):272-276.

[2]. Koohgard M, et al. β-Cyclodextrin–NHC–Au (I)-Catalyzed Enantioconvergent 1, 5-Enyne Cycloisomerizations. Organic Letters. 2024 Jul 1;26(27):5817-21.

[3]. Wu Y, et al. Highly Efficient One-Pot Synthesis of 2, 4, 5-Trisubstituted 3 (2 H)-Furanones Utilizing a Au (I)-Catalyzed Oxidation/Pinacol Rearrangement/anti-Michael Cascade. Organic Letters. 2024 Sep 3;26(36):7656-60.

[4]. Alcaide B, et al. Allene‐Based Gold‐Catalyzed Stereodivergent Synthesis of Azapolycyclic Derivatives of Unusual Structure. Advanced Synthesis & Catalysis. 2016 Apr 28;358(9):1469-77.

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Complete Stock Solution Preparation Table

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
DMSO	1 mM	1.6077 mL	8.0383 mL	16.0767 mL	40.1916 mL
	5 mM	0.3215 mL	1.6077 mL	3.2153 mL	8.0383 mL
	10 mM	0.1608 mL	0.8038 mL	1.6077 mL	4.0192 mL
	15 mM	0.1072 mL	0.5359 mL	1.0718 mL	2.6794 mL

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IPrAuCl