- 9,10-diarylanthracenes as molecular switches: syntheses, properties, isomerizations and their reactions with singlet oxygenZehm, Daniel; Fudickar, Werner; Hans, Melanie; Schilde, Uwe; Kelling, Alexandra; et al, Chemistry - A European Journal, 2008, 14(36), 11429-11441
Cas no 89787-12-2 (2-Isopropylbenzeneboronic acid)
2-Isopropylbenzeneboronic acid is a boronic acid derivative featuring an isopropyl substituent on the aromatic ring. This compound is widely utilized in Suzuki-Miyaura cross-coupling reactions, a key method for forming carbon-carbon bonds in organic synthesis. Its stability and reactivity make it a valuable building block for pharmaceuticals, agrochemicals, and advanced materials. The isopropyl group enhances steric and electronic properties, improving selectivity in coupling reactions. The product is typically supplied as a white to off-white crystalline solid with high purity, ensuring consistent performance in synthetic applications. Proper storage under inert conditions is recommended to maintain stability.
89787-12-2 structure
Product Name:2-Isopropylbenzeneboronic acid
CAS No:89787-12-2
MF:C9H13BO2
MW:164.009322881699
MDL:MFCD03411937
CID:61311
PubChem ID:2773477
Update Time:2025-06-07
2-Isopropylbenzeneboronic acid Chemical and Physical Properties
Names and Identifiers
-
- 2-Isopropylphenylboronic acid
- 2-Isopropylbenzeneboronic acid
- 2-Cumylboronic acid~2-Isopropylphenylboronic acid
- (2-Isopropylphenyl)boronic acid
- (2-propan-2-ylphenyl)boronic acid
- o-Isopropylphenylboronic Acid
- 2-Isopropylphenyboronic acid
- 2-Isopropylphebylboronic acid
- 2-Isopropylphenboronic acid
- 2-CUMYLBORONIC ACID
- BORONIC ACID, [2-(1-METHYLETHYL)PHENYL]-
- [2-(PROPAN-2-YL)PHENYL]BORONIC ACID
- PubChem9514
- 2-Isopropylbenzeneboronicacid
- 2-Isopropylphenylboranic acid
- 2-isopropylphenyl boronic acid
- 2-isopr
- B-[2-(1-Methylethyl)phenyl]boronic acid (ACI)
- Boronic acid, [2-(1-methylethyl)phenyl]- (9CI)
- [2-(1-Methylethyl)phenyl]boronic acid
- o-Cumylboronic acid
- 2-Isopropylphenylboronic acid, AldrichCPR
- EN300-107504
- GS-6638
- AKOS000285063
- KTZUVUWIBZMHMC-UHFFFAOYSA-N
- HY-W003050
- AB14291
- SY026620
- Z381540944
- MFCD03411937
- DTXSID10378484
- CS-W003050
- J-509751
- 2-IsopropylphenylboronicAcid
- AM804517
- A843312
- C9H13BO2
- 2-isopropyl phenylboronic acid
- 2-isopropylbenzene boronic acid
- FT-0601802
- 89787-12-2
- SCHEMBL21270
- DB-010456
-
- MDL: MFCD03411937
- Inchi: 1S/C9H13BO2/c1-7(2)8-5-3-4-6-9(8)10(11)12/h3-7,11-12H,1-2H3
- InChI Key: KTZUVUWIBZMHMC-UHFFFAOYSA-N
- SMILES: OB(C1C=CC=CC=1C(C)C)O
- BRN: 3090298
Computed Properties
- Exact Mass: 164.10100
- Monoisotopic Mass: 164.101
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 2
- Hydrogen Bond Acceptor Count: 2
- Heavy Atom Count: 12
- Rotatable Bond Count: 2
- Complexity: 137
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Surface Charge: 0
- Tautomer Count: nothing
- XLogP3: nothing
- Topological Polar Surface Area: 40.5
Experimental Properties
- Color/Form: White powder
- Density: 1.04
- Melting Point: 85-86°C
- Boiling Point: 297.2 °C at 760 mmHg
- Flash Point: 133.5 °C
- Refractive Index: 1.513
- PSA: 40.46000
- LogP: 0.48980
- Solubility: Not determined
2-Isopropylbenzeneboronic acid Security Information
-
Symbol:
- Signal Word:Warning
- Hazard Statement: H315,H319,H335
-
Warning Statement:
P261,P305
P351
P338,P302
P352,P321,P405,P501A - Hazard Category Code: R36/37/38: irritating to eyes, respiratory tract and skin
- Safety Instruction: S26-S36/37/39
-
Hazardous Material Identification:
- Risk Phrases:R36/37/38
- HazardClass:IRRITANT
- Storage Condition:Store at room temperature
2-Isopropylbenzeneboronic acid Customs Data
- HS CODE:2931900090
- Customs Data:
China Customs Code:
2931900090Overview:
2931900090. Other organic-Inorganic compound. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods). MFN tariff:6.5%. general tariff:30.0%
Summary:
2931900090. other organo-inorganic compounds. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:6.5%. General tariff:30.0%
2-Isopropylbenzeneboronic acid Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Fluorochem | 092673-5g |
2-Isopropylphenylboronic acid |
89787-12-2 | 95% | 5g |
£74.00 | 2022-03-01 | |
| Fluorochem | 092673-10g |
2-Isopropylphenylboronic acid |
89787-12-2 | 95% | 10g |
£130.00 | 2022-03-01 | |
| Fluorochem | 092673-25g |
2-Isopropylphenylboronic acid |
89787-12-2 | 95% | 25g |
£259.00 | 2022-03-01 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | I120237-250mg |
2-Isopropylbenzeneboronic acid |
89787-12-2 | 97% | 250mg |
¥29.90 | 2023-09-02 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | I120237-5g |
2-Isopropylbenzeneboronic acid |
89787-12-2 | 97% | 5g |
¥236.90 | 2023-09-02 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | I120237-1g |
2-Isopropylbenzeneboronic acid |
89787-12-2 | 97% | 1g |
¥59.90 | 2023-09-02 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | I120237-25g |
2-Isopropylbenzeneboronic acid |
89787-12-2 | 97% | 25g |
¥1138.90 | 2023-09-02 | |
| Chemenu | CM135350-1000g |
2-Isopropylphenylboronic acid |
89787-12-2 | 95+% | 1000g |
$4800 | 2021-08-05 | |
| SHANG HAI YI EN HUA XUE JI SHU Co., Ltd. | R018317-1g |
2-Isopropylbenzeneboronic acid |
89787-12-2 | 97% | 1g |
¥51 | 2024-05-21 | |
| SHANG HAI YI EN HUA XUE JI SHU Co., Ltd. | R018317-250mg |
2-Isopropylbenzeneboronic acid |
89787-12-2 | 97% | 250mg |
¥25 | 2024-05-21 |
2-Isopropylbenzeneboronic acid Production Method
Production Method 1
Reaction Conditions
1.1 Reagents: tert-Butyllithium Solvents: Pentane , Tetrahydrofuran ; 2 h, -78 °C
1.2 Reagents: Triisopropyl borate Solvents: Tetrahydrofuran ; -78 °C; -78 °C → rt; overnight, rt
1.3 Reagents: Hydrochloric acid Solvents: Water ; 30 min, rt
1.4 Reagents: Sodium hydroxide Solvents: Ethanol , Water ; 30 min, rt
1.5 Reagents: Hydrochloric acid Solvents: Water ; acidified, rt
1.2 Reagents: Triisopropyl borate Solvents: Tetrahydrofuran ; -78 °C; -78 °C → rt; overnight, rt
1.3 Reagents: Hydrochloric acid Solvents: Water ; 30 min, rt
1.4 Reagents: Sodium hydroxide Solvents: Ethanol , Water ; 30 min, rt
1.5 Reagents: Hydrochloric acid Solvents: Water ; acidified, rt
Reference
Production Method 2
Reaction Conditions
1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran , Hexane ; 15 min, -78 °C
1.2 Reagents: Triisopropyl borate Solvents: Tetrahydrofuran ; -78 °C; 1 h, -78 °C; 1 h, -78 °C → rt
1.3 Reagents: Hydrochloric acid Solvents: Water
1.2 Reagents: Triisopropyl borate Solvents: Tetrahydrofuran ; -78 °C; 1 h, -78 °C; 1 h, -78 °C → rt
1.3 Reagents: Hydrochloric acid Solvents: Water
Reference
- Group 4 Dimethylsilylenebisamido Complexes Bearing the 6-[2-(Diethylboryl)phenyl]pyrid-2-yl Motif: Synthesis and Use in Tandem Ring-Opening Metathesis/Vinyl-Insertion Copolymerization of Cyclic Olefins with EthyleneZou, Yuanlin; Wang, Dongren; Wurst, Klaus; Kuehnel, Christa; Reinhardt, Ingrid; et al, Chemistry - A European Journal, 2011, 17(49), 13832-13846
Production Method 3
Reaction Conditions
1.1 Solvents: Acetonitrile-d3 , Water-d2 ; 24 h, rt
Reference
- Fast and Tight Boronate Formation for Click Bioorthogonal ConjugationAkgun, Burcin; Hall, Dennis G., Angewandte Chemie, 2016, 55(12), 3909-3913
Production Method 4
Reaction Conditions
1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran , Hexane ; 15 min, -78 °C
1.2 Reagents: Triisopropyl borate Solvents: Tetrahydrofuran ; -78 °C; 1 h, -78 °C; 1 h, -78 °C → rt
1.3 Reagents: Hydrochloric acid Solvents: Water ; rt
1.2 Reagents: Triisopropyl borate Solvents: Tetrahydrofuran ; -78 °C; 1 h, -78 °C; 1 h, -78 °C → rt
1.3 Reagents: Hydrochloric acid Solvents: Water ; rt
Reference
- Group 4 metal complexes bearing the aminoborane motif: origin of tandem ring-opening metathesis/vinyl-insertion polymerizationWang, M.; Xu, G.; Wang, D.; Zou, Y.; Frey, W.; et al, Polymer Chemistry, 2015, 6(17), 3290-3304
Production Method 5
Reaction Conditions
1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran , Hexane ; 2 h, -78 °C
1.2 Reagents: Triisopropyl borate Solvents: Tetrahydrofuran ; 1 h, -78 °C; 1 h, rt
1.3 Reagents: Hydrochloric acid Solvents: Water ; rt
1.2 Reagents: Triisopropyl borate Solvents: Tetrahydrofuran ; 1 h, -78 °C; 1 h, rt
1.3 Reagents: Hydrochloric acid Solvents: Water ; rt
Reference
- Structure, Conformation, and Dynamic Processes of the Stereolabile Atropisomers of Hindered Terphenyl HydrocarbonsLunazzi, Lodovico; Mazzanti, Andrea; Minzoni, Mirko; Anderson, J. Edgar, Organic Letters, 2005, 7(7), 1291-1294
Production Method 6
Reaction Conditions
1.1 Reagents: Carbamide peroxide Solvents: DMSO-d6 , Water , Water-d2 ; rt
Reference
- Hydrogen Peroxide-Responsive Triggers Based on Borinic Acids: Molecular Insights into the Control of Oxidative RearrangementGatin-Fraudet, Blaise; Pucher, Mathilde; Le Saux, Thomas; Doisneau, Gilles ; Bourdreux, Yann ; et al, Chemistry - A European Journal, 2022, 28(59),
2-Isopropylbenzeneboronic acid Raw materials
2-Isopropylbenzeneboronic acid Preparation Products
2-Isopropylbenzeneboronic acid Suppliers
Amadis Chemical Company Limited
Gold Member
(CAS:89787-12-2)2-Isopropylbenzeneboronic acid
Order Number:A843312
Stock Status:in Stock
Quantity:100g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 06:59
Price ($):315.0
Email:[email protected]
2-Isopropylbenzeneboronic acid Related Literature
-
S. Amaresh,K. Karthikeyan,K. J. Kim,Y. S. Lee RSC Adv., 2014,4, 23107-23115
-
R. M. Pemberton,J. P. Hart,T. T. Mottram Analyst, 2001,126, 1866-1871
-
Karl Crowley,Eimer O'Malley,Aoife Morrin,Malcolm R. Smyth,Anthony J. Killard Analyst, 2008,133, 391-399
-
Christian K. Rank,Alexander W. Jones,Tatjana Wall,Patrick Di Martino-Fumo,Sarah Schr?ck,Markus Gerhards,Frederic W. Patureau Chem. Commun., 2019,55, 13749-13752
-
5. An amorphous lanthanum–iridium solid solution with an open structure for efficient water splitting?Wei Sun,Chenglong Ma,Xinlong Tian,Jianjun Liao,Ji Yang,Chengjun Ge,Weiwei Huang J. Mater. Chem. A, 2020,8, 12518-12525
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Recommended suppliers
Amadis Chemical Company Limited
(CAS:89787-12-2)2-Isopropylbenzeneboronic acid
Purity:99%
Quantity:100g
Price ($):315.0