4-Chlorophenylboronic acid
4-CHLOROBENZENEBORONIC ACID · P-CHLOROPHENYLBORONIC ACID · AC 34441 · NSC 25408 · WLN: QBQR DG · AKOS BRN-0011 · RARECHEM AH PB 0178 · orobenzeneboronic Acid
식별자 및 물리적 특성
| CAS No. | 1679-18-1 |
|---|---|
| 분자식 | C6H6BClO2 |
| 평균 분자량 | 156.38 g/mol |
| 단동위원소 질량 | 156.01493751 g/mol |
| SMILES | OB(O)c1ccc(Cl)cc1 |
| InChIKey | CAYQIZIAYYNFCS-UHFFFAOYSA-N |
| PubChem CID | 74299 |
| ChEMBL | CHEMBL1209679 |
| EC No. | 216-845-5 |
| DTXSID | DTXSID50168427 |
화학 및 물리적 성질
| 극성 표면적 | 40.5 |
|---|---|
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 10 |
| 형식 전하 | 0 |
| 복잡도 | 102 |
| 녹는점 | 284-289 °C(lit.) |
| 끓는 점 | 295.4±42.0 °C(Predicted) |
| 밀도 | 1.32±0.1 g/cm3(Predicted) |
| 저장 조건 | Keep in dark place,Sealed in dry,Room Temperature |
| 용해도 | 에 용해됨DMSO |
| pKa(산도 계수) | 8.39±0.10(Predicted) |
| 물리적 상태 | 결정성 분말 |
| 색상 | 미색부터 베이지까지 |
| 용해도 | 2.5g/100mL |
| BRN | 2936346 |
| InChI | InChI=1S/C6H6BClO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H |
| InChIKey | CAYQIZIAYYNFCS-UHFFFAOYSA-N |
| SMILES | B(C1=CC=C(Cl)C=C1)(O)O |
화학적 성질
off-white to beige crystalline powder
화학적 성질
4-Chlorophenylboronic acid is white or off-white crystalline powder. It has certain solubility in water and is soluble in strong polar organic solvents such as dimethyl sulfoxide, but insoluble in ether solvents. It has similar chemical properties to phenylboronic acid.
안전 및 규제
| GHS 분류 | This chemical does not meet GHS hazard criteria for 9.7% (6 of 62) of reports.WarningH302 (77.4%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 62 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Status: Active Update: 24-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24375 |
| Hazard Classes and Categories | Acute Tox. 4 (77.4%) |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | No |
| RTECS 번호 | CY8950000 |
| 관세 코드 | 29319090 |
| 위험 문구(R) | 20/21/22-36/37/38 |
| 위험 표시 | Xn,Xi |
| 안전 문구(S) | 36-37/39-26 |
| 위험 등급 | IRRITANTAcute Tox. 4 Oral |
| 저장 분류 | 11 - Combustible Solids |
용도
용도
4-Chlorophenylboronic acid can be used as a reactant in:Palladium-catalyzed direct arylation.Cyclopalladation. Tandem-type Pd(II)-catalyzed oxidative Heck reaction and intramolecular C-H amidation. Copper-mediated ligandless aerobic fluoroalkylation. Pd-catalyzed arylative cyclization. Ruthenium catalyzed direct arylation. Ligand-free copper-catalyzed coupling reactions. Regioselective arylation and alkynylation by Suzuki-Miyaura and Sonogashira cross-coupling reactions. It can also be used to prepare: Substituted diarylmethylidenefluorenes via Suzuki coupling reaction.Baclofen lactam by Suzuki coupling of a pyrrolinyl tosylate, followed by hydrogenation reaction.Palladium(II) thiocarboxamide complexes as Suzuki coupling catalysts. Biaryls by Suzuki reactions of aryl chlorides, bromides, and iodides with arylboronic acids.