4-Nitrophenyl chloroformate
4-NITROPHENYL CARBONOCHLORIDATE · P-NITROPHENYL CHLOROFORMATE · PNPCF · Nitrophenyl chloroforMate · PARA-NITROPHENYL CHLOROFORMATE · 4-Nitrophenyl chloridocarbonate · 4-NITROPHENYL CHLOROCARBONATE · CHLOROFORMIC ACID P-NITROPHENYL ESTER
식별자 및 물리적 특성
| CAS No. | 7693-46-1 |
|---|---|
| 분자식 | C7H4ClNO4 |
| 평균 분자량 | 201.56 g/mol |
| 단동위원소 질량 | 200.98288529 g/mol |
| SMILES | O=C(Cl)Oc1ccc([N+](=O)[O-])cc1 |
| InChIKey | NXLNNXIXOYSCMB-UHFFFAOYSA-N |
| PubChem CID | 82129 |
| EC No. | 231-706-9 |
| DTXSID | DTXSID3064772 |
화학 및 물리적 성질
| XLogP | 2.6 |
|---|---|
| 극성 표면적 | 72.1 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 4 |
| 회전 가능 결합 수 | 2 |
| 무거운 원자 수 | 13 |
| 형식 전하 | 0 |
| 복잡도 | 207 |
| 물질 분류 | Toxic Gases & Vapors -> Acid Halides |
| Physical Description | Cream crystals with an acrid odor[Alfa Aesar MSDS] |
| 녹는점 | 77-79 °C(lit.) |
| 끓는 점 | 159-162 °C19 mm Hg(lit.) |
| 밀도 | 1.5719 (rough estimate) |
| 굴절률 | 1.6000 (estimate) |
| 인화점 | >110°C |
| 저장 조건 | 2-8°C |
| 용해도 | 아세톤, 클로로포름, 아세톤, 톨루엔 및 벤젠에 용해됩니다. |
| 물리적 상태 | 이소프로판올 현탁액 |
| 색상 | 흰색에서 노란색-베이지색 |
| 용해도 | 물에서 분해되다 |
| BRN | 518127 |
| 안정성 | 안정적인. 강염기, 산과 호환되지 않습니다. 타기 쉬운. |
| 주요 응용 | 펩타이드 합성 |
| InChI | 1S/C7H4ClNO4/c8-7(10)13-6-3-1-5(2-4-6)9(11)12/h1-4H |
| InChIKey | NXLNNXIXOYSCMB-UHFFFAOYSA-N |
| SMILES | [O-][N+](=O)c1ccc(OC(Cl)=O)cc1 |
| NIST | Carbonochloridic acid, 4-nitrophenyl ester(7693-46-1) |
| EPA | Carbonochloridic acid, 4-nitrophenyl ester (7693-46-1) |
화학적 성질
Cream solid
안전 및 규제
| GHS 분류 | DangerH314 (96.8%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]P260, P261, P264, P271, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P319, P321, P363, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 62 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Status: Active Update: 09-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/245484-Nitrophenyl chloroformate: Does not have an individual approval but may be used under an appropriate group standard |
| 유해성 요약 | Reacts with waterCauses burnsInhalation may cause corrosive injuries to upper respiratory tract and lungsHarmful by ingestion and inhalation[Alfa Aesar MSDS] See CHLOROFORMATES. |
| Hazard Classes and Categories | Skin Corr. 1B (96.8%) |
| 유해 작용 | Dermatotoxin - Skin burns. |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| 운송 번호(UN) | UN 3261 8/PG 2 |
| 관세 코드 | 29159020 |
| 위험 문구(R) | 34-36/37-23/24/25-41-36/37/38-11-67-36 |
| 위험 표시 | C,T,Xi,F |
| 안전 문구(S) | 26-36/37/39-45-38-28A-36-16-27 |
| 포장분류 | II |
| 위험 등급 | 8Eye Dam. 1Skin Corr. 1BSTOT SE 3 |
| 기존화학 물질 | 2000-3-1451 |
| F 고인화성물질 | 19-21 |
| 위험 참고 사항 | Toxic/Corrosive/Lachrymator |
| 저장 분류 | 8A - Combustible corrosive hazardous materials |
용도
용도
4-Nitrophenyl chloroformate is used in the synthesis of poly(oxyethylene) modified dextrans. It is also used to prepare a cleavable, heterobifunctional cross-linker for reversible conjugation of amines to thiol-modified DNA. Further, it is used in the synthesis of mixed, activated carbonates, thiocarbonates and activated urethanes. In addition to this, it is used in the preparation of 4-nitrophenyl diazoacetate with diazomethane. It is an ester of chloroformic acid used in the immobilization of enzymes and other biomolecules.
개요
4-Nitrophenyl chloroformate, also known as p-nitrophenyl chloroformate, is a coupling agent used in the synthesis of ureas, carbamates, and carbonates. It is also used as a building block in solid-phase peptide synthesis (SPPS) to obtain altered side chain functionalities in peptides.