Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
1-(클로로메틸)-4-니트로벤젠
1-(클로로메틸)-4-나이트로벤젠 · 1-(클로로메틸)-4-니트로벤젠 · 1-(Chloromethyl)-4-nitrobenzene · P-NITROBENZYL CHLORIDE · p-nitrochloride · AKOS BBS-00003951 · Nitrochlorobenzyl · Nitrobenzylchloride
식별자 및 물리적 특성
| CAS No. | 100-14-1 |
|---|---|
| 분자식 | C7H6ClNO2 |
| 평균 분자량 | 171.58 g/mol |
| 단동위원소 질량 | 171.00870611 g/mol |
| SMILES | O=[N+]([O-])c1ccc(CCl)cc1 |
| InChIKey | KGCNHWXDPDPSBV-UHFFFAOYSA-N |
| PubChem CID | 7482 |
| ChEMBL | CHEMBL176410 |
| ChEBI | CHEBI:87406 |
| EC No. | 202-822-7 |
| DTXSID | DTXSID4025745 |
| 현지명 | 1-(클로로메틸)-4-니트로벤젠 |
화학 및 물리적 성질
| XLogP | 2.5 |
|---|---|
| 극성 표면적 | 45.8 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 11 |
| 형식 전하 | 0 |
| 복잡도 | 138 |
| 물질 분류 | Nitrogen Compounds -> Nitros, Aromatic |
| SpringerMaterials Properties | Density |
| 밀도 | 1.5647 (NTP, 1992) - Denser than waterwill sink1.3246 (rough estimate) |
| Color/Form | Plates or needles from alcohol |
| 용해도 | Insoluble (NTP, 1992)Sol in alcohol, ether, acetone, benzene클로로포름: 가용성 50mg/mL, 투명하거나 매우 약간 흐릿함, 희미한 노란색 |
| 끓는 점 | 230 °C @760 [mm Hg]112 °C (0.6 mmHg) |
| 녹는점 | 159.8 °F (EPA, 1998)71 °C |
| 증기압 | 0.05 [mm Hg] @25 °C |
| 굴절률 | Index of refraction: 1.5647 at 62 °C1.5647 (estimate) |
| Physical Description | Benzene, 1-(chloromethyl)-4-nitro- is a solid. (EPA, 1998)Plates or needles from alcohol[HSDB] |
| Other Experimental Properties | UV: 6794 (Sadtler Research Laboratories Spectral Collection) /Benzyl chloride, 2-nitro/ |
| 물리적 상태 | 결정화된 바늘 또는 분말 |
| 색상 | 연노랑 |
| BRN | 387187 |
| 안정성 | 안정적인. 강한 산화제, 염기, 아민, 수분, 알코올과 호환되지 않습니다. 강철을 부식시킵니다. 물과 천천히 반응합니다. 타기 쉬운. |
| InChI | 1S/C7H6ClNO2/c8-5-6-1-3-7(4-2-6)9(10)11/h1-4H,5H2 |
| InChIKey | KGCNHWXDPDPSBV-UHFFFAOYSA-N |
| SMILES | [O-][N+](=O)c1ccc(CCl)cc1 |
| NIST | 4-Nitrobenzyl chloride(100-14-1) |
| EPA | 1-(Chloromethyl)-4-nitrobenzene (100-14-1) |
화학적 성질
white to light yellow crystal powde
안전 및 규제
| GHS 분류 | DangerH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P260, P264, P270, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P363, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 48 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H302: Harmful if swallowed [Warning Acute toxicity, oral] |
|---|---|
| 규제 정보 | 4-Nitrobenzyl chloride: Does not have an individual approval but may be used under an appropriate group standard |
| 운송 라벨(DOT) | Corrosive |
| 화재 위험 | Incompatible with sodium hydroxide. (EPA, 1998) |
| 건강 유해성 | Poisonous if swallowed or dust is inhaled. (EPA, 1998) |
| 유해성 요약 | Poisonous by ingestion and inhalation[CAMEO] CorrosiveCauses burnsA lachrymatorMay cause pneumonitis and pulmonary edema after inhalation of high concentrations[MSDSonline] |
| 반응성 그룹 | Halogenated Organic Compounds |
| Reactivity Profile | Incompatible with sodium hydroxide. [EPA, 1998]. A halogenated aromatic nitro compound. Aromatic nitro compounds range from slight to strong oxidizing agents. If mixed with reducing agents, including hydrides, sulfides and nitrides, they may begin a vigorous reaction that culminates in a detonation. The aromatic nitro compounds may explode in the presence of a base such as sodium hydroxide or potassium hydroxide even in the presence of water or organic solvents. The explosive tendencies of aromatic nitro compounds are increased by the presence of multiple nitro groups. |
| Air and Water Reactions | May react slowly with water. (NTP, 1992) |
| CERCLA 보고 수량 | Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Benzene, 1-(chloromethyl)-4-nitro- is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 500/10,000 lbs. |
| Hazard Classes and Categories | Acute Tox. 4 (100%)Acute toxicity (Oral) - Category 4 |
| 소화 | Keep unnecessary people awayisolate hazard area and deny entry. Stay upwindkeep out of low areas. Wear self-contained (positive pressure if available) breathing apparatus and full protective clothing. |
| 응급 처치 | Signs and Symptoms of Acute Benzene, 1-(Chloromethyl)-4-Nitro-Exposure: Signs and symptoms of acute exposure to benzene, 1-(chloromethyl)-4-nitro- may be severe and include cyanosis (blue tint to the skin and mucous membranes), tachycardia (rapid heart rate), hypotension (low blood pressure), and cardiac arrhythmias. Respiratory depression and respiratory failure may also occur. Headache, lethargy, weakness, vertigo (dizziness), severe depression, and coma may be noted. GI symptoms include nausea and vomiting. Urine and vomitus may have the odor of bitter almonds. |
| 비화재 누출 대응 | Keep unnecessary people awayisolate hazard area and deny entry. Stay upwindkeep out of low areas. If water pollution occurs, notify appropriate authorities. Do not touch spilled materialstop leak if you can do so without risk. |
| Isolation and Evacuation | Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: |
| Protective Action Criteria (PAC) | 0.18 [mg/m3]2.0 [mg/m3]12 [mg/m3] |
| Personal Protective Equipment (PPE) | For emergency situations, wear a positive pressure, pressure-demand, full facepiece self-contained breathing apparatus (SCBA) or pressure- demand supplied air respirator with escape SCBA and a fully-encapsulating, chemical resistant suit. (EPA, 1998) |
| 유해 작용 | Dermatotoxin - Skin burns. |
| Non-Human Toxicity Excerpts | The mutagenicity of 24 benzyl derivatives, containing a variety of substituents & leaving groups, were assayed in strain TA100 using Ames plate incorporation assay. P-nitrobenzyl chloride (12000 revertants/umole) was mutagenic. It was also mutagenic in strain TA98 (700 revertants/umole), but not in strain TA98NR (a strain deficient in nitro reducatase activity). This study suggests that nitrobenzyl derivatives were mutagenic due to nitro reductive metabolism.Benzyl chloride, benzyl bromide, p-methylbenzyl chloride, & p-nitrobenzyl chloride were used to study chem reactivity with 4-(p-nitrobenzyl)pyridine & guanosine in vitro, in relation to mutagenic potency in Salmonella typhimurium & sister chromatid exchange (SCE) induction in CHO cells. Benzyl bromide was most reactive, followed by p-methylbenzyl chloride, benzyl chloride, & p-nitrobenzyl chloride. The order of mutagenicity was p-nitrobenzyl chloride much greater than benzyl bromide which was greater than benzyl chloride which was similar or equal to p-methylbenzyl chloride. They caused base-pair mutations only. The order of SCE-inducing ability decreased as follows: benzyl bromide greater than benzyl chloride which was similar or equal to p-nitrobenzyl chloride which was similar or equal to p-methylbenzyl chloride. The high mutagenicity of p-nitrobenzyl chloride in bacteria may be due to reactions other than direct aralkylation. |
| Toxicity Data | LCLo (rat) = 280 mg/m3/4h |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | XS9093000 |
| 운송 번호(UN) | UN 3261 8/PG 2 |
| 관세 코드 | 29049090 |
| 위험 문구(R) | 22-34-36 |
| 위험 표시 | C |
| 안전 문구(S) | 26-36/37/39-45-27 |
| 포장분류 | II |
| 위험 등급 | 8Acute Tox. 4 OralSkin Corr. 1B |
| 기존화학 물질 | KE-05743 |
| F 고인화성물질 | 4.8-19-21 |
| 저장 분류 | 8A - Combustible corrosive hazardous materials |
| 유해 물질 데이터 | 100-14-1(Hazardous Substances Data) |
용도
용도
4-Nitrobenzyl chloride was used to prepare unsymmetrically N,N′-bis(substituted) 4,13-diaza-18-crown-6-ether derivatives.
일반 설명
Solid.
제조 및 합성 방법
생산 방법
Chlorination of 4-nitrotoluene at 190 ℃ without catalyst gives 4-Nitrobenzyl chloride. The alternative process of nitration of benzylchloride coproduces 2-nitrobenzyl chloride and requires a difficult separation stage.