기본 정보
- 표준 SMILES
O=[N+]([O-])c1ccc(CCl)cc1- InChIKey
KGCNHWXDPDPSBV-UHFFFAOYSA-N- 분자식
- C7H6ClNO2
- 평균 분자량
- 171.58 g/mol
- 단동위원소 질량
- 171.00870611
개요
Benzene, 1-(chloromethyl)-4-nitro- is a solid. (EPA, 1998)
이름 및 식별자
- 우선 이름
- 4-Nitrobenzyl chloride
- IUPAC
- 1-(chloromethyl)-4-nitrobenzene
- 현지명
- 1-(클로로메틸)-4-니트로벤젠
- 영어명
- 4-Nitrobenzyl chloride
- 분자식
- C7H6ClNO2
- 분자량
- 171.58
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
100-14-1- PubChem CID
- 7482
- DTXSID
DTXSID4025745- ChEMBL
CHEMBL176410- ChEBI
CHEBI:87406- UNII
- 3BLD9LVT3X
- EC Number
- 202-822-7
- Nikkaji
- J4.978F
물성
구조 계산 물성
- XLogP
- 2.5
- 극성 표면적
- 45.8 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 2
- 회전 가능 결합 수
- 1
- 무거운 원자 수
- 11
- 형식 전하
- 0
- 복잡도
- 138
실험 및 물리화학적 성질
Solubility
Insoluble (NTP, 1992)
Sol in alcohol, ether, acetone, benzene
Melting Point
159.8 °F (EPA, 1998)
71 °C
71 °C
Physical Description
Benzene, 1-(chloromethyl)-4-nitro- is a solid. (EPA, 1998)
Plates or needles from alcohol; [HSDB]
물리화학적 성질
- 녹는점
- 71 °C · 71 °C
- 끓는 점
- 112 °C · 112 °C (0.6 mmHg)
- 밀도
- 1.3246 · 1.3246 (rough estimate)
- 굴절률
- 1.5647 · 1.5647 (estimate)
- 용해도
- 50 mg/mL, · 클로로포름: 가용성 50mg/mL, 투명하거나 매우 약간 흐릿함, 희미한 노란색
- 물리적 상태
- 결정화된 바늘 또는 분말
- 색상
- 연노랑
- BRN
- 387187 · 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 · 4-Nitrobenzyl chloride(100-14-1)
- EPA
- 1 · 1-(Chloromethyl)-4-nitrobenzene (100-14-1)
화학적 성질
white to light yellow crystal powde
안전 및 규제
GHS 분류
GHS Classification
Danger
H302 (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.
Warning
H302: Harmful if swallowed [Warning Acute toxicity, oral]
유해성 정보
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.
CERCLA Reportable Quantities
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
안전 및 보호
First Aid
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.
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)
독성 정보
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.
규제 정보
CERCLA Reportable Quantities
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.
안전 데이터
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- XS9093000
- ridadr
- UN 3261 8/PG 2
- HS 번호
- 29049090
- risk_code
- 22-34-36
- hazard_code
- C
- safety_code
- 26-36/37/39-45-27
- 포장분류
- II
- 위험 등급
- 8
- 기존화학 물질
- KE-05743
- F 고인화성물질
- 4.8-19-21
- Hazard Classifications
- Acute Tox. 4 OralSkin Corr. 1B
- 스토리지 클래스
- 8A - Combustible corrosive hazardous materials
- 유해 물질 데이터
- 100-14-1(Hazardous Substances Data)
화학 및 산업
약리 정보
용도 및 제조
응용 분야
용도4-Nitrobenzyl chloride was used to prepare unsymmetrically N,N′-bis(substituted) 4,13-diaza-18-crown-6-ether derivatives.
일반 설명Solid.
제조 방법
생산 방법Chlorination 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.
상·하류 제품 정보
하류 제품
공급사21 곳
추가 설명
정의ChEBI: A C-nitro compound that is nitrobenzene in which the hydrogen at position 4 is replaced by a chloromethyl group.
관련 반응
연결된 노트
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