基本情報
- 標準SMILES
O=[N+]([O-])c1ccc(CCl)cc1- InChIKey
KGCNHWXDPDPSBV-UHFFFAOYSA-N- 分子式
- C7H6ClNO2
- 平均分子量
- 171.58 g/mol
- 単同位体質量
- 171.00870611
概要
Benzene, 1-(chloromethyl)-4-nitro- is a solid. (EPA, 1998)
名称と識別子
- 優先名称
- 4-Nitrobenzyl chloride
- IUPAC
- 1-(chloromethyl)-4-nitrobenzene
- 現地名
- 4-ニトロベンジル クロリド
- 英語名
- 4-Nitrobenzyl chloride
- 分子式
- C7H6ClNO2
- 分子量
- 171.58
名称と別名
名称をさらに表示
データベース識別子
- CAS
100-14-1- PubChem CID
- 7482
- DTXSID
DTXSID4025745- ChEMBL
CHEMBL176410- ChEBI
CHEBI:87406- UNII
- 3BLD9LVT3X
- EC Number
- 202-822-7
- Nikkaji
- J4.978F
物性
構造計算による物性
- XLogP
- 2.5
- 極性表面積
- 45.8 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 2
- 回転可能結合数
- 1
- 重原子数
- 11
- 形式電荷
- 0
- 複雑度
- 138
実験および物理化学的性質
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]
物理化学的性質
- 融点
- 71 °C · 71 °C
- 沸点
- 112 °C · 112 °C (0.6 mmHg)
- 比重(密度)
- 1.3246 · 1.3246 (rough estimate)
- 屈折率
- 1.5647 · 1.5647 (estimate)
- 溶解性
- 50 mg/mL、透明~微かにかすむ、微黄色 · クロロホルム:可溶50mg/mL、透明~微かにかすむ、微黄色
- 外見
- 結晶針または粉末
- 色
- ライトイエロー
- BRN
- 387187 · 387187
- 安定性
- 安定。 強力な酸化剤、塩基、アミン、湿気、アルコールとは相容れない。 鋼に対して腐食性。 水とゆっくり反応する。 可燃性。
- 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
- CAS データベース
- 100 · 100-14-1(CAS DataBase Reference)
- NISTの化学物質情報
- 4 · 4-Nitrobenzyl chloride(100-14-1)
- EPAの化学物質情報
- 1 · 1-(Chloromethyl)-4-nitrobenzene (100-14-1)
化学的性質
化学的特性white to light yellow crystal powde
安全と法規制
GHS分類
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]
危険有害性情報
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
安全と保護具
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)
毒性情報
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.
法規制情報
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.
安全データ
- F
- 4.8-19-21
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- XS9093000
- ridadr
- UN 3261 8/PG 2
- hs_code
- 29049090
- risk_code
- 22-34-36
- 化審法
- (3)-449
- 消防法
- 危険物第5類
- hazard_code
- C
- safety_code
- 26-36/37/39-45-27
- hazard_class
- 8
- packing_group
- II
- Hazard Classifications
- Acute Tox. 4 OralSkin Corr. 1B
- ストレージクラス
- 8A - Combustible corrosive hazardous materials
- 有毒物質データの
- 100-14-1(Hazardous Substances Data)
化学と産業
薬理情報
用途と製造
応用分野
用途有機合成原料 (NITE総合検索 (ACCESS ON JAN. 2011)
使用4-Nitrobenzyl chloride was used to prepare unsymmetrically N,N′-bis(substituted) 4,13-diaza-18-crown-6-ether derivatives.
一般的な説明Solid.
調製方法
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.
純化方法Crystallise the chloride from CCl4, dry diethyl ether, or n-heptane, and dry it under vacuum. IRRITANT.[Beilstein 5 IV 856.]
上流・下流製品情報
下流製品
サプライヤー21 社
補足説明
定義ChEBI: A C-nitro compound that is nitrobenzene in which the hydrogen at position 4 is replaced by a chloromethyl group.
関連反応
関連ノート
読み込み中…