基本情報
- CAS
92-24-0- 標準SMILES
c1ccc2cc3cc4ccccc4cc3cc2c1- InChIKey
IFLREYGFSNHWGE-UHFFFAOYSA-N- 分子式
- C18H12
- 平均分子量
- 228.3 g/mol
- 単同位体質量
- 228.09390038
名称と識別子
- 優先名称
- Naphthacene
- IUPAC
- tetracene
- 現地名
- ナフタセン
- 英語名
- NAPHTHACENE
- 分子式
- C18H12
- 分子量
- 228.29
名称と別名
名称をさらに表示
データベース識別子
- CAS
92-24-0- PubChem CID
- 7080
- DTXSID
DTXSID4059045- ChEMBL
CHEMBL1797272- ChEBI
CHEBI:32600- UNII
- QYJ5Z6712R
- EC Number
- 202-138-9
- Nikkaji
- J1.536.811J、J4.651E
物性
構造計算による物性
- XLogP
- 5.9
- 極性表面積
- 0 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 0
- 回転可能結合数
- 0
- 重原子数
- 18
- 形式電荷
- 0
- 複雑度
- 236
実験および物理化学的性質
Kovats Retention Index
2395;2425;2436;2386;405.7;403.9;405;403.9
2426;2425;403.5;403.15;402.86;407.3;401.28;403.52;403.51;403.7;403.89;408.3;408.3
物理化学的性質
- 融点
- 300 °C · >300 °C(lit.)
- 沸点
- 305.1 °C · 305.1°C (rough estimate)
- 比重(密度)
- 1.35 · 1.35
- 屈折率
- 1.55 · 1.5500 (estimate)
- 外見
- 結晶性粉末
- 色
- オレンジ
- 水溶解度
- 1.507 ug/L · 1.507ug/L(25℃)
- Merck
- 14 · 14,6369
- BRN
- 1909299 · 1909299
- Henry's Law Constant
- 2 · 2.0×101 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
- 安定性
- 安定。強力な酸化剤とは相容れない。
- InChI
- InChI=1S/C18H12/c1-2-6-14-10-18-12-16-8-4-3-7-15(16)11-17(18)9-13(14)5-1/h1-12H
- InChIKey
- IFLREYGFSNHWGE-UHFFFAOYSA-N
- SMILES
- C1=C2C(C=C3C(=C2)C=C2C(C=CC=C2)=C3)=CC=C1
- CAS データベース
- 92 · 92-24-0(CAS DataBase Reference)
- EPAの化学物質情報
- Naphthacene (92-24-0)
化学的性質
化学的特性orange powder
安全と法規制
GHS分類
GHS Classification
Warning
H302 (20%): Harmful if swallowed [Warning Acute toxicity, oral];H312 (20%): Harmful in contact with skin [Warning Acute toxicity, dermal];H332 (20%): Harmful if inhaled [Warning Acute toxicity, inhalation];H400 (80%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard];H410 (80%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]
P261, P264, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 5 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
危険有害性情報
毒性情報
Toxicity Summary
The ability of PAH's to bind to blood proteins such as albumin allows them to be transported throughout the body. Many PAH's induce the expression of cytochrome P450 enzymes, especially CYP1A1, CYP1A2, and CYP1B1, by binding to the aryl hydrocarbon receptor or glycine N-methyltransferase protein. These enzymes metabolize PAH's into their toxic intermediates. The reactive metabolites of PAHs (epoxide intermediates, dihydrodiols, phenols, quinones, and their various combinations) covalently bind to DNA and other cellular macromolecules, initiating mutagenesis and carcinogenesis. (L10, L23, A27, A32)
法規制情報
安全データ
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- QI7605000
- ridadr
- UN 3077 9/PG 3
- hs_code
- 29029090
- risk_code
- 40-50/53
- hazard_code
- Xn,N
- safety_code
- 45-36/37-61-60-24/25
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
Metabolism/Metabolites
PAH metabolism occurs in all tissues, usually by cytochrome P-450 and its associated enzymes. PAHs are metabolized into reactive intermediates, which include epoxide intermediates, dihydrodiols, phenols, quinones, and their various combinations. The phenols, quinones, and dihydrodiols can all be conjugated to glucuronides and sulfate esters; the quinones also form glutathione conjugates. (L10)
用途と製造
Uses
Present in coal tar and contaminates commercial anthracene; [Merck Index] Used in organic synthesis; [Hawley]
PAHs are released into the environment via the combustion of fossil fuels, coke oven emissions and vehicle exhausts, as well as naturally from forest fires and vocanic eruptions. PAHs from these sources may contaminate nearly water systems. They are also found in coal tar and charbroiled food. (L10)
応用分野
解説benzo[b]anthracene.C18H12(228.29).ナフタセンは,テトラセンともいう.コールタールのアントラセン留分中に少量含まれる.ナフタレンに無水フタル酸をフリーデル-クラフツ反応させて2-(2-アントリルカルボニル)安息香酸にし,ついで閉環,さらに水素化脱水すると得られる.橙黄色の結晶.融点357 ℃.濃硫酸に溶けて緑色を呈する.UV(エタノール)λmax 280,420,450,475 nm(log ε 5.4,3.7,4.0,4.1).アントラセンよりも反応性に富み,光伝導性や常磁性を示す.森北出版「化学辞典(第2版)
一般的な説明Benz[b]anthracene is an ethylnylated acene that is a conducting polymer, which can be used as a donor material. It has a high photoluminescence and quantum yield that makes it a promising candidate in the development of single crystal electronic material.
調製方法
純化方法Naphthacene crystallises in orange needles from EtOH, *C6H6 or toluene. Dissolve it in sodium-dried *benzene and pass it through a column of alumina. The eluent is evaporated under vacuum, and the chromatography is repeated using fresh *benzene. Finally, the naphthacene is sublimed in vacuo at 186o. [Martin & Ubblehode J Chem Soc 4948 1961, UV: Clar Chem Ber 65 517 1932, Clar Chem Ber 69 607 1936, IR: Cannon & Sutherland Spectrochim Acta 4 373 1951, Beilstein 5 H 718, 5 IV 2545.]
上流・下流製品情報
上流原料
下流製品
サプライヤー87 社
補足説明
定義ChEBI: An acene that consists of four ortho-fused benzene rings in a rectilinear arrangement.
関連反応
化合物ノート
読み込み中…