基本情報
- 標準SMILES
O=C1OC(=O)c2cc3ccccc3cc21- InChIKey
IZJDCINIYIMFGX-UHFFFAOYSA-N- 分子式
- C12H6O3
- 平均分子量
- 198.17 g/mol
- 単同位体質量
- 198.03169405
名称と識別子
- 優先名称
- Naphtho(2,3-c)furan-1,3-dione
- IUPAC
- benzo[f][2]benzofuran-1,3-dione
- 現地名
- 2,3-ナフタレンジカルボン酸無水物
- 英語名
- 2,3-Naphthalenedicarboxylic Anhydride
- 分子式
- C12H6O3
- 分子量
- 198.17
名称と別名
名称をさらに表示
データベース識別子
- CAS
716-39-2- PubChem CID
- 69743
- DTXSID
DTXSID9061049- UNII
- AYA8A7JT6P
- EC Number
- 211-936-6
- Nikkaji
- J193.086I
物性
構造計算による物性
- XLogP
- 2.5
- 極性表面積
- 43.4 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 3
- 回転可能結合数
- 0
- 重原子数
- 15
- 形式電荷
- 0
- 複雑度
- 280
物理化学的性質
- 融点
- 246 °C · 246 °C
- 沸点
- 275 · 275-280 °C(Press: 100 Torr)
- 比重(密度)
- 1.449 · 1.449±0.06 g/cm3(Predicted)
- 貯蔵温度
- 2 · under inert gas (nitrogen or Argon) at 2-8°C
- 溶解性
- クロロホルム(微量)、酢酸エチル(微量)
- 外見
- 個体
- 色
- ペールベージュ
- 安定性
- 湿気に敏感
- InChI
- InChI=1S/C12H6O3/c13-11-9-5-7-3-1-2-4-8(7)6-10(9)12(14)15-11/h1-6H
- InChIKey
- IZJDCINIYIMFGX-UHFFFAOYSA-N
- SMILES
- O1C(=O)C2=CC3C(C=C2C1=O)=CC=CC=3
- EPAの化学物質情報
- 2 · Naphtho[2,3-c]furan-1,3-dione (716-39-2)
安全と法規制
GHS分類
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
安全データ
- tsca
- TSCA listed
- hs_code
- 2917.39.7000
- safety_code
- 22-24/25
化学と産業
用途と製造
応用分野
説明A few years ago, the product was still synthesized from the corresponding diacid, but in recent years, it has been difficult to find the shadow of the diacid in the market, and the sales of this product have been repeatedly restricted, resulting in high prices.
使用2,3-Naphthalic anhydride is used as a reagent to synthesize analogues of Thalidomide (T338850), an inhibitor of tumour necrosis factor that was once abandoned because it caused birth defects, but is currently used as an inhibitor of angiogenesis in patients with multiple myeloma.
調製方法
製造方法Add anhydrous tetrahydrofuran (its mass ratio to maleic anhydride is 1.5:1), cat-1 (0.05 mole), maleic anhydride (1 mole), and o-phthalaldehyde (1.5 mole) to the reactor. After adding triethylamine (5 moles), adjust the temperature below -40°C. Silicon tetrachloride (4 moles) was added dropwise to the reaction system and the reaction was placed at -40 °C for 4 h. The mixture was heated to reflux for 20 h. After the end of the reaction, concentrating the solution to a certain concentration with diatomaceous earth filtration. A light yellow solid, namely 2,3-Naphthalenedicarboxylic Anhydride, is obtained by precipitation, filtration, recrystallization and drying. Its yield reaches 88%.
上流・下流製品情報
上流原料
下流製品
サプライヤー50 社
関連反応
関連ノート
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