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4-ニトロフタル酸無水物

4-Nitrophthalic acid anhydride

HCID 230976
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
5466-84-2
標準SMILES
O=C1OC(=O)c2cc([N+](=O)[O-])ccc21
InChIKey
MMVIDXVHQANYAE-UHFFFAOYSA-N
分子式
C8H3NO5
平均分子量
193.11 g/mol
単同位体質量
193.0011222

概要

4-nitrophthalic anhydride is a yellow powder. (NTP, 1992)

名称と識別子

優先名称
4-Nitrophthalic acid anhydride
IUPAC
5-nitro-2-benzofuran-1,3-dione
現地名
4-ニトロフタル酸無水物
英語名
4-Nitrophthalic anhydride
分子式
C8H3NO5
分子量
193.11

名称と別名

4-NITROPHTHALIC ANHYDRIDE5466-84-25-nitroisobenzofuran-1,3-dione4-Nitrophthalic acid anhydridePhthalic anhydride, 4-nitro-5-Nitrophthalic anhydride1,3-Isobenzofurandione, 5-nitro-5-Nitro-1,3-isobenzofurandioneCCRIS 4684DTXSID6025775NITROPHTHALIC ANHYDRIDE, 4-EINECS 226-776-2
名称をさらに表示
4-ニトロフタル酸無水物5-ニトロイソベンゾフラン-1,3-ジオン5-ニトロフタル酸無水物4-ニトロフタル酸無水物, TECH4-ニトロフタル酸無水物, tech. 90%5-ニトロ-1,3-ジヒドロ-2-ベンゾフラン-1,3-ジオン4-nitro pthalic anhydride4-nitro-anhydrideTIMTEC-BB SBB008431Apremilast Impurity 89p-NitroPhthalicAnhydride4-nitro-phthalicanhydrid4-NitrophthalicAnhydride>4-Nitro-o-phthalicanhydride
SQN32UA63NNSC 26424NSC-26424BRN 01796825-17-11-00267 (Beilstein Handbook Reference)DTXCID0057754-NITRO-1,2-BENZENEDICARBOXYLIC ACID ANHYDRIDERefChem:526018

データベース識別子

CAS
5466-84-2
PubChem CID
230976
DTXSID
DTXSID6025775
ChEMBL
CHEMBL1373184
UNII
SQN32UA63N
EC Number
226-776-2
Nikkaji
J104.459A

物性

構造計算による物性

XLogP
1.1
極性表面積
89.2 Ų
水素結合供与体数
0
水素結合受容体数
5
回転可能結合数
0
重原子数
14
形式電荷
0
複雑度
307

実験および物理化学的性質

Solubility10 to 50 mg/mL at 70 °F (NTP, 1992)
Melting Point246 °F (NTP, 1992)
Physical Description4-nitrophthalic anhydride is a yellow powder. (NTP, 1992)

物理化学的性質

融点
116 · 116-120 °C(lit.)
沸点
197 °C · 197 °C / 8mmHg
比重(密度)
1.6392 · 1.6392 (rough estimate)
屈折率
1.47 · 1.4700 (estimate)
貯蔵温度
Inert atmosphere,Room Temperature
溶解性
アセトン(微量)、クロロホルム(微量)、メタノール(微量)
外見
個体
色
ペールベージュ
水溶解度
加水分解
BRN
179682 · 179682
InChI
InChI=1S/C8H3NO5/c10-7-5-2-1-4(9(12)13)3-6(5)8(11)14-7/h1-3H
InChIKey
MMVIDXVHQANYAE-UHFFFAOYSA-N
SMILES
C1(=O)C2=C(C=C([N+]([O-])=O)C=C2)C(=O)O1

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 4 件

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 46 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information1,3-Isobenzofurandione, 5-nitro-: Does not have an individual approval but may be used under an appropriate group standard
Fire HazardsFlash point data for this chemical are not available, however it is probably combustible. (NTP, 1992)
Health Hazards · 1 件

SYMPTOMS: Symptoms of exposure to this compound include coughing, sneezing, burning in respiratory system, dermatitis, and skin irritation. Symptoms of chronic exposure include bronchitis, eye irritation, inflammation of respiratory tract and bloody nasal discharge.

Reactive GroupNitro, Nitroso, Nitrate, and Nitrite Compounds, Organic
Reactivity AlertsWater-Reactive
Reactivity Profile · 1 件

4-NITROPHTHALIC ANHYDRIDE reacts exothermically with water. The reactions are usually slow, but might become violent if local heating accelerates their rate. Acids accelerate the reaction with water. Incompatible with acids, strong oxidizing agents, alcohols, amines, and bases.

Air and Water ReactionsReacts with water. The organic acids produced by this reaction are significantly more soluble in water.

化学と産業

用途と製造

General Manufacturing Information1,3-Isobenzofurandione, 5-nitro-: ACTIVE

応用分野

使用4-Nitrophthalic anhydride is used an an intermediate for the synthesis of a benzimidazole PARP inhibitor I (succinate salt) (ABT-472).

一般的な説明Yellow powder.

調製方法 · 2 件

製造方法4-Nitrophthalic anhydride is synthesized by hydrolysis of 4-nitrophthalimide and then dehydration. The 4-nitrophthalimide was added to the sodium hydroxide solution, heated and boiled for 15min. Adjust pH to 6-8 with nitric acid, and add nitric acid to boil for 5 min. Cooling, filtering, the filtrate was extracted with ether, the extract was dried and then the ether was evaporated, that is, 4-Nitrophthalic anhydride crystals were precipitated. Yield 95%.

純化方法Distil the anhydride in a vacuum and/or recrystallise it from *C6H6 or Et2O/pet ether. Dry it in vacuo. It forms addition compounds with anthracene (m 118o), and phenanthrene (m 96o). [Beilstein 17 III/IV 6150, 17/11 V 267.]

上流・下流製品情報

上流原料

4-ニトロフタル酸4-ニトロフタルイミドトルエンオキサリルクロリドN,N-ジメチルホルムアミド

下流製品

関連反応

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HRID 66394 の反応式
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HRID 129953 の反応式
HRID 129953反応物としてuspto-grants-1995_11
HRID 134431 の反応式
HRID 134431反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 138546 の反応式
HRID 138546反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
1 / 16 ページ

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す
CAS データベース
5466 · 5466-84-2(CAS DataBase Reference)
NISTの化学物質情報
4 · 4-Nitrophthalic anhydride(5466-84-2)
EPAの化学物質情報
5 · 5-Nitrophthalic anhydride (5466-84-2)

化学的性質

化学的特性off-white to light yellow-brown powder. Soluble in hot alcohol, hot acetic acid and acetone, insoluble in water.

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

安全と保護具

Fire FightingFires involving this compound can be controlled using a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 件

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 件

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Personal Protective Equipment (PPE) · 1 件

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

安全データ

F
10-21
wgk
3
tsca
TSCA listed
rtecs
TI3328000
hs_code
29173990
risk_code
36/37/38-20/22
hazard_code
Xi,Xn
safety_code
26-36-36/37/39-22
Hazard Classifications
Eye Irrit. 2Skin Irrit. 2STOT SE 3
ストレージクラス
11 - Combustible Solids
フルオレセインイソチオシアナート (5-, 6-異性体混合物)
4-ニトロアントラニル酸
N-メチル-4-ニトロフタルイミド
N-ヒドロキシ-4-ニトロフタルイミド
4-ニトロフタル酸ヒドラジド
6-ニトロイソベンゾフラン-1(3H)-オン
5-amino-2-cyclohexyl-2,3-dihydro-1H-isoindole-1,3-dione
1H-Isoindole-1,3(2H)-dione, 5-amino-2-hydroxy-