2-ニトロ安息香酸

2-ニトロ安息香酸 · o-ニトロ安息香酸 · ｏニトロ安息香酸 · O‐ニトロ安息香酸 · O-NITROBENZOIC ACID · 2-nitrobenzoic · 2-NITRODRACYLIC ACID · 2-Nitrobenzoicacid,95%

https://huagongshe.com/ja/chemical/11087

識別子と物理属性

CAS No.	552-16-9
分子式	C7H5NO4
平均分子量	167.12 g/mol
単同位体質量	167.02185764 g/mol
SMILES	O=C(O)c1ccccc1[N+](=O)[O-]
InChIKey	SLAMLWHELXOEJZ-UHFFFAOYSA-N
PubChem CID	11087
ChEMBL	CHEMBL114719
ChEBI	CHEBI:25620
EC No.	209-004-9
DTXSID	DTXSID5025738
現地名	2-ニトロ安息香酸

化学・物理的性質

XLogP	1.5
極性表面積	83.1
水素結合供与体数	1
水素結合受容体数	4
回転可能結合数	1
重原子数	12
形式電荷	0
複雑度	198
密度	1.575 at 68 °F (NTP, 1992) - Denser than waterwill sink1,58 g/cm3
溶解度	less than 1 mg/mL at 73 °F (NTP, 1992)7.8g/リットル6.8g/リットル
融点	297 to 298 °F (NTP, 1992)146-148 °C(lit.)
蒸気圧	0.0000714 [mmHg]
Physical Description	Yellowish white crystals with an intensely sweet taste. (NTP, 1992)Yellowish-white solid[CAMEO] Off-white powder[Alfa Aesar MSDS]
Ionization Efficiency	Positive1.572.7Agilent XCTElectrospray ionizationformic acid (5.3nM)
沸点	295.67°C (rough estimate)
屈折率	1.6280 (estimate)
貯蔵条件	Sealed in dry,Room Temperature
外観・状態	微粉
pKa（酸解離定数）	2.16(at 18℃)
色	オフホワイト
比重	1.58
Merck	14,6588
BRN	1910632
安定性	安定。強酸化剤、強塩基とは相容れない。
InChI	1S/C7H5NO4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4H,(H,9,10)
InChIKey	SLAMLWHELXOEJZ-UHFFFAOYSA-N
SMILES	OC(=O)c1ccccc1[N+]([O-])=O
CAS データベース	552-16-9(CAS DataBase Reference)
NISTの化学物質情報	Benzoic acid, 2-nitro-(552-16-9)
EPAの化学物質情報	o-Nitrobenzoic acid (552-16-9)

化学的特性

off-white powder

安全性と法規制

GHS 分類	WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (98.6%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract 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 70 reports by companies from 5 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.
規制情報	Chemical: Benzoic acid, 2-nitro-Benzoic acid, 2-nitro-: Does not have an individual approval but may be used under an appropriate group standard
火災危険	Flash point data concerning this compound are not available, however, it is probably combustible. (NTP, 1992)
健康有害性	ACUTE/CHRONIC HAZARDS: When this compound is heated to decomposition it emits very toxic fumes. (NTP, 1992)
有害性の概要	A skin and strong eye irritant[Alfa Aesar MSDS] See Benzoic acid and Nitrobenzene. See 3-Nitrobenzoic acid.
反応性グループ	Acids, CarboxylicNitro, Nitroso, Nitrate, and Nitrite Compounds, Organic
Reactivity Profile	O-NITROBENZOIC ACID is incompatible with strong oxidizing agents. Also incompatible with strong bases. May react with cyanides (NTP, 1992).
Air and Water Reactions	Insoluble in water.
Hazard Classes and Categories	Skin Irrit. 2 (100%)Eye Irrit. 2 (100%)STOT SE 3 (98.6%)

用途

使用

2-Nitrobenzoic Acid is used as a reagent in the synthesis of several organic compounds including that of novel triazoles and a tetrazole of escitalopram which act as cholinesterase inhibitors. It is also used in the one pot synthesis of 1,4-disubstituted 1,2,3-triazoles.

一般的な説明

Yellowish white crystals with an intensely sweet taste.

製法・合成法

純化方法

Crystallise the acid from *benzene (twice), n-butyl ether (twice), then water (twice). Dry and store it in a vacuum desiccator. [Le Noble & Wheland J Am Chem Soc 80 5397 1958.] It has also been crystallised from EtOH/H2O. The amide has m 176.5o (from H2O). [Beilstein 9 III 1466, 9 IV 1046.]