イソチアゾール

Isothiazole

HCID 67515

ノート反応

部分構造検索類似構造を探す

基本情報

CAS: 288-16-4
標準SMILES: c1cnsc1
InChIKey: ZLTPDFXIESTBQG-UHFFFAOYSA-N
分子式: C3H3NS
平均分子量: 85.13 g/mol
単同位体質量: 84.9986201

概要

Isothiazole is a mancude organic heteromonocyclic parent, a monocyclic heteroarene and a member of 1,2-thiazoles.

名称と識別子

優先名称: Isothiazole
IUPAC: 1,2-thiazole
現地名: イソチアゾール
英語名: Isothiazole
分子式: C3H3NS
分子量: 85.13

名称と別名

Isothiazole1,2-thiazole288-16-4UNII-38FAO1425038FAO14250CHEBI:35600DTXSID90182980RefChem:150035DTXCID30105471811-077-2InChI=1/C3H3NS/c1-2-4-5-3-1/h1-3ZLTPDFXIESTBQG-UHFFFAOYSA-N

名称をさらに表示

イソチアゾール1,2-チアゾール2-アザチオフェンEOS-61208Isothiazole>288-16-4 IsothiazoleIsothiazole (6CI, 7CI, 8CI, 9CI, ACI)

2-azathiopheneMFCD000208181,2-thiazolIsothiazole>1,2-Thiazol288-16-4 IsothiazoleSCHEMBL2944SCHEMBL5679SCHEMBL22565

データベース識別子

CAS: 288-16-4
PubChem CID: 67515
DTXSID: DTXSID90182980
ChEMBL: CHEMBL2171712
ChEBI: CHEBI:35600
UNII: 38FAO14250
EC Number: 811-077-2
Nikkaji: J102.085D

物性

構造計算による物性

XLogP: 1
極性表面積: 41.1 Å²
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: 0
重原子数: 5
形式電荷: 0
複雑度: 30.1

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Thiazoles

SpringerMaterials Properties15N nuclear magnetic resonance spectrum

物理化学的性質

融点: 176 °C · 176 °C (decomp)(Solv: water (7732-18-5))
沸点: 114 °C · 114°C(lit.)
比重(密度): 1.1566 · 1.1566 (rough estimate)
屈折率: 1.528 to · 1.5280 to 1.5320
貯蔵温度: -20 °C · Sealed in dry,Store in freezer, under -20°C
溶解性: クロロホルム、酢酸エチル
外見: 油
酸解離定数(Pka): 4 · 4.00±0.12(Predicted)
色: 無色透明

化学的性質 · 1 件

化学的特性Isothiazole is a colorless liquid with a pyridine-like odor. It is only slightly soluble in water but readily dissolves in organic solvents such as ethanol and benzene. When treated with butyl lithium at -70°C, it undergoes lithiation at the 5-position. Isothiazole serves as a versatile intermediate for the synthesis of various 5-substituted derivatives, including alkyl groups (R-), formyl (-CHO), carboxyl (-COOH), and acyl groups (RCO-), among others. Electrophilic substitution reactions, such as nitration, sulfonation, and halogenation, predominantly occur at the 4-position.

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 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

Hazards SummarySee 4-Methylthiazole. See Benzothiazole.

Hazard Classes and CategoriesFlam. Liq. 2 (100%)

安全データ

ridadr: UN 1993 3/PG II
hs_code: 2934.10.2000
消防法: 危-4-1-II
hazard_class: 3
packing_group: II

化学と産業

応用分野

使用Isothiazole, is a versatile building block that can be used in the synthesis of more complex compounds with biological activity such as the pharmaceutical drugs ziprasidone (Z485000), and perospirone (P288900).