基本情報
- 標準SMILES
O=C1CCCC(=O)C1- InChIKey
HJSLFCCWAKVHIW-UHFFFAOYSA-N- 分子式
- C6H8O2
- 平均分子量
- 112.13 g/mol
- 単同位体質量
- 112.0524295
概要
Cyclohexane-1,3-dione is a cyclohexanedione carrying oxo substituents at positions 1 and 3. It is a cyclohexanedione and a beta-diketone.
名称と識別子
- 優先名称
- 1,3-Cyclohexanedione
- IUPAC
- cyclohexane-1,3-dione
- 現地名
- 1,3-シクロヘキサンジオン
- 英語名
- 1,3-Cyclohexanedione
- 分子式
- C6H8O2
- 分子量
- 112.13
名称と別名
名称をさらに表示
データベース識別子
- CAS
504-02-9- PubChem CID
- 10434
- DTXSID
DTXSID1044433- ChEMBL
CHEMBL363919- ChEBI
CHEBI:17766- UNII
- 6UK3D2BXJT
- EC Number
- 207-980-0
- Nikkaji
- J6.214F
物性
構造計算による物性
- XLogP
- 0
- 極性表面積
- 34.1 Ų
- 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
- 8
- 形式電荷
- 0
- 複雑度
- 112
実験および物理化学的性質
Physical Description
Dry Powder
Solid; [Merck Index] Light brown powder; [Alfa Aesar MSDS]
物理化学的性質
- 融点
- 101 · 101-105 °C (lit.)
- 沸点
- 170.05 °C · 170.05°C (rough estimate)
- 比重(密度)
- 1 · 1,1 g/cm3
- 蒸気圧
- 0.018 Pa · 0.018Pa at 25℃
- 屈折率
- 1.4576 · 1.4576 (estimate)
- 貯蔵温度
- 2 °C · Store at +2°C to +8°C.
- 溶解性
- クロロホルム(微量)、メタノール(微量)
- 外見
- 粉
- 酸解離定数(Pka)
- 5.26 · 5.26(at 25℃)
- 色
- 淡い黄色からベージュ
- 水溶解度
- 溶ける
- Merck
- 14 · 14,3178
- BRN
- 385888 · 385888
- InChI
- 1S/C6H8O2/c7-5-2-1-3-6(8)4-5/h1-4H2
- InChIKey
- HJSLFCCWAKVHIW-UHFFFAOYSA-N
- SMILES
- O=C1CCCC(=O)C1
- LogP
- 0.461 at · 0.461 at 21.4℃ and pH3.2
- 表面張力
- 69.9 mN/m · 69.9mN/m at 1.01g/L and 22℃
- CAS データベース
- 504 · 504-02-9(CAS DataBase Reference)
- NISTの化学物質情報
- 1 · 1,3-Cyclohexanedione(504-02-9)
- EPAの化学物質情報
- 1 · 1,3-Cyclohexanedione (504-02-9)
化学的性質
化学的特性pale yellow to beige powder
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 0.6% (1 of 168) of reports.
Danger
H302 (98.2%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P264+P265, P270, P273, P280, P301+P317, P305+P354+P338, P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 168 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory Information
Chemical: 1,3-Cyclohexanedione
1,3-Cyclohexanedione is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3-Cyclohexanedione are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 14-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13587
1,3-Cyclohexanedione: Does not have an individual approval but may be used under an appropriate group standard
毒性情報
安全データ
- F
- 8-21
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- GV0350000
- hs_code
- 29142900
- 化審法
- (9)-519
- safety_code
- 24/25
- Hazard Classifications
- Acute Tox. 4 OralAquatic Chronic 3Eye Dam. 1
- ストレージクラス
- 13 - Non Combustible Solids
化学と産業
用途と製造
General Manufacturing Information
Pesticide, Fertilizer, and Other Agricultural Chemical Manufacturing
1,3-Cyclohexanedione: ACTIVE
応用分野
用途除草剤のスルコトリオンやメソトリオンの中間体となる
用途有機合成原料。
使用1,3-Cyclohexanedione is used in organic synthesis and pharmaceutical intermediates. It is the intermediate of herbicides sulcotrione and nitrosulfonone. It is also nitisinone intermediate.
使用1,3-Cyclohexanedione can be used as a building block in the synthesis of:9-substituted 1,8-dioxo-xanthenes by reacting with unactivated aldehydes via aldol condensation/ Michael addition reaction.[(1,2,3-triazol-4-yl)methoxy-phenyl]-2H-indazolo[2,1-b]phthalazine-trione derivatives by treating with phthalhydrazide, aromatic propargyloxy aldehydes, and azides via a four-component condensation reaction.It can be also used to prepare 2-substituted adducts, which are important intermediates for the synthesis of -enaminones , polyhydroquinoline derivatives , 1,8-dioxo-dodecahydroxanthenes , spirocyclopentanols , oxathioles , and triquinanes.
調製方法
純化方法Crystallise the dione from *benzene. Dissolve ~50g of the diol in 140mL of *C6H6 under N2, cool, collect the solid and dry it in a vacuum desiccator overnight. It is unstable and should be stored under N2 or Ar at ~0o. [Thompson Org Synth Coll Vol III 278 1955, Beilstein 7 IV 1985.]
上流・下流製品情報
上流原料
下流製品
サプライヤー50 社
補足説明
定義ChEBI: 1,3-Cyclohexanedione is a cyclohexanedione carrying oxo substituents at positions 1 and 3. It is a beta-diketone and a cyclohexanedione.
関連反応
関連ノート
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