Acetonedicarboxylic acid (HCID 68328)

名称と識別子

優先名称: Acetonedicarboxylic acid
IUPAC: 3-oxopentanedioic acid
現地名: アセトンジカルボン酸
英語名: 1,3-Acetonedicarboxylic acid
分子式: C5H6O5
分子量: 146.1

名称と別名

3-oxopentanedioic acid3-Oxoglutaric acidAcetonedicarboxylic acidPentanedioic acid, 3-oxo-beta-KETOGLUTARIC ACIDUNII-IH7P7WO21PIH7P7WO21PEINECS 208-797-9.BETA.-KETOGLUTARIC ACIDDTXSID2060252EC 208-797-9ACETONEDICARBOXYLIC ACID [MI]

名称をさらに表示

アセトンジカルボン酸3-オキソペンタン二酸アセトジカルボン酸2,2'-カルボニルビス酢酸β-オキソグルタル酸3-オキソグルタル酸3-ケトグルタル酸β-ケトグルタル酸1,3-アセトンジカルボン酸1,3‐アセトンジカルボン酸アセトン-1,3-ジカルボン酸3‐オキソグルタル酸ACETONE-1,3-DICARBOXYLIC ACIDACETONEDIACETIC ACIDBETA-OXOGLUTARIC ACID4-oxo-1,7-heptanedioic acid,3-Acetonedicarboxylic acid1,3-Acetonedicarboxylic acid,96%

3Oxoglutaric acid3Ketoglutaric acidbetaKetoglutaric acid3oxopentanedioic acidPentanedioic acid, 3oxoRefChem:1090041,3Acetonedicarboxylic acidDTXCID2041626

データベース識別子

CAS: 542-05-2
PubChem CID: 68328
DTXSID: DTXSID2060252
ChEBI: CHEBI:88950
UNII: IH7P7WO21P
EC Number: 208-797-9
Nikkaji: J15.072J

物性

構造計算による物性

XLogP: -0.7
極性表面積: 91.7 Å²
水素結合供与体数: 2
水素結合受容体数: 5
回転可能結合数: 4
重原子数: 10
形式電荷: 0
複雑度: 153

実験および物理化学的性質

Melting Point138 °C

Physical Description · 2 件

Solid; [Merck Index] Off-white hygroscopic powder; [Acros Organics MSDS]

Solid

物理化学的性質

融点: 133 °C · 133 °C (dec.) (lit.)
沸点: 185.67 °C · 185.67°C (rough estimate)
比重(密度): 1.2821 · 1.2821 (rough estimate)
蒸気圧: 0.005 Pa · 0.005Pa at 25℃
屈折率: 1.392 · 1.3920 (estimate)
貯蔵温度: -20 °C · -20°C
溶解性: DMSO（微量、加熱）、メタノール（微量）
外見: 結晶性粉末
酸解離定数(Pka): pK (25°) 3.10
色: 白い
水溶解度: 溶ける
Merck: 14 · 14,68
BRN: 1447081 · 1447081
安定性: 溶液中で不安定
InChI: 1S/C5H6O5/c6-3(1-4(7)8)2-5(9)10/h1-2H2,(H,7,8)(H,9,10)/p-2
InChIKey: OXTNCQMOKLOUAM-UHFFFAOYSA-N
SMILES: [O-]C(=O)CC(=O)CC(=O)[O-]
LogP: -0.5 at · -0.5 at 30℃
CAS データベース: 542 · 542-05-2(CAS DataBase Reference)
EPAの化学物質情報: 3 · Pentanedioic acid, 3-oxo- (542-05-2)

化学的性質

化学的特性white to off-white powder

安全と法規制

GHS分類

GHS Classification · 6 件

This chemical does not meet GHS hazard criteria for 13.3% (2 of 15) of reports.

Warning

H315 (86.7%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (86.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (33.3%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory 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 15 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 2 of 15 reports by companies.；There are 2 notifications provided by 13 of 15 reports by companies with hazard statement code(s).；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.

危険有害性情報

Regulatory Information · 3 件

Chemical: Pentanedioic acid, 3-oxo-

Status: Cease Manufacture Update: 22-03-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/10969；Status: Active Update: 19-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24040

Pentanedioic acid, 3-oxo-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryMay explode if heated under confinement; A skin and strong eye irritant; [Acros Organics MSDS]

Hazard Classes and CategoriesSkin Irrit. 2 (86.7%)；Eye Irrit. 2 (86.7%)

法規制情報

Regulatory Information · 3 件

Chemical: Pentanedioic acid, 3-oxo-

Status: Cease Manufacture Update: 22-03-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/10969；Status: Active Update: 19-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24040

Pentanedioic acid, 3-oxo-: Does not have an individual approval but may be used under an appropriate group standard

安全データ

F: 3
wgk: 3
tsca: TSCA listed
hs_code: 29183000
risk_code: 44-36/37/38
化審法: (2)-2762
hazard_code: Xi
safety_code: 22-24/25-37/39-26-36
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2
ストレージクラス: 11 - Combustible Solids

化学と産業

用途と製造

UsesUsed in organic synthesis; [Merck Index]

General Manufacturing InformationPentanedioic acid, 3-oxo-: ACTIVE

応用分野 · 2 件

解説3-oxopentanedioic acid，C5H6O5(146.10)．アセトンジカルボン酸は，β-ケト酸の一種．クエン酸に発煙硫酸を作用させるか過マンガン酸塩で酸化すると得られる．HOCO-CH2COCH2-COOH．無色の針状結晶．融点135 ℃(分解)．水，エタノールに可溶，エーテル，酢酸エチルに難溶，クロロホルム，リグロインに不溶．加熱すると分解してアセトンと二酸化炭素になる．エステルは芳香臭の液体．アセト酢酸エチルのように2個のメチレン基の水素は反応しやすい．塩化鉄(Ⅲ)により紫色を呈する．森北出版「化学辞典（第2版）

使用β-Ketoglutaric Acid is used in the synthesis of benzodiazepine derivatives. Also used in the synthesis of orally available hepatitis C virus polymerase inhibitors.