基本情報
- CAS
111-16-0- 標準SMILES
O=C(O)CCCCCC(=O)O- InChIKey
WLJVNTCWHIRURA-UHFFFAOYSA-N- 分子式
- C7H12O4
- 平均分子量
- 160.17 g/mol
- 単同位体質量
- 160.07355886
概要
Pimelic acid is an alpha,-dicarboxylic acid that is pentane with two carboxylic acid groups at positions C-1 and C-5. It has a role as an Escherichia coli metabolite and a Daphnia magna metabolite. It is a dicarboxylic fatty acid and an alpha,omega-dicarboxylic acid. It is a conjugate acid of a pimelate and a pimelate(1-).
名称と識別子
- 優先名称
- Pimelic Acid
- IUPAC
- heptanedioic acid
- 現地名
- ピメリン酸
- 英語名
- Pimelic acid
- 分子式
- C7H12O4
- 分子量
- 160.17
名称と別名
pimelic acidHeptanedioic acid111-16-01,5-Pentanedicarboxylic acidPileric acidHeptandioic acidDTXSID5021598BZQ96WX25FNSC-30112DTXCID001598CHEBI:30531Acid, Pimelic
名称をさらに表示
ピメリン酸ピレル酸ヘプタン二酸1,5-ペンタンジカルボン酸6-カルボキシヘキサノアート(ヘプタン二酸)ジアニオンピメラートヘプタン-1,7- 二酸ピメリン酸, 98+%PimeLheptanedioatePiMelic acipilericacidDimelic acid
RefChem:863290203-840-8pimelateHeptane-1,7-dioic acid6-carboxyhexanoate1,7-Heptanedioic acidMFCD000044251,7-Heptanedioate
データベース識別子
- CAS
111-16-0- PubChem CID
- 385
- DTXSID
DTXSID5021598- ChEMBL
CHEMBL1235351- ChEBI
CHEBI:30531- UNII
- BZQ96WX25F
- EC Number
- 203-840-8
- Nikkaji
- J5.105E
物性
構造計算による物性
- XLogP
- 0.5
- 極性表面積
- 74.6 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 4
- 回転可能結合数
- 6
- 重原子数
- 11
- 形式電荷
- 0
- 複雑度
- 125
実験および物理化学的性質
Chemical ClassesOther Classes -> Organic Acids
DrugsPharmaceuticals -> Listed in ZINC15
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Dicarboxylic acids [FA0117]
SpringerMaterials PropertiesBoiling point
LogP
0.61
0.61
PlasticizersPlasticizer
Solubility50.0 mg/mL
Boiling Point342.00 °C. @ 760.00 mm Hg
Melting Point103 - 106 °C
Physical Description
Other Solid
Solid; [Merck Index] White powder; [Alfa Aesar MSDS]
Solid
Dissociation Constants4.51 (at 25 °C)
Collision Cross Section
129.29 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
130.9 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
134.7 Ų [M-2H+Na]-
物理化学的性質
- 融点
- 103 · 103-105 °C(lit.)
- 沸点
- 212 °C10 · 212 °C10 mm Hg(lit.)
- 比重(密度)
- 1 · 1,329 g/cm3
- 屈折率
- 1.4352 · 1.4352 (estimate)
- 闪点
- 212 °C/10mm · 212°C/10mm
- 貯蔵温度
- 30 °C · Store below +30°C.
- 溶解性
- 0.1 g/mL、透明から非常にかすかにかすんだ · エタノール: 0.1 g/mL、透明から非常にかすかにかすんだ
- 外見
- 粉
- 酸解離定数(Pka)
- 4.71 · 4.71(at 25℃)
- 色
- 白～ややベージュ
- PH
- 3.77 · 3.77(1 mM solution);3.25(10 mM solution);2.74(100 mM solution)
- 水溶解度
- 25 g/L · 25g/L（13℃）
- Merck
- 14 · 14,7431
- BRN
- 1210024 · 1210024
- Henry's Law Constant
- 2.6 · 2.6×107 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
- 安定性
- 安定。酸化剤、塩基と相容れない。可燃性。
- 化粧品成分の機能
- 可塑剤
- InChI
- 1S/C7H12O4/c8-6(9)4-2-1-3-5-7(10)11/h1-5H2,(H,8,9)(H,10,11)
- InChIKey
- WLJVNTCWHIRURA-UHFFFAOYSA-N
- SMILES
- OC(=O)CCCCCC(O)=O
- LogP
- 0.61 · 0.610
- CAS データベース
- 111 · 111-16-0(CAS DataBase Reference)
- NISTの化学物質情報
- Heptanedioic acid(111-16-0)
- EPAの化学物質情報
- Heptanedioic acid (111-16-0)
化学的性質
化学的特性white solid
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 3.9% (7 of 179) of reports.
Warning
H315 (27.9%): 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 179 reports by companies from 11 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: Heptanedioic acid
Heptanedioic acid is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Heptanedioic acid 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: 27-07-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/23725
Pimelic acid: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazards SummaryA skin and strong eye irritant; [Alfa Aesar MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (27.9%)
安全データ
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- TK3677000
- 毒性
- LD50 orally in Rabbit: 7000 mg/kg
- hs_code
- 29171990
- risk_code
- 36/37/38
- 化審法
- (2)-3795
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 26-36
- Hazard Classifications
- Eye Irrit. 2STOT SE 3
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
Cellular LocationsMembrane
用途と製造
U.S. Production2023: 250,000 - <550,000 lb
Industry UsesPlasticizer
General Manufacturing Information
Petroleum Lubricating Oil and Grease Manufacturing
Heptanedioic acid: ACTIVE
応用分野
解説ピメリン酸,角柱状結晶．融点105 ℃，沸点212 ℃(1.3 kPa)．水，エタノール，エーテル，熱ベンゼンに可溶．昇華性がある．ポリエステルやポリアミド樹脂の製造に使用される．森北出版「化学辞典（第2版）
説明Pimelic acid is the organic compound with the formula HO2C(CH2)5CO2H which has been synthesized from cyclohexanone and from salicylic acid. In the former route, the additional carbon is supplied by dimethyloxalate, which reacts with the enolate.This acid (heptanedioic acid), from the Greek pimelh (pimele fat), as adipic acid, was isolated from oxidized fats. It was obtained in 1884 by Ganttner F et al. as a product of ricinoleic acid (hydroxylated oleic acid) from castor oil.
使用The major uses of pimelic acid are in plasticizers and polymers.
調製方法
純化方法Crystallise the acid from water or from *benzene containing 5% diethyl ether. [Beilstein 1 IV 2003.]
上流・下流製品情報
上流原料
下流製品
補足説明
定義ChEBI: An alpha,omega-dicarboxylic acid that is pentane with two carboxylic acid groups at positions C-1 and C-5.
関連反応
13 件
化合物ノート
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