基本情報
- 標準SMILES
O=C(O)CCCCCCCCCCC(=O)O- InChIKey
TVIDDXQYHWJXFK-UHFFFAOYSA-N- 分子式
- C12H22O4
- 平均分子量
- 230.3 g/mol
- 単同位体質量
- 230.15180918
名称と識別子
- 優先名称
- Dodecanedioic Acid
- IUPAC
- dodecanedioic acid
- 現地名
- ドデカン二酸
- 英語名
- Dodecanedioic acid
- 分子式
- C12H22O4
- 分子量
- 230.3
名称と別名
名称をさらに表示
データベース識別子
- CAS
693-23-2- PubChem CID
- 12736
- DTXSID
DTXSID3027297- ChEMBL
CHEMBL3182356- ChEBI
CHEBI:4676- UNII
- 978YU42Q6I
- EC Number
- 211-746-3
- Nikkaji
- J43.533C
物性
構造計算による物性
- XLogP
- 3.2
- 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
- 11
- 重原子数
- 16
- 形式電荷
- 0
- 複雑度
- 179
実験および物理化学的性質
Solubility
SOL IN HOT TOLUENE, ALC, HOT ACETIC ACID; SLIGHTLY SOL IN HOT WATER
0.04 mg/mL
Melting Point
130-132 °C
127 - 129 °C
Physical Description
Liquid; Other Solid; Dry Powder; CBI
White solid; [Hawley]
Solid
物理化学的性質
- 融点
- 127 · 127-129 °C (lit.)
- 沸点
- 245 °C/10 · 245 °C/10 mmHg (lit.)
- 比重(密度)
- 1 · 1,15 g/cm3
- 蒸気圧
- 21 mm · 21 mm Hg ( 222 °C)
- 屈折率
- 1.4437 · 1.4437 (estimate)
- 闪点
- 220 °C · 220 °C
- 貯蔵温度
- Sealed in dry,Room Temperature
- 溶解性
- 0.1 g/mL、透明 · エタノール: 0.1 g/mL、透明
- 外見
- ペレットまたは粉末
- 酸解離定数(Pka)
- 4.48 · 4.48±0.10(Predicted)
- 色
- 白い
- PH
- 5 · 5 (H2O, 20℃)(aqueous suspension)
- 水溶解度
- 0.1 g/L · < 0.1 g/L (20 °C)
- BRN
- 1782580 · 1782580
- Henry's Law Constant
- 9.9 · 9.9×105 mol/(m3Pa) at 25℃, Ebert et al. (2023)
- 安定性
- 安定。強力な酸化剤、還元剤とは相容れない。可燃性。
- 化粧品成分の機能
- スキンコンディショニング
- InChI
- 1S/C12H22O4/c13-11(14)9-7-5-3-1-2-4-6-8-10-12(15)16/h1-10H2,(H,13,14)(H,15,16)
- InChIKey
- CXMXRPHRNRROMY-UHFFFAOYSA-N
- SMILES
- OC(=O)CCCCCCCCCCC(O)=O
- LogP
- 3.2 at · 3.2 at 25℃
- CAS データベース
- 693 · 693-23-2(CAS DataBase Reference)
- NISTの化学物質情報
- Dodecanedioic acid(693-23-2)
- EPAの化学物質情報
- Dodecanedioic acid (693-23-2)
化学的性質
化学的特性white crystalline powder
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 2.7% (13 of 481) of reports.
Warning
H315 (10.2%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (97.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)
Aggregated GHS information provided per 481 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 13 of 481 reports by companies.;There are 14 notifications provided by 468 of 481 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
Chemical: Dodecanedioic acid
Dodecanedioic acid is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Dodecanedioic 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: 15-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14886
Dodecanedioic acid: Does not have an individual approval but may be used under an appropriate group standard
毒性情報
Interactions
AT 1.0 MMOL, DICARBOXYLIC ACIDS DECR THE NEUROMUSCULAR INHIBITION PRODUCED BY 10-6 MOL D-TUBOCURARINE IN ISOLATED PHRENIC NERVE HEMIDIAPHRAGM PREPN FROM RATS.
THE BETA-OXIDATION RATE OF DODECANEDIOIC ACID IN RAT LIVER HOMOGENATES WAS DETERMINED BY SIMULTANEOUS MEASUREMENTS OF THE C6-C12 DICARBOXYLIC ACID IN RELATION TO TIME IN ASSAYS INCUBATED WITH DODECANEDIOIC ACID. THE BETA-OXIDN RATE OF C8-C12-DICARBOXYLIC ACIDS WAS INCREASED MANY TIMES IN HOMOGENATES FROM CLOFIBRATE-TREATED RATS. 2.0 MMOL CYANIDE WAS UNABLE TO INHIBIT THE BETA-OXIDN RATE BUT CAUSED MINOR INCREASE IN THE RATE OF BETA-OXIDN IN HOMOGENATES FROM BOTH NORMAL & CLOFIBRATE-TREATED RATS. RESULTS STRONGLY INDICATE THE EXISTENCE OF A PEROXISOMAL BETA-OXIDN OF DICARBOXYLIC ACIDS.
Human Toxicity Excerpts
DODECANEDIOIC ACID WAS ADDED TO DISPERSED CULTURES. HUMAN EPIDERMAL CELLS & MELANOCYTES WERE EXAMINED BY ELECTRON MICROSCOPY AFTER 7, 10, 15, & 30 DAYS. APART FROM A STIMULATION OF MELANOGENESIS, DICARBOXYLIC ACIDS CAUSED NO DETECTABLE DAMAGE TO MELANOCYTES, NOR DID THEY PREVENT GROWTH OF A 2ND GENERATION OF CELLS.
Non-Human Toxicity Excerpts
THE SIGNIFICANCE OF THE LIPID METABOLIC SITUATION WAS INVESTIGATED IN WISTAR RATS (STARVED, UNSTARVED & DIABETIC KETOTIC) ADMIN DODECANEDIOIC ACID INTRAGASTRICALLY. STARVED AND DIABETIC KETOTIC RATS HAD LARGER EXCRETIONS OF ADIPIC ACID THAN UNSTARVED RATS. THE SUBERIC ACID EXCRETION DID NOT DIFFER SIGNIFICANTLY IN THE THREE GROUPS, BUT THE EXCRETION OF SEBACIC ACID WAS LOWER IN THE DIABETIC GROUP COMPARED WITH THE UNSTARVED AND STARVED RATS.
法規制情報
Regulatory Information
Chemical: Dodecanedioic acid
Dodecanedioic acid is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Dodecanedioic 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: 15-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14886
Dodecanedioic acid: Does not have an individual approval but may be used under an appropriate group standard
安全データ
- wgk
- -
- tsca
- TSCA listed
- hs_code
- 29171990
- risk_code
- 36/37/38-36
- 化審法
- (2)-878
- hazard_code
- Xi
- safety_code
- 26-36-24/25
- Hazard Classifications
- Eye Irrit. 2
- ストレージクラス
- 11 - Combustible Solids
- 有毒物質データの
- 693-23-2(Hazardous Substances Data)
化学と産業
薬理情報
用途と製造
Uses
CIR ingredient: Dodecanedioic Acid
Used as intermediate for plasticizers, lubricants, adhesives, polyesters, and others; [Hawley]
INTERMEDIATE
General Manufacturing Information
Fabricated Metal Product Manufacturing;Plastics Material and Resin Manufacturing;Paint and Coating Manufacturing;Not Known or Reasonably Ascertainable;Adhesive Manufacturing;All Other Chemical Product and Preparation Manufacturing;Other (requires additional information);All Other Basic Organic Chemical Manufacturing;Petroleum Lubricating Oil and Grease Manufacturing;Plastics Product Manufacturing;Wholesale and Retail Trade
Dodecanedioic acid: ACTIVE
DIBASIC ACID ESTERS ARE BETTER COSMETIC MATERIALS THAN CONVENTIONALLY USED LANOLIN OR PETROLATUM IN TERMS OF ODOR, COLOR, STABILITY, AND HOMOGENEITY.
応用分野
用途ナイロン, 樹脂変性剤や合成香料(大環状ムスク)などの合成原料。
説明This acid is used in the production of nylon (nylon - 6,12), polyamides, coatings, adhesives, greases, polyesters, dyestuffs, detergents, flame retardants, and fragrances. It is now produced by fermentation of long-chain alkanes with a specific strain of Candida tropicalis. Its monounsaturated analogue (traumatic acid) is described below.
使用Induced mutation of dodecanedioic acid producing Candida tropicalis.
調製方法
製造方法Dodecanedioic acid is prepared from cyc1ododecene (obtained from butadiene) by methods which are entirely analogous to those used to prepare adipic acid from benzene. The cyclododecene is reduced to cyclododecane, which is oxidized firstly to a mixture of cyc1ododecanol and cyclododecanone and then to dodecanedioic acid. Dodecanedioic acid is a colourless crystalline solid, m.p. 129°C.
純化方法Crystallise the dioic acid from water, 75% or 95% EtOH (solubility is 10%), or glacial acetic acid. [Beilstein 2 IV 2126.]
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: An alpha,omega-dicarboxylic acid that is dodecane in which the methyl groups have been oxidised to the corresponding carboxylic acids.
関連反応
関連ノート
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