도데칸이산
Dodecanedioic Acid
기본 정보
- CAS
693-23-2- 표준 SMILES
O=C(O)CCCCCCCCCCC(=O)O- InChIKey
TVIDDXQYHWJXFK-UHFFFAOYSA-N- 분자식
- C12H22O4
- 평균 분자량
- 230.3 g/mol
- 단동위원소 질량
- 230.15180918
개요
Dodecanedioic acid is an alpha,-dicarboxylic acid that is dodecane in which the methyl groups have been oxidised to the corresponding carboxylic acids. It has a role as an EC 1.1.1.1 (alcohol dehydrogenase) inhibitor and a human metabolite. It is a dicarboxylic fatty acid and an alpha,omega-dicarboxylic acid. It is a conjugate acid of a dodecanedioate(2-). It derives from a hydride of a dodecane.
이름 및 식별자
- 우선 이름
- Dodecanedioic Acid
- IUPAC
- dodecanedioic acid
- 현지명
- 도데칸이산
- 영어명
- Dodecanedioic acid
- 분자식
- C12H22O4
- 분자량
- 230.3
이름 및 동의어
DODECANEDIOIC ACID693-23-21,10-Decanedicarboxylic acid1,12-Dodecanedioic acidDecamethylenedicarboxylic acid1,10-Dicarboxydecanedodecandioic acidDTXSID3027297978YU42Q6INSC-400242CHEBI:4676DTXCID607297
이름 더 보기
데카메틸렌디카본산1,10-데칸디카본사도데칸디오산도데칸이산도데칸디오산(DODECANDIOICACID)도데케인다이오익애씨드1,10-다이카복실데칸1,10-데칸다이카복실산n-도데칸디온산SL-AH데카메틸렌디카복실산도데칸다이오산DODECANEDDADDDADODECANEDIOICNylon powderDC12SL-AH
RefChem:7336211-746-3n-Dodecanedioic acidn-DodecanedioateTwelve alkyl acidMFCD000027351.10-DecanedicDecane-1,10-dicarboxylic acid
데이터베이스 식별자
- CAS
693-23-2- PubChem CID
- 12736
- DTXSID
DTXSID3027297- ChEMBL
CHEMBL3182356- ChEBI
CHEBI:4676- UNII
- 978YU42Q6I
- EC Number
- 211-746-3
- Nikkaji
- J43.533C
물성
구조 계산 물성
- XLogP
- 3.2
- 극성 표면적
- 74.6 Ų
- 수소 결합 공여자 수
- 2
- 수소 결합 수용자 수
- 4
- 회전 가능 결합 수
- 11
- 무거운 원자 수
- 16
- 형식 전하
- 0
- 복잡도
- 179
실험 및 물리화학적 성질
Chemical ClassesOther Classes -> Organic Acids
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Dicarboxylic acids [FA0117]
CosmeticsCosmetic ingredients (Dodecanedioic Acid) -> CIR (Cosmetic Ingredient Review)
SpringerMaterials PropertiesBoiling point
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
Food Contact Substances
FCS -> FDA Cumulative Estimated Daily Intake (CEDI)
FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
Physical Description
Liquid; Other Solid; Dry Powder; CBI
White solid; [Hawley]
Solid
물리화학적 성질
- 녹는점
- 127 · 127-129 °C (lit.)
- 끓는 점
- 245 °C/10 · 245 °C/10 mmHg (lit.)
- 밀도
- 1 · 1,15 g/cm3
- 증기압
- 21 mm · 21 mm Hg ( 222 °C)
- 굴절률
- 1.4437 · 1.4437 (estimate)
- 인화점
- 220 °C · 220 °C
- 저장 조건
- Sealed in dry,Room Temperature
- 용해도
- 0.1 g/mL, · 에탄올: 0.1 g/mL, 투명
- 물리적 상태
- 펠릿 또는 분말
- 산도 계수 (pKa)
- 4.48 · 4.48±0.10(Predicted)
- 색상
- 하얀색
- 수소이온지수(pH)
- 5 · 5 (H2O, 20℃)(aqueous suspension)
- 수용성
- 0.1 g/L · < 0.1g/L(20℃)
- BRN
- 1782580 · 1782580
- Henry's Law Constant
- 9.9 · 9.9×105 mol/(m3Pa) at 25℃, Ebert et al. (2023)
- 안정성
- 안정적인. 강한 산화제, 환원제와 호환되지 않습니다. 타기 쉬운.
- 화장품 원료 기능
- 피부 컨디셔닝
- 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℃
- NIST
- Dodecanedioic acid(693-23-2)
- EPA
- Dodecanedioic acid (693-23-2)
화학적 성질
white crystalline powder
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
GHS 분류
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]
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.
유해성 정보
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)
REACH registered substance: Dodecanedioic acid (EC: 211-746-3)
Dodecanedioic acid: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Dodecanedioic acid: Human health tier I assessment
Hazards SummaryAn eye irritant; [eChemPortal: SIDSUNEP] An irritant; [MSDSonline]
Hazard Classes and CategoriesSkin Irrit. 2 (10.2%)
독성 정보
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.
Toxicity SummarySafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org
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.
안전 데이터
- wgk
- -
- tsca
- TSCA listed
- HS 번호
- 29171990
- risk_code
- 36/37/38-36
- hazard_code
- Xi
- safety_code
- 26-36-24/25
- 기존화학 물질
- KE-09401
- Hazard Classifications
- Eye Irrit. 2
- 스토리지 클래스
- 11 - Combustible Solids
- 유해 물질 데이터
- 693-23-2(Hazardous Substances Data)
화학 및 산업
약리 정보
Cellular LocationsMembrane
용도 및 제조
Uses
CIR ingredient: Dodecanedioic Acid
Used as intermediate for plasticizers, lubricants, adhesives, polyesters, and others; [Hawley]
INTERMEDIATE
U.S. Production2023: 5,500,000 - <7,000,000 lb
Consumer UsesAnti-freeze agent
Industry UsesIntermediate
General Manufacturing Information
Fabricated Metal Product Manufacturing
Dodecanedioic acid: ACTIVE
DIBASIC ACID ESTERS ARE BETTER COSMETIC MATERIALS THAN CONVENTIONALLY USED LANOLIN OR PETROLATUM IN TERMS OF ODOR, COLOR, STABILITY, AND HOMOGENEITY.
응용 분야
개요This 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.
용도Induced mutation of dodecanedioic acid producing Candida tropicalis.
제조 방법
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.
상·하류 제품 정보
상류 원료
하류 제품
추가 설명
정의ChEBI: An alpha,omega-dicarboxylic acid that is dodecane in which the methyl groups have been oxidised to the corresponding carboxylic acids.
관련 반응
28건
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