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아이타코닉 무수물

Itaconic Anhydride

HCID 75110
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인쇄 미리보기
기본 정보이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
2170-03-8
표준 SMILES
C=C1CC(=O)OC1=O
InChIKey
OFNISBHGPNMTMS-UHFFFAOYSA-N
분자식
C5H4O3
평균 분자량
112.08 g/mol
단동위원소 질량
112.01604399

이름 및 식별자

우선 이름
Itaconic Anhydride
IUPAC
3-methylideneoxolane-2,5-dione
현지명
아이타코닉 무수물
영어명
Itaconic anhydride
분자식
C5H4O3
분자량
112.08

이름 및 동의어

Itaconic anhydride3-methylideneoxolane-2,5-dioneItaconic acid anhydrideDihydro-3-methylene-2,5-furandioneMethylenesuccinic anhydride2,5-Furandione, dihydro-3-methylene-Succinic anhydride, methylene-Y455KS1U7Q25300-97-4ITACONIC-ANHYDRIDENSC-43979UNII-Y455KS1U7Q
이름 더 보기
아이타코닉무수물아이타코닉 무수물3-Methylenedihydrofuran-2,5-dioneITACONIC ANHYDIDEITACONIC AHYDRIDEItaconicAnhydride>Itaconic anhydride,98%Itaconic anhydride 95%ITACONIC ANHYDRIDE 95+%
DTXSID8062230EINECS 218-518-2NSC 439793-METHYLIDENEDIHYDROFURAN-2,5-DIONERefChem:150199Succinic anhydride, methyleneDihydro3methylene2,5furandioneDTXCID2036538

데이터베이스 식별자

CAS
2170-03-8、25300-97-4
PubChem CID
75110
DTXSID
DTXSID8062230
ChEMBL
CHEMBL87967
UNII
Y455KS1U7Q
EC Number
218-518-2
Nikkaji
J38.162D

물성

구조 계산 물성

XLogP
0.2
극성 표면적
43.4 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
3
회전 가능 결합 수
0
무거운 원자 수
8
형식 전하
0
복잡도
169

실험 및 물리화학적 성질

PolymersPlastics & Rubber -> Acid Anhydrides, Cyclic
SpringerMaterials PropertiesChemical shift
Physical DescriptionOff-white or white crystalline powder; [Alfa Aesar MSDS]

물리화학적 성질

녹는점
66 · 66-68 °C (lit.)
끓는 점
114 · 114-115 °C/12 mmHg (lit.)
밀도
1.26 · 1.2600
굴절률
1.513 · 1.5130 (estimate)
인화점
114 · 114-115°C/12mm
저장 조건
30 °C · Store below +30°C.
물리적 상태
결정성 분말
색상
흰색에서 크림색으로
수용성
물에서 가수분해됩니다.
BRN
2212 · 2212
InChI
InChI=1S/C5H4O3/c1-3-2-4(6)8-5(3)7/h1-2H2
InChIKey
OFNISBHGPNMTMS-UHFFFAOYSA-N
SMILES
O1C(=O)CC(=C)C1=O

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 4건

Warning

H302 (83.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 48 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information · 3건

Chemical: 2,5-Furandione, dihydro-3-methylene-

REACH registered substance: Itaconic anhydride (EC: 218-518-2)

2,5-Furandione, dihydro-3-methylene-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryHydrolyzed by water; An irritant; [Alfa Aesar MSDS] See ACID ANHYDRIDES.
Hazard Classes and CategoriesAcute Tox. 4 (83.3%)

안전 데이터

wgk
3
tsca
TSCA listed
HS 번호
2917 19 80
risk_code
36/37/38-22
hazard_code
Xi,Xn
safety_code
26-36-24/25
F 고인화성물질
3-10-21
Hazard Classifications
Eye Irrit. 2Skin Irrit. 2STOT SE 3
스토리지 클래스
11 - Combustible Solids

화학 및 산업

용도 및 제조

General Manufacturing Information2,5-Furandione, dihydro-3-methylene-: ACTIVE
응용 분야 · 2건

용도Itaconic anhydride is used in immobilization of β-glucosidase. It undergoes estrification to obtain suitable monomers for emulsion polymerization itaconates.

일반 설명Itaconic anhydride (ITA) is a biobased material that is obtained from renewable resources. It is produced from the pyrolysis of citric acid or by fermenting carbohydrates which forms itanoic acid. Itanoic acid can be dehydrated to form an anhydride. It is relatively more reactive that maleic anhydride and can be used as an alternating monomer that facilitates the introduction of polar functionalities in polymers.

제조 방법 · 1건

To a flask equipped with a 12 mm diameter ground glass adaptor tube bent for downward distillation and joined to a 100 cm condenser is added 200 gm (0.95 mole) of citric acid monohydrate. An ice-cooled flask and a cold trap are connected to the condenser. The flask containing the citric acid is heated rapidly with a wide flame of the Meker burner so that in 12-15 min the distillation at 175-190°C is complete. The distillation is stopped earlier if the vapors in the reaction flask become yellow. Superheating of the citric acid will cause rearrangement to citraconic anhydride. The water is quickly separated from the distillate and the itaconic anhydride layer dried to afford 40-50 gm (37-47%), m.p. 67-68°C. Long time contact of the water with the anhydride causes it to hydrolyze to itaconic acid, m.p. 162-165°C.

상·하류 제품 정보

상류 원료

이타코닐산시트르산CIS-ACONITIC ANHYDRIDE

관련 반응

48건
반응 기록 만들기
HRID 111433 반응식
HRID 111433반응물로Training data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 150732 반응식
HRID 150732반응물로Training data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 160309 반응식
HRID 160309반응물로Training data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 209824 반응식
HRID 209824반응물로Training data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 271244 반응식
HRID 271244반응물로uspto-grants-2008_11
HRID 281281 반응식
HRID 281281반응물로Training data from https://doi.org/10.1039/C8SC04228D (8/10)
HRID 290209 반응식
HRID 290209반응물로Training data from https://doi.org/10.1039/C8SC04228D (8/10)
HRID 307748 반응식
HRID 307748반응물로Training data from https://doi.org/10.1039/C8SC04228D (8/10)
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NIST
2 · 2,5-Furandione, dihydro-3-methylene-(2170-03-8)
EPA
2 · 2,5-Furandione, dihydro-3-methylene- (2170-03-8)

화학적 성질

WHITE TO CREAM CRYSTALLINE POWDER

트랜스-아코니트산무수물
아코니트산

하류 제품

무수시트라콘산ITACONICACIDMONO-N-BUTYL에스테르Itaconic acid monomethyl esterDibutyl itaconateITACONYL CHLORIDE(4-옥소-2,3,4,5-테트라히드로-1,5-벤조티아제핀-3-일)아세트산