1,8-디아자비사이클로[5.4.0]운덴센-7

1,8-Diazabicyclo(5.4.0)undec-7-ene

HCID 81184CAS 6674-22-2

기본 정보

표준 SMILES
C1CCC2=NCCCN2CC1
InChIKey
GQHTUMJGOHRCHB-UHFFFAOYSA-N
분자식
C9H16N2
평균 분자량
152.24 g/mol
단동위원소 질량
152.13134851

이름 및 식별자

우선 이름
1,8-Diazabicyclo(5.4.0)undec-7-ene
IUPAC
2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine
현지명
1,8-디아자비사이클로[5.4.0]운덴센-7
영어명
DBU
분자식
C9H16N2
분자량
152.24

이름 및 동의어

6674-22-21,8-Diazabicyclo[5.4.0]undec-7-ene1,8-Diazabicyclo(5.4.0)undec-7-enePyrimido[1,2-a]azepine, 2,3,4,6,7,8,9,10-octahydro-DTXSID2049424H1ILJ6IBUXAMICURE DBUEDABCO DBUNSC-111184DTXCID1029384ALCANPOUDRE DBU 70-3KGNSC-230466
이름 더 보기
1,8-다이아자바이사이클로(5.4.0)언덱-7-엔1,8-디아자비사이클로[5.4.0]운데크-7-엔1,8-디아자비사이클로[5.4.0]운덴센-71,8-다이아자바이사이클로(5.4.0)언덱-7-엔(1,8-DIAZABICYCLO(5.4.0)UNDEC-7-ENE...DBU2,3,4,6,7,8,9,10-OCTAHYDROPYRIMIDO[1,2-A]AZEPINEDiazabicycloundecene1,5-DIAZABICYCLO(5,4,0)UNDEC-5-ENE1,8-DIAZABICYCLO[5,4,0]-7-UNDECENE1,8-Diazabicyclo[5.4.0]undecane-7-ene1,8-DiazabicycL1,8-DIAZABICYCLO[5.4.0]UNDEC-7-ENE (DBU)
1,8-DIAZA-7-BICYCLO(5.4.0)UNDECENEPyrimido(1,2-a)azepine, 2,3,4,6,7,8,9,10-octahydro-1,8-diazabicyclo(5.4.0]undec-7-ene1,8-Diazabicyclo[5.4.0}undec-7-ene1,8-diazabicyclo{5.4.0]undec-7-eneRefChem:737341,8-DBU229-713-7

데이터베이스 식별자

CAS
6674-22-2
PubChem CID
81184
DTXSID
DTXSID2049424
ChEMBL
CHEMBL1489129
UNII
H1ILJ6IBUX
EC Number
229-713-7
Nikkaji
J39.656G

물성

구조 계산 물성

XLogP
1.4
극성 표면적
15.6 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
1
회전 가능 결합 수
0
무거운 원자 수
11

실험 및 물리화학적 성질

Chemical ClassesNitrogen Compounds -> Other Nitrogen Compounds
LogP1.38
Density1.018 @25 °C
Vapor Pressure · 2건

0.05 [mmHg]

5.3 [mm Hg] @37.700000000000003 °C

Physical Description · 2건

Liquid; Dry Powder

Light yellow liquid with unpleasant odor; [MSDSonline]

Ionization Efficiency · 6건

Positive

4.24

2.7

Agilent XCT

Electrospray ionization

formic acid (5.3nM)

물리화학적 성질

녹는점
-70 °C · -70 °C
끓는 점
80 · 80-83 °C0.6 mm Hg(lit.)
밀도
1.019 g/mL · 1.019 g/mL at 20 °C(lit.)
증기압
5.3 mm · 5.3 mm Hg ( 37.7 °C)
굴절률
20 · n20/D 1.523
인화점
230 °F · >230 °F

화학적 성질

Colorless to yellow liquid

안전 및 규제

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 6.2% (48 of 776) of reports.

Danger

H290 (18.3%): May be corrosive to metals [Warning Corrosive to Metals]

P234, P260, P264, P264+P265, P270, P273, P280, P301+P316, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P390, P405, P406, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 776 reports by companies from 26 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information · 4건

Chemical: Pyrimido[1,2-a]azepine, 2,3,4,6,7,8,9,10-octahydro-

Pyrimido[1,2-a]azepine, 2,3,4,6,7,8,9,10-octahydro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Pyrimido[1,2-a]azepine, 2,3,4,6,7,8,9,10-octahydro- 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: 19-03-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/10251

1,8-Diazabicyclo[5.4.0]undec-7-ene: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryHarmful after ingestion; Corrosive to skin; Can cause chemical pneumonitis; [MSDSonline]
Hazard Classes and CategoriesMet. Corr. 1 (18.3%)

안전 및 보호

Protective Action Criteria (PAC) · 3건

1.2 [mg/m3]

13 [mg/m3]

79 [mg/m3]

독성 정보

Adverse EffectsDermatotoxin - Skin burns.

안전 데이터

wgk
2
tsca
TSCA listed
ridadr
UN 3267 8/PG 2
독성
LD50 orally in Rabbit: 215 - 681 mg/kg
HS 번호
29339930
risk_code
22-34-52/53-35-40-37-19-11-67

화학 및 산업

용도 및 제조

UsesUsed as a catalyst in the production of polyurethanes; [Ullmann]
U.S. Production2023: 400,000 - <550,000 lb
Consumer UsesNot Known or Reasonably Ascertainable
Industry UsesOther
General Manufacturing Information · 2건

Plastics Material and Resin Manufacturing

Pyrimido[1,2-a]azepine, 2,3,4,6,7,8,9,10-octahydro-: ACTIVE

응용 분야 · 4건

개요DBU is a bicyclic amidine base. It is non-nucleophilic, sterically hindered, tertiary amine base in organic chemistry. It is reported to be superior to amine catalyst in Baylis-Hillman reaction.It promotes the methylation reaction of phenols, indoles and benzimidazoles with dimethyl carbonate under mild conditions.

출처Although all commercially available DBU is produced synthetically, it may also be isolated from the sea sponge Niphates digitalis.The biosynthesis of DBU has been proposed to begin with 1,6-hexanedial and 1,3-diaminopropane.

용도DBU may be used:as catalyst for carboxylic acid esterification with dimethyl carbonatein the synthesis of duocarmycin and CC-1065 analogsas catalyst in aza-Michael addition and Knovenegal condensation reactionas base for dehalogenation of halogenated Diels-Alder adducts and the resulting activated 2,4-dienones were subjected to regio- and stereo-directed Michael additions, using Yamamoto&prime;s reagent (CH3Cu &middot; BF3)in a new synthesis of the ABCD ring system of CamptothecinDBU may be used as an catalyst for the dissolution and activation of cellulose by a reversible reaction of its hydroxyl groups with carbon dioxide. This dissolved cellulose system can be derivatized to form cellulose mixed esters.Used in a new synthesis of the ABCD ring system of Camptothecin.

일반 설명We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

공급사50 곳

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