Quinoxaline

HCID 7045CAS 91-19-0
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Basic information

Standard SMILES
c1ccc2nccnc2c1
InChIKey
XSCHRSMBECNVNS-UHFFFAOYSA-N
Molecular formula
C8H6N2
Average molar mass
130.15 g/mol
Monoisotopic mass
130.05309819

Overview

Quinoxaline is a naphthyridine in which the nitrogens are at positions 1 and 4. It is a mancude organic heterobicyclic parent, a naphthyridine and an ortho-fused heteroarene.

Names & identifiers

Preferred name
Quinoxaline
IUPAC
quinoxaline
English name
Quinoxaline
Molecular formula
C8H6N2
Molecular weight
130.15

Names & synonyms

QUINOXALINE91-19-01,4-BenzodiazineBenzoparadiazineBenzopyrazinePhenopiazinePhenpiazineQuinazine1,4-DiazanaphthaleneBenzo[a]pyrazine1,4-NaphthyridineUSAF EK-7094
Show more names
QuinoxaLusafek-7094
ChinoxalinBenzo(a)pyrazineCCRIS 2947DTXSID6049432UNII-QM4AR6M6T8QM4AR6M6T8CHEBI:36616QUINOXALINE [MI]

Database identifiers

CAS
91-19-0
PubChem CID
7045
DTXSID
DTXSID6049432
ChEMBL
CHEMBL39444
ChEBI
CHEBI:36616
UNII
QM4AR6M6T8
EC Number
202-047-4
Nikkaji
J4.336B

Properties

Computed structural properties

XLogP
1.3
Topological polar surface area
25.8 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
0
Heavy atoms
10

Experimental & physicochemical properties

SpringerMaterials Properties15N nuclear magnetic resonance spectrum
LogP1.35
Ionization Efficiency · 6 items

Positive

2.11

2.7

Agilent XCT

Electrospray ionization

formic acid (5.3nM)

Physicochemical properties

Melting point
29 · 29-32 °C (lit.)
Boiling point
220 · 220-223 °C (lit.)
Density
1.124 g/mL · 1.124 g/mL at 25 °C (lit.)
refractive index
48 · nD48 1.6231
Flash point
209 °F · 209 °F
storage temp.
2 · 2-8°C

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): 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 45 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Quinoxaline: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

wgk
3
tsca
TSCA listed
rtecs
VD1225000
hs_code
29339990
risk_code
36/37/38-36/38
Signal word
Warning

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationQuinoxaline: ACTIVE
Applications · 3 items

UsesQuinoxaline is a reagent used in the synthesis of quinoxaline diimides as small molecule non-fullerene acceptors for organic solar cells.

UsesOrganic synthesis.

General DescriptionTransition metal-free acylation of quinoxaline derivatives, by cross dehydrogenative coupling (CDC) reaction, were studied.

Upstream & downstream products

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
北京福源坊科技有限公司010-57903446 15869909019 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
盐城通铭生物科技有限公司15195160625 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]

Additional notes

DefinitionChEBI: A naphthyridine in which the nitrogens are at positions 1 and 4.

Related reactions

36 records
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Linked notes

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