2H-1,4-benzoxazin-3(4H)-one

HCID 72757
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Basic information

CAS
5466-88-6
Standard SMILES
O=C1COc2ccccc2N1
InChIKey
QRCGFTXRXYMJOS-UHFFFAOYSA-N
Molecular formula
C8H7NO2
Average molar mass
149.15 g/mol
Monoisotopic mass
149.04767846

Names & identifiers

Preferred name
2H-1,4-benzoxazin-3(4H)-one
IUPAC
4H-1,4-benzoxazin-3-one
English name
2H-1,4-Benzoxazin-3(4H)-one
Molecular formula
C8H7NO2
Molecular weight
149.15

Names & synonyms

2H-1,4-Benzoxazin-3(4H)-one5466-88-62H-1,4-Benzoxazin-3-one2H-benzo[b][1,4]oxazin-3(4H)-oneQ0QAF5G662NSC-26354DTXSID802031182H-BENZO(B)(1,4)OXAZIN-3(4H)-ONERefChem:484114DTXCID801256092H-1,4-Benzoxazin-3(4H)-one (8CI)628-721-1
Show more names
AURORA KA-5421OTAVA-BB BB70200412381,4-Benzoxazine-3-oneBENZO[B]MORPHOLIN-3-ONE4H-BENZO[1,4]OXAZIN-3-ONE
4H-1,4-benzoxazin-3-one3-Oxo-4H-benzo[1,4]oxazineMFCD001585363,4-dihydro-2H-1,4-benzoxazin-3-oneNSC26354NSC 263544-AZA-3-CHROMANONESCHEMBL88746

Database identifiers

CAS
5466-88-6
PubChem CID
72757
DTXSID
DTXSID80203118
ChEMBL
CHEMBL460153
UNII
Q0QAF5G662
EC Number
628-721-1
Nikkaji
J81.041J

Properties

Computed structural properties

XLogP
0.9
Topological polar surface area
38.3 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
0
Heavy atoms
11

Experimental & physicochemical properties

LogP1.31

Physicochemical properties

Melting point
173 · 173-175 °C(lit.)
Boiling point
337.7 · 337.7±31.0 °C(Predicted)
Density
1.244 · 1.244±0.06 g/cm3(Predicted)
storage temp.
Sealed in dry,Room Temperature
solubility
25 mg/mL, · methanol: soluble25mg/mL, clear, colorless
pka
12.89 · 12.89±0.20(Predicted)

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 46 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
rtecs
DM3270000
hs_code
29349990
risk_code
36/37/38
Signal word
Warning

Chemistry & industry

Applications · 2 items

Uses2H-1,4-Benzoxazin-3-one is used to prepare benzoxazinone/benzothiazinone analogs of fluconazole with antifungal and anti-Candida activities. It is used to synthesize 1,4-benzoxazine derivatives with vasorelaxant activities.

General Description2H-1,4-Benzoxazin-3(4H)-one, a benzoxazine derivative, is a heterocyclic building block for various natural and synthetic organic compounds. It has been reported as an intermediate during the biogenesis of cyclic hydoxamic acids in maize. Its standard molar enthalpy of formation and tautomerization energy of its tautomers has been evaluated by calorimetric and computational methods. It has been synthesized by reacting o-aminophenol with chloroacetyl chloride in the presence of butanone and aqueous NaHCO3.

Upstream & downstream products

Suppliers100 total

常州帝通化工有限公司+86-0519-88298848 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
北京福源坊科技有限公司010-57903446 15869909019 · [email protected]
杭州品高化工有限公司0571-87658025 · [email protected]

Related reactions

109 records
New reaction record

Compound notes

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