1,4,7,10,13-Benzopentaoxacyclopentadecin, 2,3,5,6,8,9,11,12-octahydro-

HCID 84197
NotesReactions
Substructure searchFind similar structures

Basic information

CAS
14098-44-3
Standard SMILES
c1ccc2c(c1)OCCOCCOCCOCCO2
InChIKey
FNEPSTUXZLEUCK-UHFFFAOYSA-N
Molecular formula
C14H20O5
Average molar mass
268.3 g/mol
Monoisotopic mass
268.13107374

Overview

Benzo-15-crown-5 is a crown ether that is 15-crown-5 ortho-fused to a benzene ring.

Names & identifiers

Preferred name
1,4,7,10,13-Benzopentaoxacyclopentadecin, 2,3,5,6,8,9,11,12-octahydro-
IUPAC
2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(19),15,17-triene
English name
Benzo-15-crown-5
Molecular formula
C14H20O5
Molecular weight
268.31

Names & synonyms

Benzo-15-crown-514098-44-3Monobenzo-15-crown-5Benzyl 15-crown-51,4,7,10,13-Benzopentaoxacyclopentadecin, 2,3,5,6,8,9,11,12-octahydro-Benzo15C5Denzo15C52,3,5,6,8,9,11,12-Octahydro-1,4,7,10,13-benzopentaoxacyclopentadecine2,3,5,6,8,9,11,12-Octahydro-1,4,7,10,13-benzopentaoxacyclopentadecinCCRIS 3608Benzo[6]1,4,7,10,13-pentaoxacyclopentadecaneBRN 1624106
Show more names
2,3,5,6,8,9,11,12-octahydrobenzo[b][1,4,7,10,13]pentaoxacyclopentadecineBenzene-15-Crown-5Benzo-15-crown-5,99%Benzo-15-crown-5,97%2,3-Benzo-15-crown-5Benzo-15-crown-5,>98%
EINECS 237-947-6NSC 175877CHEBI:37444DTXSID70161511benzo(6)1,4,7,10,13-pentaoxacyclopentadecaneRefChem:415810DTXCID6084002237-947-6

Database identifiers

CAS
14098-44-3
PubChem CID
84197
DTXSID
DTXSID70161511
ChEMBL
CHEMBL158353
ChEBI
CHEBI:37444
EC Number
237-947-6
Nikkaji
J151.265J

Properties

Computed structural properties

XLogP
0.9
Topological polar surface area
46.2 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
5
Rotatable bonds
0
Heavy atoms
19

Experimental & physicochemical properties

SpringerMaterials PropertiesFusion temperature
LogP0.91

Physicochemical properties

Melting point
78 · 78-80 °C (lit.)
Boiling point
371.47 °C · 371.47°C (rough estimate)
Density
1.1846 · 1.1846 (rough estimate)
refractive index
1.4825 · 1.4825 (estimate)
storage temp.
Inert atmosphere,Room Temperature
form
Powder or Flakes

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 7 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information1,4,7,10,13-Benzopentaoxacyclopentadecin, 2,3,5,6,8,9,11,12-octahydro-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

F
3-10
PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
rtecs
DI5400000
hs_code
29329995
risk_code
36/37/38

Chemistry & industry

Applications · 1 item

UsesBenzo-15-crown-5 is used in synthetic chemistry. It plays a major role and involved in complexation through ether oxygen. It is used in phase-transfer catalyst system. It is involved in 'Host-Guest' chemistry to identify the move of essential elements in the body. It can play the part of very complicated biological reactions such as enzyme functions, which finds application in the development of new pharmaceuticals.

Preparation methods · 1 item

Preparationsynthesis of Benzo-15-crown-5: benzo-15-crown-5 can be produced using Williamson synthesis reaction, featured by interaction between catechol (orto-dihydroxybenzene) and tetraethylene glycol dichloride (1,10-dichloro-3,6,9-trioxadecane) over sodium hydroxide in the n-butanol media (30-h inertatmosphere boiling). The yield of benzo-15-crown-5 produced by this method is 62%, with the basic substance's mass fraction of 95%.Production of Macrocyclic Polyether Benzo-15-Crown-5 and its Functional Derivatives

Upstream & downstream products

Downstream products

Suppliers100 total

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]

Additional notes

DefinitionChEBI: Benzo-15-crown-5 is a crown ether that is 15-crown-5 ortho-fused to a benzene ring.

Related reactions

1 records
New reaction record

Compound notes

Loading…