CAS 83-53-4 1,4-Dibromonaphthalene (HCID 66521)

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Basic information

CAS: 83-53-4
Standard SMILES: Brc1ccc(Br)c2ccccc12
InChIKey: IBGUDZMIAZLJNY-UHFFFAOYSA-N
Molecular formula: C10H6Br2
Average molar mass: 285.96 g/mol
Monoisotopic mass: 283.88362439

Names & identifiers

Preferred name: 1,4-Dibromonaphthalene
IUPAC: 1,4-dibromonaphthalene
English name: 1,4-dibromonaphthalene
Molecular formula: C10H6Br2
Molecular weight: 285.96

Names & synonyms

1,4-DibromonaphthaleneNaphthalene, 1,4-dibromo-EINECS 201-484-8DTXSID6058893RefChem:73214DTXCID1048332201-484-8IBGUDZMIAZLJNY-UHFFFAOYSA-NInChI=1/C10H6Br2/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-683-53-4MFCD000418231,4-dibromonapthalene

Show more names

1,4-DBNSKL2521,4-DibromonaphthaL1,4-DIBROMONAPHTHALEGlycerol Impurity 58,4-dibromonaphthalene1,4-dibromonaphthylene

SCHEMBL198796CS-M3249CCG-40615SY001779SR-01000630744-11,4-dibromo-naphthalen1.4-dibromonaphthalene64FQP84RSZ

Database identifiers

CAS: 83-53-4
PubChem CID: 66521
DTXSID: DTXSID6058893
UNII: 64FQP84RSZ
EC Number: 201-484-8
Nikkaji: J32.572D

Properties

Computed structural properties

XLogP: 4.8
Topological polar surface area: 0 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 0
Rotatable bonds: 0
Heavy atoms: 12
Formal charge: 0
Complexity: 140

Experimental & physicochemical properties

SpringerMaterials Properties13C nuclear magnetic resonance spectrum

Physicochemical properties

Melting point: 80 · 80-82 °C
Boiling point: 288.1 °C · 288.1°C (rough estimate)
Density: 1.8199 · 1.8199 (estimate)
vapor pressure: 0 · 0-93.326Pa at 25℃
refractive index: 1.6 · 1.6000 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform, DMSO (Slightly), Methanol (Slightly)
form: Crystalline Powder or Crystals
color: White to light beige
Water Solubility: 347.9 ug/L · 347.9ug/L(25 ºC)
Henry's Law Constant: 5.8 · 5.8×10-2 mol/(m3Pa) at 25℃, Ebert et al. (2023)
InChI

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (69.2%): 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 13 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationStatus: Active Update: 02-10-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/27156

Hazard Classes and CategoriesSkin Irrit. 2 (69.2%)

Safety data

tsca: TSCA listed
hs_code: 29039990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 24/25-26
hazard_class: IRRITANT
Hazard statements: H315-H319-H335
REACH Registrations: Active
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationNaphthalene, 1,4-dibromo-: ACTIVE

Applications

Uses1,4-Dibromonaphthalene is used in the annelation of PAHs. Also used in the synthesis of novel, orally active dual NK1/NK2 antagonists.

Preparation methods · 1 item

PreparationAn environment-friendly method was developed to synthesize 1,4-dibromonaphthalene (1,4-DBN) using 1,3-dialkylimidazolium and pyridinium ionic liquids as catalysts, over which the yields of 1,4-DBN were obtained as high as 100%.An environment-friendly method for synthesis of 1,4-dibromo-naphthalene in aqueous solution of ionic liquids