2,5-Dibromopyridine

HCID 69353CAS 624-28-2

Basic information

Standard SMILES
Brc1ccc(Br)nc1
InChIKey
ZHXUWDPHUQHFOV-UHFFFAOYSA-N
Molecular formula
C5H3Br2N
Average molar mass
236.89 g/mol
Monoisotopic mass
234.8632233

Names & identifiers

Preferred name
2,5-Dibromopyridine
IUPAC
2,5-dibromopyridine
English name
2,5-Dibromopyridine
Molecular formula
C5H3Br2N
Molecular weight
236.89

Names & synonyms

2,5-Dibromopyridine624-28-2Pyridine, 2,5-dibromo-EINECS 210-839-6(2,5-DBrPyr)DTXSID00211452NSC 76597RefChem:82777DTXCID00133943210-839-6ZHXUWDPHUQHFOV-UHFFFAOYSA-N2,5-dibromo-pyridine
Show more names
Dibromopyridine5-DibroMop2,5-DBr-Py5-DibroMopyridine2,5-Dibrompyridin2,5 dibromopyrdine
2,5-DIBROMOPYRIDINMFCD00006221NSC-765972,5-Dibromo Pyridine67987-57-93,6-DIBROMOPYRIDINENSC765972,5-dibrompyridine

Database identifiers

CAS
624-28-2
PubChem CID
69353
DTXSID
DTXSID00211452
UNII
V4W4Z4K29X
EC Number
210-839-6
Nikkaji
J79.763D

Properties

Computed structural properties

XLogP
2.6
Topological polar surface area
12.9 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
0
Heavy atoms
8

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Pyridines
Physical DescriptionDark brown powder; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point
92 · 92-95 °C (lit.)
Boiling point
235 °C · 235 °C / 772mmHg
Density
2.0383 · 2.0383 (rough estimate)
refractive index
1.58 · 1.5800 (estimate)
Flash point
62 ℃ · 62℃
storage temp.
Inert atmosphere,Room Temperature

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

Hazard information

Regulatory Information · 2 items

Status: No longer Valid Update: 17-10-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/30054

2,5-Dibromopyridine: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryA skin and strong eye irritant; [Sigma-Aldrich MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
ridadr
UN2811
hs_code
29333999
risk_code
36/37/38-20/21/22
Signal word
Warning

Chemistry & industry

Applications · 2 items

DescriptionPyridine and its derivatives are distributed widely by nature. Many plant constituents are as contain pyridine ring compounds in the structure of alkaloids, etc.; they are the bases producing many vital compounds and are indispensable raw materials during medicine, agricultural chemicals, dyestuff, tension-active agents, rubber ingredients, fodder additives, foodstuff additives, tackiness agents, etc. are produced.2,5-dibromo pyridine is an important intermediate of organic synthesis and is mainly used in medicine intermediate, organic synthesis, and organic solvent, can also be applicable to aspects such as DYE PRODUCTION, pesticide production and spices. Selective monolithiation of 2,5-dibromopyridine at either the 2-position or the 5-position is reported. Solvent and concentration strongly influence the selectivity. Coordinating solvents and higher concentration favour the 5-position, while non-coordinating solvents and lower concentration favour the 2-position[1].

Uses2,5-Dibromopyridine (cas# 624-28-2) is a compound useful in organic synthesis.

Preparation methods · 1 item

PreparationTo synthesize 2,5-dibromopyridine, follow these steps:Add 2-amino-5-bromopyridine (13.0 kg) into a water-cooled solution at 10 °C.Slowly add 47% aqueous hydrogen bromide (37 L) to the mixture.Introduce liquid bromine (11 L) into the mixture.Maintain the reaction temperature below 10 °C.Prepare a solution of NaNO2 (16.1 kg) and H2O (19 L) and add it dropwise to the mixture while keeping the temperature between 0-5 °C.Stir the reaction mixture for 30 minutes.Treat the mixture with a solution of NaOH (28.0 kg) in water (30 L) at a controlled rate below 20-25 °C.Extract the reaction mixture with diethyl ether (3 × 40 L).Dry the organic layer with anhydrous Na2SO4.Remove the desiccant by filtration.Evaporate the resulting filtrate under reduced pressure to dryness.Suspend the residue in heptane (10 L).Collect the target product molecule, 2,5-dibromopyridine, by filtration.Synthesis method of 2,5-dibromopyridine

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
艾斯提克(山东)生物医药有限公司21-58999881 15623240527 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海泰矶林实业有限公司02150630626 17717886015 · [email protected]

Related reactions

771 records

Linked notes

Loading…