| Identification | More | [Name]
2-Bromo-6-methylpyridine | [CAS]
5315-25-3 | [Synonyms]
2-BROMO-6-METHYLPYRIDINE
2-BROMO-6-PICOLINE
6-BROMO-2-PICOLINE
Bromomethylpyridine,ca.97%
2-Bromo-6-methylpyrdine
2-BROMO-6-METHYLPYRIDINE 98%
6-Bromo-2-Picoline (2-bromo-5-methylpyridine)
2-BROMO-6-MEFHYL PYRIDINE
2-BROMO-6-METHYLPYRIDINE (2-BROMO-6-PICOLINE)
2-Bromo-6-methyl pyridine ,98% | [EINECS(EC#)]
226-173-4 | [Molecular Formula]
C6H6BrN | [MDL Number]
MFCD00040743 | [Molecular Weight]
172.02 | [MOL File]
5315-25-3.mol |
| Chemical Properties | Back Directory | [Appearance]
Light yellow liquid | [Boiling point ]
102-103 °C/20 mmHg (lit.) | [density ]
1.512 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.562(lit.)
| [Fp ]
207 °F
| [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Chloroform, Ethyl Aceate | [form ]
Liquid | [pka]
1.51±0.10(Predicted) | [color ]
Clear colorless to yellow | [Specific Gravity]
1.512 | [Water Solubility ]
Soluble in chloroform, ethyl aceate. Not miscible or difficult to mix with water. | [Detection Methods]
GC,NMR | [BRN ]
107322 | [InChI]
InChI=1S/C6H6BrN/c1-5-3-2-4-6(7)8-5/h2-4H,1H3 | [InChIKey]
SOHDPICLICFSOP-UHFFFAOYSA-N | [SMILES]
C1(Br)=NC(C)=CC=C1 | [CAS DataBase Reference]
5315-25-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29333990 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
Light yellow liquid | [Uses]
2-Bromo-6-methylpyridine may be used in the synthesis of the following:
- 6,6′-dimethyl-2,2′-bipyridine
- 6-methyl-2-pyridyl-2-pyridylmethanone
- 2-methyl-6-(trimethylsilyl)-pyridine
- N,N′-bis-(6-methylpyrid-2-yl)-(1R,2R)-1,2- diaminocyclohexane (cydiampy)
- 2-methyl-6-(trimethylstannanyl)pyridine
- 2-(6-methylpyridin-2-yl)propan-2-ol
- bis[(2-bromo-6-methylpyridinium)hexafluorosilicate] monohydrate
| [Uses]
2-Bromo-6-methylpyridine is a halogenated pyridine derivative used is a building block in the preparation of nitrogen containing heterocyclic compounds.
| [Synthesis Reference(s)]
Journal of the American Chemical Society, 76, p. 3168, 1954 DOI: 10.1021/ja01641a017 | [General Description]
2-Bromo-6-methylpyridine is a bromopyridine derivative. It is formed when 2-chloro-6-methylpyridine is heated with bromotrimethylsilane. Its synthesis from various methods have been reported. | [Synthesis]
The following are the steps for preparing 2-Bromo-6-methylpyridine:
Step 1: 2-Amino-6-methylpyridine With hydrogen bromide; bromine at -10~5℃ for 1.5h;
Step 2: With NaNO2 In water monomer at -10~5℃ for 1.5h;
Step 3: With sodium hydroxide In water monomer at -10℃. | [References]
[1] Patent: CN105384684, 2016, A. Location in patent: Paragraph 0028; 0029
[2] Organic Letters, 2000, vol. 2, # 21, p. 3373 - 3376
[3] Phosphorus, Sulfur and Silicon and the Related Elements, 2002, vol. 177, # 11, p. 2579 - 2587
[4] Chemical and Pharmaceutical Bulletin, 1990, vol. 38, # 9, p. 2446 - 2458
[5] Journal of the Chemical Society - Perkin Transactions 1, 1998, # 19, p. 3151 - 3155 |
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