2-Bromo-6-methylpyridine

Iupac Name：2-bromo-6-methylpyridine

Molecular Weight：172.02

Modify Date.: 2022-12-11 12:44

Introduction: 2-Bromo-6-methylpyridine is a halogenated pyridine derivative used is a building block in the preparation of nitrogen containing heterocyclic compounds. View more+

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1. Names and Identifiers

1.1 Name: 2-Bromo-6-methylpyridine
1.2 Synonyms: 2 - broMine - 6 - Methyl pyridine 2-Bromo-6-methylpyrdine 2-BROMO-6-METHYLPYRIDINE 2-BROMO-6-PICOLINE 2-Methyl-6-bromopyridine 2-Picoline, 6-bromo- 6-Bromo-2-methylpyridine 6-BROMO-2-PICOLINE 6-Methyl-2-bromopyridine Pyridine, 2-bromo-6-methyl-

1.3 CAS No.: 5315-25-3

1.4 CID: 79205

1.5 EINECS(EC#): 226-173-4

1.6 Molecular Formula: C6H6BrN (isomer)

1.7 Inchi: InChI=1S/C6H6BrN/c1-5-3-2-4-6(7)8-5/h2-4H,1H3

1.8 InChkey: SOHDPICLICFSOP-UHFFFAOYSA-N

1.9 Canonical Smiles: CC1=CC=CC(Br)=N1

1.10 Isomers Smiles: CC1=NC(=CC=C1)Br

2. Properties

2.1 Density: 1.512 g/mL at 25 °C (lit.)

2.1 Boiling point: 102-103 °C/20 mmHg (lit.)

2.1 Refractive index: 1.562

2.1 Flash Point: 207?°F

2.1 Precise Quality: 171.96400

2.1 PSA: 25.78000

2.1 logP: 1.54750

2.1 Appearance: Yellow Liquid

2.2 Storage: Ambient temperatures.

2.3 Chemical Properties: Light yellow liquid

2.4 Color/Form: Colorless to Yellow Liquid

2.5 pKa: 1.51±0.10(Predicted)

2.6 Water Solubility: Soluble in chloroform, ethyl aceate. Not miscible or difficult to mix with water.

2.7 StorageTemp: Inert atmosphere,Room Temperature

3. Use and Manufacturing

3.1 Usage: 2-Bromo-6-methylpyridine is a halogenated pyridine derivative used is a building block in the preparation of nitrogen containing heterocyclic compounds.

4. Safety and Handling

4.1 Hazard Codes: Xi

4.1 Risk Statements: 36/37/38

4.1 Safety Statements: 26-36

4.1 Hazard Class: IRRITANT

4.1 WGK Germany: 3

4.1 Safety: Safty informations about 2-Bromo-6-Methyl pyridine(5315-25-3):
Hazard Codes? :Xi (Irritant)
Risk Statements?: 36/37/38 ( Irritating to eyes, respiratory system and skin)
Safety Statements? :26-36 (In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;Wear suitable protective clothing)
WGK Germany:? 3

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Skin irritation, Category 2

Eye irritation, Category 2

Specific target organ toxicity \u2013 single exposure, Category 3

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Warning
Hazard statement(s)	H315 Causes skin irritation H319 Causes serious eye irritation H335 May cause respiratory irritation
Precautionary statement(s)
Prevention	P264 Wash ... thoroughly after handling. P280 Wear protective gloves/protective clothing/eye protection/face protection. P261 Avoid breathing dust/fume/gas/mist/vapours/spray. P271 Use only outdoors or in a well-ventilated area.
Response	P302+P352 IF ON SKIN: Wash with plenty of water/... P321 Specific treatment (see ... on this label). P332+P313 If skin irritation occurs: Get medical advice/attention. P362+P364 Take off contaminated clothing and wash it before reuse. P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P337+P313 If eye irritation persists: Get medical advice/attention. P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing. P312 Call a POISON CENTER/doctor/\u2026if you feel unwell.
Storage	P403+P233 Store in a well-ventilated place. Keep container tightly closed. P405 Store locked up.
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

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6. Synthesis Route

5315-25-3Total: 10 Synthesis Route

109-06-8 119 Suppliers

5315-25-3 269 Suppliers

Literatures:
Journal of the Chemical Society, , p. 2693,2697
Yield: null

1824-81-3 253 Suppliers

5315-25-3 269 Suppliers

Literatures:
Schubert, Ulrich S.; Eschbaumer, Christian; Heller, Marcel Organic Letters, 2000 , vol. 2, # 21 p. 3373 - 3376
Yield: ~92%

3279-76-3 141 Suppliers

5315-25-3 269 Suppliers

Literatures:
Recueil des Travaux Chimiques des Pays-Bas, , vol. 53, p. 417,420
Yield: null

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7. Precursor and Product

precursor:

7789-69-7

1824-81-3

626-05-1

18368-63-3

917-54-4

77-78-1

10035-10-6

3279-76-3

109-06-8

product :

21190-87-4

21190-88-5

5315-24-2

34160-40-2

4411-80-7

212182-36-0

91668-84-7

33674-96-3

18368-57-5

62674-71-9

83004-10-8

74065-64-8

33777-92-3

34317-01-6

1824-81-3

934-60-1

30413-58-2

79055-59-7

5933-30-2

63071-04-5

85895-80-3

82740-66-7

82315-66-0

60323-99-1

96517-97-4

View all

8. Other Information

8.0 Usage: 6-Bromo-2-picoline is a halogenated pyridine derivative used is a building block in the preparation of nitrogen containing heterocyclic compounds. It may used in following synthesis 6,6?-dimethyl-2,2?-bipyridine, 6-methyl-2-pyridyl-2-pyridylmethanone, 2-methyl-6-(trimethylsilyl)-pyridine and N,N?-bis-(6-methylpyrid-2-yl)-(1R,2R)-1,2- diaminocyclohexane (cydiampy).

8.1 BRN: 107322

8.2 Chemical Properties: Light yellow liquid

8.3 Uses: 2-Bromo-6-methylpyridine is a halogenated pyridine derivative used is a building block in the preparation of nitrogen containing heterocyclic compounds.

8.4 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

8.5 Synthesis Reference(s): Journal of the American Chemical Society, 76, p. 3168, 1954 DOI: 10.1021/ja01641a017

8.6 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.

9. Computational chemical data

Molecular Weight: 172.02g/mol
Molecular Formula: C₆H₆BrN
Compound Is Canonicalized: True
XLogP3-AA: null
Exact Mass: 170.96836
Monoisotopic Mass: 170.96836
Complexity: 74.9
Rotatable Bond Count: 0
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 1
Topological Polar Surface Area: 12.9
Heavy Atom Count: 8
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently-Bonded Unit Count: 1
CACTVS Substructure Key Fingerprint: AAADcYBiAAAAEAAAAAAAAAAAAAAAAAAAAAAsAAAAAAAAAAABgAAAHABAAAABOAiBFgAygJIIEACgASRiRACCgCAhAiQImCAwZLgIIOLAkZGEIAhggADIyhcQAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==

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