ChemicalBook--->CAS DataBase List--->88139-91-7

88139-91-7

88139-91-7 Structure

88139-91-7 Structure
IdentificationMore
[Name]

2-Hydroxymethyl-5-bromopyridine
[CAS]

88139-91-7
[Synonyms]

2-HYDROXYMETHYL-5-BROMOPYRIDINE
5-BROMO-2-HYDROXYMETHYLPYRIDINE
(5-BROMOPYRID-2-YL)METHANOL
(5-BROMO-PYRIDIN-2-YL)-METHANOL
5-Bromo-2-hydroxymethylpyridin
(5-BROMO-PYRIDIN-2-YL)METHANOL (5-BROMO-2-HYDROXYMETHYLPYRIDINE)
5-Bromo-2-pyridinemethanol
[EINECS(EC#)]

618-116-0
[Molecular Formula]

C6H6BrNO
[MDL Number]

MFCD04035597
[Molecular Weight]

188.02
[MOL File]

88139-91-7.mol
Chemical PropertiesBack Directory
[Appearance]

Light yellow Cryst
[Melting point ]

59-60°C
[Boiling point ]

0°C
[density ]

1.668±0.06 g/cm3(Predicted)
[Fp ]

0°C
[storage temp. ]

Inert atmosphere,Room Temperature
[form ]

powder to crystal
[pka]

13.09±0.10(Predicted)
[color ]

White to Light yellow to Light orange
[Detection Methods]

HPLC
[InChI]

InChI=1S/C6H6BrNO/c7-5-1-2-6(4-9)8-3-5/h1-3,9H,4H2
[InChIKey]

RUCZFWMEACWFER-UHFFFAOYSA-N
[SMILES]

C1(CO)=NC=C(Br)C=C1
[CAS DataBase Reference]

88139-91-7(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H319
[Precautionary statements ]

P264-P280-P337+P313-P305+P351+P338
[Hazard Codes ]

Xn,Xi
[Risk Statements ]

R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S22:Do not breathe dust .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S36:Wear suitable protective clothing .
[Hazard Note ]

Irritant
[HazardClass ]

IRRITANT
[HS Code ]

2933399990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethyl acetate-->Methanol-->Diethyl ether-->Sodium carbonate-->Chloroform-->Sodium bicarbonate-->Trifluoroacetic anhydride-->3-Chloroperoxybenzoic acid-->Sodium thiosulfate pentahydrate-->5-Bromo-2-methylpyridine-->(5-Bromopyridin-2-yl)methyl 2,2,2-trifluoroacetate-->5-Bromopyridine-2-carboxylic acid methyl ester-->5-Bromopyridine-2-carbaldehyde-->900186-89-2-->5-bromo-2-pyridinecarboxylic acid ethyl ester-->2-Pyridinemethanol, 5-bromo-, 2-acetate-->5-Bromo-2-pyridinecarboxylic Acid
[Preparation Products]

Morpholine, 4-[(5-bromo-2-pyridinyl)methyl]-
Hazard InformationBack Directory
[Chemical Properties]

Light yellow Cryst
[Uses]

5-Bromo-2-(hydroxymethyl)pyridine is a biochemical reagent that can be used as a biological material or organic compound for life science related research.
[Synthesis]

5-bromo-2-pyridinecarboxylic acid, methyl ester (648mg, 3mmol) in 10ml of methanol was slowly added to sodium borohydride (340mg, 9mmol) in an ice bath. After that, the ice bath was removed and the reaction mixture was warmed to room temperature. The reaction was stirred for 12 hours. Then 1N HCl was added to adjust the pH to 1. Afterward, a saturated sodium bicarbonate solution was added to adjust the pH to 8. The mixture was then extracted with ethyl acetate. The organic phase was dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. This resulted in the formation of 535mg of white solid, which was identified as 5-bromo-2-pyridinemethanol. The yield of the desired product was 94.8%.
2-Hydroxymethyl-5-bromopyridine
[References]

[1] Journal of Inorganic Biochemistry, 2012, vol. 111, p. 1 - 9
[2] Journal of Porphyrins and Phthalocyanines, 2010, vol. 14, # 6, p. 469 - 480
[3] Patent: US2013/12530, 2013, A1. Location in patent: Paragraph 0178
[4] Patent: WO2008/32191, 2008, A2. Location in patent: Page/Page column 58
[5] Patent: WO2013/13815, 2013, A1. Location in patent: Page/Page column 228
Spectrum DetailBack Directory
[Spectrum Detail]

5-Bromo-2-hydroxymethylpyridine(88139-91-7)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

(5-bromopyrid-2-yl)methanol(88139-91-7)
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