(2R)-3-Bromo-2-hydroxy-2-methylpropanoic acid

Product Name: (2R)-3-Bromo-2-hydroxy-2-methylpropanoic acid
CAS No.: 261904-39-6
Chemical Name: (2R)-3-Bromo-2-hydroxy-2-methylpropanoic acid
Synonyms: (R)-3-bromo-2-hydroxy-2-methylpropanoic acid;136665;Flutamide Impurity 11;(2R)-3-Bromo-2-hydroxy-2-methylpropionicaci;(R)-3-Bromo-2-hydroxy-2-methylpropionic Acid;(2R)-3-Bromo-2-hydroxy-2-methylpropionic acid;(2R)-3-Bromo-2-hydroxy-2-methylpropanoic acid;(R)-3-Bromo-2-hydroxy-2-methylpropionic Acid >Propanoic acid,3-bromo-2-hydroxy-2-methyl-, (2R);(R)-3-Bromo-2-hydroxy-2-methylpropionic Acid
CBNumber: CB5875184
Molecular Formula: C4H7BrO3
Formula Weight: 183
MOL File: 261904-39-6.mol

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(2R)-3-Bromo-2-hydroxy-2-methylpropanoic acid Property

Melting point:: 113.0 to 117.0 °C
Boiling point:: 294.5±25.0 °C(Predicted)
Density: 1.831±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform, Methanol
form: Solid
pka: 3.39±0.16(Predicted)
color: Off-White
InChI: InChI=1S/C4H7BrO3/c1-4(8,2-5)3(6)7/h8H,2H2,1H3,(H,6,7)/t4-/m0/s1
InChIKey: HBJAYXGUOOININ-BYPYZUCNSA-N
SMILES: C(O)(=O)[C@](O)(C)CBr

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Safety

Hazard Codes: Xi
Risk Statements: 36/38
Safety Statements: 26
RIDADR: UN 3261 8/PG III
HazardClass: 8
PackingGroup: III
HS Code: 2918199890

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TCI Chemical

Product number: B4819
Product name: (R)-3-Bromo-2-hydroxy-2-methylpropionic Acid
Purity: >98.0%(GC)(T)
Packaging: 1g
Price: $81
Updated: 2025/07/31

TCI Chemical

Product number: B4819
Product name: (R)-3-Bromo-2-hydroxy-2-methylpropionic Acid
Purity: >98.0%(GC)(T)
Packaging: 5g
Price: $274
Updated: 2025/07/31

TRC

Product number: B683755
Product name: (2R)-3-Bromo-2-hydroxy-2-methylpropionicAcid
Packaging: 5g
Price: $275
Updated: 2021/12/16

TRC

Product number: B683755
Product name: (2R)-3-Bromo-2-hydroxy-2-methylpropionicAcid
Packaging: 25g
Price: $745
Updated: 2021/12/16

Matrix Scientific

Product number: 074161
Product name: (2R)-3-Bromo-2-hydroxy-2-methylpropanoic acid
Purity: 95+%
Packaging: 1g
Price: $65
Updated: 2021/12/16

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(2R)-3-Bromo-2-hydroxy-2-methylpropanoic acid Chemical Properties,Usage,Production

Uses

(2R)-3-Bromo-2-hydroxy-2-methylpropionic Acid is used as a reagent in the synthesis of [18F]-radiolabeled hydroxyflutamide derivatives as prostate cancer PET imaging agents.

Synthesis

106138-80-1

261904-39-6

General procedure for the synthesis of (R)-3-bromo-2-hydroxy-2-methylpropionic acid (R-131) from the compound (CAS: 106138-80-1): bromolactone R-130 (18.5 g, 71 mmol) was dissolved in 300 mL of 24% hydrobromic acid and heated to reflux for 1 hour. After completion of the reaction, the resulting solution was diluted with 200 mL of brine and extracted with ethyl acetate (100 mL × 4). The organic phases were combined and washed with saturated sodium bicarbonate solution (100 mL × 4). The aqueous phase was acidified to pH = 1 with concentrated hydrochloric acid and extracted again with ethyl acetate (100 mL × 4). The organic phases were combined, dried with anhydrous sodium sulfate, filtered through diatomaceous earth, and concentrated to dryness under reduced pressure. The product was recrystallized from toluene to give 10.2 g (86% yield) of the target compound as colorless crystals. Melting point: 107-109 °C (S-isomer, literature value: melting point 109-113 °C).1H NMR (300 MHz, DMSO-d6) δ 3.63 (d, J=10.1 Hz, 1H, CHHa), 3.52 (d, J=10.1 Hz, 1H, CHHb), 1.35 (s, 3H, Me).IR (KBr) 3434 (OH), 3300-2500 (COOH), 1730 (C=O), 1449, 1421, 1380, 1292, 1193, 1085 cm-1. [α]D26 +10.5° (c=2.6, MeOH). Calculated elemental analysis (C4H7BrO3): C 26.25, H 3.86; measured values: C 26.28, H 3.75.

References

[1] Patent: US2003/225040, 2003, A1. Location in patent: Page 16
[2] Patent: US2006/9488, 2006, A1. Location in patent: Page/Page column 52
[3] Patent: WO2007/27582, 2007, A2. Location in patent: Page/Page column 61
[4] Patent: WO2007/62230, 2007, A2. Location in patent: Page/Page column 149; 151
[5] Patent: WO2008/8433, 2008, A2. Location in patent: Page/Page column 123; 1/19; 3/19; 7/19

(2R)-3-Bromo-2-hydroxy-2-methylpropanoic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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(2R)-3-Bromo-2-hydroxy-2-methylpropanoic acid Suppliers

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View Lastest Price from (2R)-3-Bromo-2-hydroxy-2-methylpropanoic acid manufacturers

Wuhan Cell Pharmaceutical Co., Ltd

Product: (2R)-3-Bromo-2-hydroxy-2-methylpropanoic acid 261904-39-6
Price: US $66.00-5500.00/g
Min. Order: 1g
Purity: 99%
Supply Ability: 100kg
Release date: 2023-03-29

qingdao future trading Co., Ltd

Product: Propanoic acid,3-bromo-2-hydroxy-2-methyl-, (2R)- 261904-39-6
Price: US $80.00/g
Min. Order: 1g
Purity: 98%
Supply Ability: 10tons
Release date: 2023-06-14

Anhui Zhongda Biotechnology Co., Ltd

Product: (2R)-3-Bromo-2-hydroxy-2-methylpropanoic acid 261904-39-6
Price: US $90.00-70.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 10000/month
Release date: 2023-08-18

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