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(R)-(+)-2-Bromopropionic Acid
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Name

(R)-(+)-2-Bromopropionic Acid

 EINECS N/A
CAS No. 10009-70-8 Density 1.692 g/mL at 20 °C(lit.)
PSA 37.30000 LogP 0.85440
Solubility N/A Melting Point 25°C
Formula C3H5 Br O2 Boiling Point 203 °C
Molecular Weight 152.975 Flash Point 100 °C
Transport Information N/A Appearance N/A
Safety
Hazard Codes C
Risk Statements 22-34
Safety Statements 26-36/37/39-45
RIDADR UN 3265 8/PG 3
WGK Germany 3
F 10
HazardClass 8
PackingGroup III
 Risk Codes 22-34
Molecular Structure Molecular Structure of 10009-70-8 ((R)-(+)-2-BROMOPROPIONIC ACID) Hazard Symbols
Synonyms

Propanoicacid, 2-bromo-, (R)-; Propionic acid, 2-bromo-, D- (8CI); (+)-2-Bromopropanoicacid; (+)-2-Bromopropionic acid; (+)-a-Bromopropanoic acid; (2R)-2-Bromopropanoic acid;(2R)-2-Bromopropanoic acid; (2R)-2-Bromopropionic acid;(R)-(+)-2-Bromopropionic acid; (R)-2-Bromopropanoic acid; (R)-2-Bromopropanoicacid; (R)-2-Bromopropionic acid; (R)-a-Bromopropionic acid; D-2-Bromopropionic acid

Article Data 35

(R)-(+)-2-Bromopropionic Acid Synthetic route

338-69-2

D-Alanine

10009-70-8

R-(+)-2-bromopropionic acid

Conditions
ConditionsYield
With hydrogen bromide; potassium bromide; sodium nitrite at 0 - 5℃; for 1h;95%
With hydrogen bromide; potassium bromide; sodium nitrite In water at -15 - 20℃; Inert atmosphere;82%
With sulfuric acid; potassium bromide; sodium nitrite at 0 - 20℃; for 2h;41%
66423-08-3

(S)-2-(methylsulfonyloxy)propionic acid

10009-70-8

R-(+)-2-bromopropionic acid

Conditions
ConditionsYield
Stage #1: (S)-2-(methylsulfonyloxy)propionic acid With lithium bromide In toluene at 60℃; for 1h;
Stage #2: In water; toluene at 20℃; for 0.5h;		45%
56-41-7

L-alanin

10009-70-8

R-(+)-2-bromopropionic acid

Conditions
ConditionsYield
With nitrosyl bromide
Stage #1: L-alanin With sulfuric acid; potassium bromide In water; toluene
Stage #2: With sodium nitrite In water; toluene at -10℃; for 18h;		n/a
Stage #1: L-alanin With sulfuric acid; potassium bromide In water
Stage #2: With sodium nitrite In water at -10℃; for 18h;
Stage #3: In water; toluene		n/a
20047-41-0

(2R)-methyl 2-bromopropionate

10009-70-8

R-(+)-2-bromopropionic acid

Conditions
ConditionsYield
With potassium hydroxide
598-72-1

2-Bromopropionic acid

10009-70-8

R-(+)-2-bromopropionic acid

Conditions
ConditionsYield
With Cinchonin
598-72-1

2-Bromopropionic acid

118-10-5

Cinchonin

A

32644-15-8

(S)-2-bromopropanoic acid

B

10009-70-8

R-(+)-2-bromopropionic acid

167823-32-7

1,2:5,6-di-O-isopropylidene-α-D-glucofuranos-3-O-yl α-bromopropionate

A

32644-15-8

(S)-2-bromopropanoic acid

B

10009-70-8

R-(+)-2-bromopropionic acid

Conditions
ConditionsYield
With lithium hydroxide; dihydrogen peroxide In tetrahydrofuran for 0.5h; Yields of byproduct given. Title compound not separated from byproducts;

2-Bromo-propionic acid (S)-4,4-dimethyl-2-oxo-1-phenyl-pyrrolidin-3-yl ester

A

32644-15-8

(S)-2-bromopropanoic acid

B

10009-70-8

R-(+)-2-bromopropionic acid

Conditions
ConditionsYield
With lithium hydroxide In tetrahydrofuran a) -20 deg C, 2 h, b) -15 deg C, 4 h; Title compound not separated from byproducts;
79-33-4

L-Lactic acid

7789-69-7

phosphorus pentabromide

10009-70-8

R-(+)-2-bromopropionic acid

20047-41-0

(2R)-methyl 2-bromopropionate

aqueous KOH

aqueous KOH

10009-70-8

R-(+)-2-bromopropionic acid

(R)-(+)-2-Bromopropionic Acid Chemical Properties

IUPAC Name: (2R)-2-Bromopropanoic acid
Synonyms of (R)-(+)-2-Bromopropionic Acid (CAS NO.10009-70-8): Propanoic acid, 2-bromo-, (2R)- ; (R)-2-Bromopropanoic acid
CAS NO: 10009-70-8
Molecular Formula: C3H5BrO2
Molecular Weight: 152.9746
Molecular Structure:
H bond acceptors: 2
H bond donors: 1
Freely Rotating Bonds: 1
Polar Surface Area: 26.3 Å2
Index of Refraction: 1.496
Molar Refractivity: 25.2 cm3
Molar Volume: 86.2 cm3
Surface Tension: 44.5 dyne/cm
Density: 1.773 g/cm3
Flash Point: 76.3 °C
Enthalpy of Vaporization: 48.37 kJ/mol
Boiling Point: 202.6 °C at 760 mmHg
Vapour Pressure: 0.12 mmHg at 25°C
Appearance: clear colorless to light brown liquid
SMILES: Br[C@@H](C(=O)O)C
InChI: InChI=1/C3H5BrO2/c1-2(4)3(5)6/h2H,1H3,(H,5,6)/t2-/m1/s1
InChIKey: MONMFXREYOKQTI-UWTATZPHBC
Std. InChI: InChI=1S/C3H5BrO2/c1-2(4)3(5)6/h2H,1H3,(H,5,6)/t2-/m1/s1
Std. InChIKey: MONMFXREYOKQTI-UWTATZPHSA-N

(R)-(+)-2-Bromopropionic Acid Safety Profile

Hazard Codes: CorrosiveC
Risk Statements: 22-34
R22: (R)-(+)-2-Bromopropionic Acid (CAS NO.10009-70-8) is harmful if swallowed.
R34: Causes burns.
Safety Statements: 26-36/37/39-45
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. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 3265 8/PG 3
WGK Germany: 3
F:10
HazardClass: 8
PackingGroup: III

(R)-(+)-2-Bromopropionic Acid Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Do NOT use alcohol foams. Use water spray, dry chemical, carbon dioxide, or appropriate foam. 
Handling: Do not get on skin and clothing. Do not breathe dust, vapor, mist, or gas. Use only in a chemical fume hood.
Storage: Store (R)-(+)-2-Bromopropionic Acid (CAS NO.10009-70-8) in a tightly closed container. Store in a dry area. Keep refrigerated. (Store below 4°C/39°F.)

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