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

Name
(R)-(+)-2-BROMOPROPIONIC ACID
EINECS
CAS No. 10009-70-8
Article Data35
CAS DataBase
Density 1.692 g/mL at 20 °C(lit.)
Solubility
Melting Point 25°C
Formula C3H5 Br O2
Boiling Point 203 °C
Molecular Weight 152.975
Flash Point 100 °C
Transport Information
Appearance
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
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
PSA 37.30000
LogP 0.85440

Synthetic route

: 338-69-2
D-Alanine

: 10009-70-8
R-(+)-2-bromopropionic acid

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With potassium hydroxide

: 598-72-1
2-Bromopropionic acid

: 10009-70-8
R-(+)-2-bromopropionic acid

Conditions

Conditions	Yield
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

...Expand

: 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

Conditions	Yield
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

Conditions	Yield
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

dl-α-bromo-propionic acid: dl-α-bromo-propionic acid

: 10009-70-8
R-(+)-2-bromopropionic acid

Conditions

Conditions	Yield
With Cinchonin

DL-<2-bromo-propionyl>-glycylglycine: DL-<2-bromo-propionyl>-glycylglycine

: 10009-70-8
R-(+)-2-bromopropionic acid

Conditions

Conditions	Yield
With Quinine saure Hydrolyse des erhaltenen D(+)-<2-Brom-propionyl>-glycylglycins;

ester of/the/ d-lactic acid: ester of/the/ d-lactic acid

: 10009-70-8
R-(+)-2-bromopropionic acid

Conditions

Conditions	Yield
With phosphorus pentabromide; benzene Es entstehen die Ester;
With chloroform; phosphorus pentabromide Es entstehen die Ester;

: 118-10-5
Cinchonin

inactive α-bromo-propionic acid: inactive α-bromo-propionic acid

: 10009-70-8
R-(+)-2-bromopropionic acid

: 29264-45-7
bromo-methyl-ketene

A: 32644-15-8
(S)-2-bromopropanoic acid

B: 10009-70-8
R-(+)-2-bromopropionic acid

Conditions

Conditions	Yield
Stage #1: bromo-methyl-ketene With n-butyllithium; diethylzinc; (S)-3-hydroxytetyrahydrofurane In hexane; toluene at -78 - 0℃; for 13h; Stage #2: With hydrogenchloride In tetrahydrofuran at 20℃; for 48h; Title compound not separated from byproducts;

: C9H21BrO2Si2

A: 32644-15-8
(S)-2-bromopropanoic acid

B: 10009-70-8
R-(+)-2-bromopropionic acid

Conditions

Conditions	Yield
With 2,6-di-tert-butyl-pyridine; 2.6-dimethylphenol; C32H12BF24(1-)*C44H30N2O2P(1+) In toluene at -40℃; for 24h; Inert atmosphere; Overall yield = 87 %; enantioselective reaction;

: 598-72-1
2-Bromopropionic acid

A: 32644-15-8
(S)-2-bromopropanoic acid

B: 10009-70-8
R-(+)-2-bromopropionic acid

Conditions

Conditions	Yield
With Ν,Ν-dimethyldehydroabietylamine In chloroform-d1 at 27℃; Resolution of racemate;

: 10009-70-8
R-(+)-2-bromopropionic acid

: 2835-68-9
4-aminobenzamide

: 4-{[(2R)-2-bromopropanoyl]amino}benzamide

Conditions

Conditions	Yield
With pyridine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In tetrahydrofuran; ethyl acetate at 20℃; for 0.5h; Inert atmosphere;	100%
With pyridine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In tetrahydrofuran; ethyl acetate at 20℃; for 0.5h; Inert atmosphere;	100%

: 292638-84-7
styrene

: 10009-70-8
R-(+)-2-bromopropionic acid

: 2-iodo-1-phenylethyl (2R)-2-bromopropanoate

Conditions

Conditions	Yield
With N-iodo-succinimide In dichloromethane at 20 - 22℃; for 0.25h; regioselective reaction;	99%

: 10009-70-8
R-(+)-2-bromopropionic acid

: 16088-61-2
(R)-2-bromo-propan-1-ol

Conditions

Conditions	Yield
With borane-THF In tetrahydrofuran at 0℃; for 3h;	98%

: 10009-70-8
R-(+)-2-bromopropionic acid

: 1089173-91-0
(2S,3S,6R,7S)-(-)-ethyl-3-amino-2-azido-9-(tert-butyldiphenylsiloxy)-6,7-O-isopropylidenenonanoate

: 1089174-21-9
(2S,3S,6R,7S,2'R)-(-)-ethyl-2-azido-3-(2'-bromopropanamido)-9-(tert-butyldiphenylsilyloxy)-6,7-O-isopropylidenenonanoate

Conditions

Conditions	Yield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h; Inert atmosphere;	95%

: 10009-70-8
R-(+)-2-bromopropionic acid

: 1089174-29-7
(2S,3S,6S,7S)-(-)-ethyl-3-amino-2-azido-9-(tert-butyldiphenylsiloxy)-6,7-O-isopropylidenenonanoate

: 1089174-30-0
(2S,3S,6S,7S,2'R)-(-)-ethyl-2-azido-3-(2'-bromopropanamido)-9-(tert-butyldiphenylsilyloxy)-6,7-O-isopropylidenenonanoate

Conditions

Conditions	Yield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h; Inert atmosphere;	95%

: 645-56-7
4-n-Propylphenol

: 10009-70-8
R-(+)-2-bromopropionic acid

: (R)-2-(4-propyl-phenoxy)-propanoic acid

Conditions

Conditions	Yield
Stage #1: 4-n-Propylphenol; R-(+)-2-bromopropionic acid With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 5h; Stage #2: With sodium hydroxide In tetrahydrofuran; mineral oil at 20℃; for 1h; Stage #3: With hydrogenchloride In tetrahydrofuran; water; mineral oil pH=1;	94%

: 186581-53-3, 908094-01-9
diazomethane

: 10009-70-8
R-(+)-2-bromopropionic acid

: 20047-41-0
(2R)-methyl 2-bromopropionate

Conditions

Conditions	Yield
In diethyl ether	93%

: 10009-70-8
R-(+)-2-bromopropionic acid

: 75-66-1
2-methylpropan-2-thiol

: (2S)-2-(tert-butylthio)propanoic acid

Conditions

Conditions	Yield
In ethanol	92%

: 10009-70-8
R-(+)-2-bromopropionic acid

: (2''R,3''S)-(+)-tert-butyl-{N'-[3''-amino-2''-(o-nitrobenzenesulfonamido)heptanoyl]-L-alanyl}-L-valinate

: (2''R,3''S,2'''R)-(-)-tert-butyl-{N'-[3''-(2'''-bromopropanamido)-2''-(o-nitrobenzenesulfonamido)heptanoyl]-L-alanyl}-L-valinate

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 1h; Inert atmosphere;	91%

: 10009-70-8
R-(+)-2-bromopropionic acid

: 191217-13-7
(2S,3S)-N-[(1S)-2-(tert-Butyldiphenylsilyloxy)-1-methylethyl]-3-azido-4-phenyl-2-(triethylsilyloxy)butylamine

: 191217-14-8
(R)-N-((2S,3S)-3-Azido-4-phenyl-2-triethylsilanyloxy-butyl)-2-bromo-N-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-propionamide

Conditions

Conditions	Yield
With diisopropyl-carbodiimide In dichloromethane at 0℃; for 3h;	90%
With dacarbazine In dichloromethane at 0℃; for 4h; Acylation;

: 10075-50-0
5-bromo-1H-indole

: 10009-70-8
R-(+)-2-bromopropionic acid

: (2S)-2-(5-bromo-1H-indol-1-yl)propanoic acid

Conditions

Conditions	Yield
Stage #1: 5-bromo-1H-indole With sodium hydride In N,N-dimethyl-formamide; mineral oil at -10℃; for 0.75h; Stage #2: R-(+)-2-bromopropionic acid In N,N-dimethyl-formamide; mineral oil at -10 - 20℃; for 3h;	89%

: 106-44-5
p-cresol

: 10009-70-8
R-(+)-2-bromopropionic acid

: 14013-55-9
(R)-2-(4-methylphenoxy)propanoic acid

Conditions

Conditions	Yield
Stage #1: p-cresol; R-(+)-2-bromopropionic acid With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 5h; Stage #2: With sodium hydroxide In tetrahydrofuran; mineral oil at 20℃; for 1h; Stage #3: With hydrogenchloride In tetrahydrofuran; water; mineral oil pH=1;	85%

: 10009-70-8
R-(+)-2-bromopropionic acid

: 100-51-6
benzyl alcohol

: (R)-2-bromopropionic acid benzyl ester

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 18h; Reflux;	82%
In neat (no solvent) at 20℃; for 84h; Inert atmosphere;	47%
toluene-4-sulfonic acid

: 10009-70-8
R-(+)-2-bromopropionic acid

: 75375-89-2
4-aminoadamantan-1-ol

A: Z-(R)-2-bromo-N-(5-hydroxyadamantan-2-yl)-propionamide

B: E-(R)-2-bromo-N-(5-hydroxyadamantan-2-yl)-propionamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;	A n/a B 81%

...Expand

: 10009-70-8
R-(+)-2-bromopropionic acid

: 7148-74-5, 22592-73-0, 71425-59-7, 52152-04-2
(R)-2-bromopropionyl chloride

Conditions

Conditions	Yield
With thionyl chloride for 6h; Heating;	80%
With thionyl chloride
With thionyl chloride In diethyl ether at 0℃; for 1h;

: 10009-70-8
R-(+)-2-bromopropionic acid

: 615-65-6
2-chloro-4-methyl-benzenamine

: 1429642-80-7
(R)-2-bromo-N-(2-chloro-4-methylphenyl)propanamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In dichloromethane at 20 - 24℃; for 4.5h; Cooling with ice;	80%

: 10009-70-8
R-(+)-2-bromopropionic acid

: 187345-38-6
(2E,4S,2'S)-4-[(2'-amino-3',3'-dimethylbutyryl)methylamino]-2,5-dimethylhex-2-enoic acid ethyl ester

: C20H35BrN2O4

Conditions

Conditions	Yield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane for 2h;	76%

: 10009-70-8
R-(+)-2-bromopropionic acid

: 101208-75-7
(2R,3S)-2-vinyltetrahydro-2H-pyran-3-ol

: 1243724-79-9
C10H16O4

Conditions

Conditions	Yield
With sodium hydride In 1,4-dioxane	69%

: 10009-70-8
R-(+)-2-bromopropionic acid

: bis(2-methoxyphenyl)methanamine

: N-(bis(2-methoxyphenyl)methyl)-2-bromopropanamide

Conditions

Conditions	Yield
With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide In tetrahydrofuran at 0 - 20℃; for 20h; Inert atmosphere;	66%

: 10009-70-8
R-(+)-2-bromopropionic acid

: 6298-96-0, 22038-86-4, 35600-82-9, 41851-59-6
(R)-1-(4-methoxyphenyl)ethylamine

: (R,R)-2-bromo-N--1-(4-methoxyphenylethyl)propanamide

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; Inert atmosphere;	66%

: 10009-70-8
R-(+)-2-bromopropionic acid

: 109384-19-2
t-butyl 4-hydroxy piperidine-1-carboxylate

: 952486-63-4
(2S)-2-[(1-tert-butoxycarbonyl-4-piperidyl)oxy]propanoic acid

Conditions

Conditions	Yield
Stage #1: t-butyl 4-hydroxy piperidine-1-carboxylate With sodium hydride In 1,4-dioxane at 0℃; for 0.5h; Inert atmosphere; Stage #2: R-(+)-2-bromopropionic acid In 1,4-dioxane at 25℃; for 40h; Inert atmosphere;	65%
With sodium hydride In 1,4-dioxane for 22.5h;

: 90-33-5, 79566-13-5
7-hydroxy-4-methyl-chromen-2-one

: 10009-70-8
R-(+)-2-bromopropionic acid

: 885126-83-0
(S)-2-(4-methyl-2-oxo-2H-chromen-7-yloxy)propanoic acid

Conditions

Conditions	Yield
With potassium carbonate In acetone at 56℃; for 13h;	65%

: 201864-00-8
(1S)-1-(4-chlorophenylmethyl)-2-hydroxyethylamine

: 10009-70-8
R-(+)-2-bromopropionic acid

: (R)-2-bromo-N-((S)-1-(4-chlorophenyl)-3-hydroxypropan-2-yl)propanamide

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1.5h;	64%
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 3h;	64%

: 627-27-0
homoalylic alcohol

: 10009-70-8
R-(+)-2-bromopropionic acid

: 1243724-72-2
C7H12O3

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran for 20h; Reflux;	53%

: 10009-70-8
R-(+)-2-bromopropionic acid

: 979-92-0
S-(5'-adenosyl)-L-homocysteine

: (S)-carboxy-S-adenosyl-ethionine

Conditions

Conditions	Yield
With ammonium bicarbonate at 37℃; for 18h;	50%

: 10009-70-8
R-(+)-2-bromopropionic acid

: 195453-23-7
R,S-2,2'-(hydroxyimino)dipropionic acid

Conditions

Conditions	Yield
With sodium hydroxide; hydroxylamine hydrochloride In water at 30 - 35℃; for 40h; pH=7.2;	49%

: 10009-70-8
R-(+)-2-bromopropionic acid

: 1421739-59-4
(R)-1,1,1-trichloropent-4-en-2-ol

: 1421739-53-8
(R)-1,1,1-trichloropent-4-en-2-yl (R’)-2-bromopropanoate

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 1h; Steglich Esterification; Inert atmosphere;	44%

: 10009-70-8
R-(+)-2-bromopropionic acid

: 41365-75-7
aminopropane diethyl acetal

: 98-59-9
p-toluenesulfonyl chloride

: 105496-31-9
N-(9-fluorenylmethoxycarbonyl)-2-aminoethanol

: C19H31N2O6PolS

Conditions

Conditions	Yield
Stage #1: N-(9-fluorenylmethoxycarbonyl)-2-aminoethanol With boron trifluoride diethyl etherate In tetrahydrofuran at 20℃; for 0.5h; Wang resin; Stage #2: With piperidine In N,N-dimethyl-formamide at 20℃; for 0.25h; Wang resin; Stage #3: R-(+)-2-bromopropionic acid; aminopropane diethyl acetal; p-toluenesulfonyl chloride diastereoselective reaction; Further stages;	44%

...Expand

(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: Corrosive C
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.)

Product Name

(R)-(+)-2-BROMOPROPIONIC ACID

Synthetic route

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

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

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

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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