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598-72-1 Usage

Chemical Properties

clear colorless to yellowish liquid after melting. soluble in water, miscible with alcohol, ether, chloroform and benzene.

Uses

Different sources of media describe the Uses of 598-72-1 differently. You can refer to the following data:
1. It is employed as pharmaceutical and agrochemical intermediate. It is used as an alkylation agent for mercaptans and other sulfur containing compounds.
2. 2-Bromopropionic Acid is a versatile reactant used in emulsion polymerization in the preparation of reversible addition-fragmentation chain transfer (RAFT) agent.

Application

2-bromopropionic acid is an organic synthesis intermediate, used in the production of herbicides quizalofop-ethyl, napropamide, fenthiaprop and fungicides metalaxyl, benalaxyl, procymidone, etc., used in the synthesis of pharmaceutical intermediates body alanine.

Preparation

2-Bromopropionic acid is obtained by bromination of propionic acid. Add propionic acid and phosphorus trichloride to the reaction kettle, keep the temperature at 80°C, slowly add bromine to the reaction solution dropwise, and heat up to 85°C after the addition of bromine, and raise the temperature to 100°C when the color of bromine disappears completely, it takes about 2~3h, and then the bromine and hydrobromic acid are recovered under reduced pressure, and then the finished product is obtained by distillation under reduced pressure.

Check Digit Verification of cas no

The CAS Registry Mumber 598-72-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,9 and 8 respectively; the second part has 2 digits, 7 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 598-72:
(5*5)+(4*9)+(3*8)+(2*7)+(1*2)=101
101 % 10 = 1
So 598-72-1 is a valid CAS Registry Number.
InChI:InChI=1/C3H5BrO2/c1-2(4)3(5)6/h2H,1H3,(H,5,6)/p-1/t2-/m0/s1

598-72-1 Well-known Company Product Price

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  • Alfa Aesar

  • (A17569)  2-Bromopropionic acid, 98%   

  • 598-72-1

  • 250g

  • 432.0CNY

  • Detail
  • Alfa Aesar

  • (A17569)  2-Bromopropionic acid, 98%   

  • 598-72-1

  • 1000g

  • 683.0CNY

  • Detail
  • Alfa Aesar

  • (A17569)  2-Bromopropionic acid, 98%   

  • 598-72-1

  • 1kg

  • 724.0CNY

  • Detail

598-72-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name DL-2-Bromopropionic

1.2 Other means of identification

Product number -
Other names 2-bromopropanoic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:598-72-1 SDS

598-72-1Synthetic route

propionic acid
802294-64-0

propionic acid

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

Conditions
ConditionsYield
With N-Bromosuccinimide; sulfuric acid In trifluoroacetic acid at 85℃; for 16h;89%
With sulfuric acid; potassium bromide
With bromine verschiedene Katalysatoren;
2-bromo-2-propenoic acid
10443-65-9

2-bromo-2-propenoic acid

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

Conditions
ConditionsYield
With phenylsilane; C12H23N2O2P In tetrahydrofuran at 23℃; for 2h;88%
rac-Ala-OH
302-72-7

rac-Ala-OH

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

Conditions
ConditionsYield
With pyridinium polyhydrogen fluoride; potassium bromide; sodium nitrite for 48h; Ambient temperature;77%
With hydrogen bromide; potassium bromide; sodium nitrite at -13℃;
With hydrogen bromide; sodium nitrite In water
propionic acid
802294-64-0

propionic acid

A

3-Bromopropionic acid
590-92-1

3-Bromopropionic acid

B

chloropropionic acid
107-94-8

chloropropionic acid

C

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

D

(R,S)-2-chloropropionic acid
598-78-7

(R,S)-2-chloropropionic acid

Conditions
ConditionsYield
With hydrogenchloride; oxygen; potassium bromide; sodium nitrite In chloroform; water at 40℃; under 760.051 Torr; for 18h; Sealed tube; Irradiation;A 65%
B n/a
C 23%
D n/a
L,L-dilactide
13076-17-0

L,L-dilactide

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

Conditions
ConditionsYield
With hydrogen bromide In cyclohexane at 120℃; for 5h;60%
LACTIC ACID
849585-22-4

LACTIC ACID

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

Conditions
ConditionsYield
With hydrogen bromide at 100℃;
1,4-dibromo-2-methyl-pent-2-ene

1,4-dibromo-2-methyl-pent-2-ene

A

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

B

1-bromoacetone
598-31-2

1-bromoacetone

Conditions
ConditionsYield
bei der Ozonspaltung und nachfolgenden Oxydation mit H2O2;
1,1-dibromopropene
13195-80-7

1,1-dibromopropene

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

Conditions
ConditionsYield
With oxygen
carbon tetrabromide
558-13-4

carbon tetrabromide

propionic acid
802294-64-0

propionic acid

A

3-Bromopropionic acid
590-92-1

3-Bromopropionic acid

B

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

Conditions
ConditionsYield
at 150 - 180℃;
at 150 - 180℃;
Methyl 2-bromopropionate
5445-17-0

Methyl 2-bromopropionate

A

methanol
67-56-1

methanol

B

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

Conditions
ConditionsYield
subtilisin In water at 30℃; Kinetics;
C3H5ClHgO6

C3H5ClHgO6

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

Conditions
ConditionsYield
With bromine In chloroform Yield given;
2-Bromo-propionic acid 1-phenoxy-ethyl ester

2-Bromo-propionic acid 1-phenoxy-ethyl ester

A

acetaldehyde
75-07-0

acetaldehyde

B

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

C

phenol
108-95-2

phenol

Conditions
ConditionsYield
With water In acetonitrile Rate constant; var. pH;
dl-α-bromo-propionic acid-bromide

dl-α-bromo-propionic acid-bromide

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

Conditions
ConditionsYield
With water
sulfuric acid
7664-93-9

sulfuric acid

propionic acid
802294-64-0

propionic acid

KBr

KBr

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

bromine
7726-95-6

bromine

heptan-3-one
106-35-4

heptan-3-one

aqueous NaOH-solution

aqueous NaOH-solution

A

acetic acid
64-19-7

acetic acid

B

propionic acid
802294-64-0

propionic acid

C

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

D

valeric acid
109-52-4

valeric acid

Conditions
ConditionsYield
Produkt5: 2-Brom-valeriansaeure;
LACTIC ACID
849585-22-4

LACTIC ACID

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

Conditions
ConditionsYield
at 100℃;
2,5-dibromo-hex-3-ene
100937-48-2

2,5-dibromo-hex-3-ene

KMnO4

KMnO4

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

2,5-dibromo-hexane-3,4-diol
859772-35-3

2,5-dibromo-hexane-3,4-diol

KMnO4

KMnO4

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

2,5-dibromo-hexane-3,4-diol
859772-35-3

2,5-dibromo-hexane-3,4-diol

chromic acid

chromic acid

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

2,4-dimethyl-3-oxa-adipic acid
873997-80-9

2,4-dimethyl-3-oxa-adipic acid

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

A

3-bromobutyric acid
2623-86-1

3-bromobutyric acid

B

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

Conditions
ConditionsYield
at 70 - 80℃; <1-carboxy-ethyl>-<β-carboxy-isopropyl>-ether , solid form;
2,5-dibromo-hex-3-ene
100937-48-2

2,5-dibromo-hex-3-ene

acetone
67-64-1

acetone

KMnO4

KMnO4

A

LACTIC ACID
849585-22-4

LACTIC ACID

B

2,5-dibromo-hexane-3,4-diol
859772-35-3

2,5-dibromo-hexane-3,4-diol

C

2-oxo-propionic acid
127-17-3

2-oxo-propionic acid

D

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

2-bromo-2-(2-methyl-propane-2-sulfonyl)-propionic acid
854673-05-5

2-bromo-2-(2-methyl-propane-2-sulfonyl)-propionic acid

A

3-tert-Butyl-2,4,4-trimethyl-pent-2-ene
2437-52-7

3-tert-Butyl-2,4,4-trimethyl-pent-2-ene

B

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

C

isobutene
115-11-7

isobutene

D

SO2

SO2

Conditions
ConditionsYield
at 100℃;
2-bromo-2-(2-methyl-propane-2-sulfonyl)-propionic acid
854673-05-5

2-bromo-2-(2-methyl-propane-2-sulfonyl)-propionic acid

diluted HBr

diluted HBr

A

2-(2-methyl-propane-2-sulfonyl)-propionic acid
854675-65-3

2-(2-methyl-propane-2-sulfonyl)-propionic acid

B

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

C

tert-butyl alcohol
75-65-0

tert-butyl alcohol

D

SO2

SO2

Conditions
ConditionsYield
at 35℃;
2-bromo-propionic acid-(3-nitro-phenyl ester)

2-bromo-propionic acid-(3-nitro-phenyl ester)

water
7732-18-5

water

A

meta-nitrophenol
554-84-7

meta-nitrophenol

B

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

2-[3,5-bis(trifluoromethyl)phenylsulfonyl]ethyl 2-bromopropanoate
548740-11-0

2-[3,5-bis(trifluoromethyl)phenylsulfonyl]ethyl 2-bromopropanoate

A

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

B

3,5-bis(trifluoromethyl)phenyl vinyl sulfone
548740-06-3

3,5-bis(trifluoromethyl)phenyl vinyl sulfone

Conditions
ConditionsYield
With sodium hydrogencarbonate In acetone at 20℃; for 12h;
4-nitrobenzyl chloride
619-73-8

4-nitrobenzyl chloride

potassium carbonate
584-08-7

potassium carbonate

2,3-dibromopropionic acid ethyl ester
3674-13-3

2,3-dibromopropionic acid ethyl ester

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

Conditions
ConditionsYield
In acetonitrile
α-bromopropionyl N-hydroxysuccinimide ester
129779-14-2

α-bromopropionyl N-hydroxysuccinimide ester

A

1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

B

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

Conditions
ConditionsYield
With water
C9H8BrN3O2
1551373-10-4

C9H8BrN3O2

A

benzotriazol-1-ol
2592-95-2

benzotriazol-1-ol

B

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

Conditions
ConditionsYield
With water
C8H7BrN4O2
1551373-17-1

C8H7BrN4O2

A

1-hydroxy-7-aza-benzotriazole
39968-33-7

1-hydroxy-7-aza-benzotriazole

B

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

Conditions
ConditionsYield
With water
2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

6-benzyloxy-2-methyl-3-hexanol
146307-57-5

6-benzyloxy-2-methyl-3-hexanol

2-<(4-benzyloxy-1-isopropylbutyl)oxy>propionic acid
146307-63-3

2-<(4-benzyloxy-1-isopropylbutyl)oxy>propionic acid

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran for 6h; Heating;100%
4-methoxy-1,6-diphenylhex-1-yn-3-ol

4-methoxy-1,6-diphenylhex-1-yn-3-ol

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

[(1-(1-methoxy-3-phenylpropyl))-3-phenylprop-2-ynyl] 2-bromopropanoate

[(1-(1-methoxy-3-phenylpropyl))-3-phenylprop-2-ynyl] 2-bromopropanoate

Conditions
ConditionsYield
Stage #1: 2-Bromopropionic acid With dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 0.25h; Inert atmosphere;
Stage #2: 4-methoxy-1,6-diphenylhex-1-yn-3-ol With dmap In tetrahydrofuran Inert atmosphere;
100%
(3S,5S)-5-methyl-1-phenylhept-1-yn-3-ol

(3S,5S)-5-methyl-1-phenylhept-1-yn-3-ol

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

[(1-(2-methylbutyl))-3-phenylprop-2-ynyl] 2-bromopropanoate

[(1-(2-methylbutyl))-3-phenylprop-2-ynyl] 2-bromopropanoate

Conditions
ConditionsYield
Stage #1: 2-Bromopropionic acid With diisopropyl-carbodiimide In tetrahydrofuran at 20℃; for 0.25h; Inert atmosphere;
Stage #2: (3S,5S)-5-methyl-1-phenylhept-1-yn-3-ol With dmap In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;
100%
sodium methylate
124-41-4

sodium methylate

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

2-methoxypropionic acid
4324-37-2

2-methoxypropionic acid

Conditions
ConditionsYield
In methanol at 50℃;99%
In methanol at 50℃; Under nitrogen;99%
In methanol for 3.5h; Heating;83%
In methanol at 50℃; for 20h; Inert atmosphere;82%
In methanol at 50℃; for 12h;10.4 g
methanol
67-56-1

methanol

sodium methylate
124-41-4

sodium methylate

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

2-methoxypropionic acid
4324-37-2

2-methoxypropionic acid

Conditions
ConditionsYield
Stage #1: methanol; sodium methylate; 2-Bromopropionic acid at 50℃;
Stage #2: With hydrogenchloride; water pH=1;
99%
2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

2-azidopropanoic acid
79583-94-1

2-azidopropanoic acid

Conditions
ConditionsYield
Stage #1: 2-Bromopropionic acid With sodium azide In dimethyl sulfoxide at 20℃;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide at 20℃; pH=1;
99%
5-methyl-1-phenyl-1-hexyn-3-ol
15212-29-0

5-methyl-1-phenyl-1-hexyn-3-ol

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

(1-isobutyl-3-phenylprop-2-ynyl) 2-bromopropanoate

(1-isobutyl-3-phenylprop-2-ynyl) 2-bromopropanoate

Conditions
ConditionsYield
Stage #1: 2-Bromopropionic acid With dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 0.25h; Inert atmosphere;
Stage #2: 5-methyl-1-phenyl-1-hexyn-3-ol With dmap In tetrahydrofuran Inert atmosphere;
97%
2-methylnon-5-yn-4-ol
1417351-75-7

2-methylnon-5-yn-4-ol

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

(1-isobutylhex-2-ynyl) 2-bromopropanoate

(1-isobutylhex-2-ynyl) 2-bromopropanoate

Conditions
ConditionsYield
Stage #1: 2-Bromopropionic acid With dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 0.25h; Inert atmosphere;
Stage #2: 2-methylnon-5-yn-4-ol With dmap In tetrahydrofuran Inert atmosphere;
97%
(3S,4R,5R)-1,5-bis(tert-butyldimethylsilyloxy)-4-methyl-3-heptanol
950478-98-5

(3S,4R,5R)-1,5-bis(tert-butyldimethylsilyloxy)-4-methyl-3-heptanol

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

C23H49BrO4Si2
950479-00-2

C23H49BrO4Si2

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 0.583333h;96%
(R)-1-octyn-3-ol
32556-70-0

(R)-1-octyn-3-ol

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

(R)-oct-1-yn-3-yl 2-bromopropanoate

(R)-oct-1-yn-3-yl 2-bromopropanoate

Conditions
ConditionsYield
Stage #1: 2-Bromopropionic acid With dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 0.25h; Inert atmosphere;
Stage #2: (R)-1-octyn-3-ol With dmap In tetrahydrofuran Inert atmosphere;
96%
3-(trimethylsilyl)-2-oxazolidinone
43112-38-5

3-(trimethylsilyl)-2-oxazolidinone

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

α-bromo-propionic acid trimethylsilylester
18187-27-4

α-bromo-propionic acid trimethylsilylester

Conditions
ConditionsYield
In tetrachloromethane at 77℃; for 0.333333h;95%
para-tert-butylphenol
98-54-4

para-tert-butylphenol

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

2-(p-tert-butylphenoxy)propionic acid
6941-12-4, 16453-52-4, 16453-53-5

2-(p-tert-butylphenoxy)propionic acid

Conditions
ConditionsYield
Stage #1: para-tert-butylphenol With sodium hydride In N,N-dimethyl-formamide at 25 - 30℃; for 0.5h;
Stage #2: 2-Bromopropionic acid In N,N-dimethyl-formamide at 20 - 25℃; for 4h;
95%
With sodium hydroxide In ethanol at 80℃; for 24h;62%
With sodium hydroxide In ethanol for 24h; Heating;
With sodium hydroxide In ethanol for 24h; Schlenk technique; Inert atmosphere; Reflux;
(3R,4S,5R)-4-methyl-1,3-bis(tert-butyldimethylsilyloxy)-heptan-5-ol
950479-32-0

(3R,4S,5R)-4-methyl-1,3-bis(tert-butyldimethylsilyloxy)-heptan-5-ol

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

C23H49BrO4Si2
950479-34-2

C23H49BrO4Si2

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 1.5h;95%
2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

1-phenyl hept-6-en-1-yn-3-ol
155193-07-0

1-phenyl hept-6-en-1-yn-3-ol

[(1-(2-phenylethynyl))pent-4-enyl] 2-bromopropanoate

[(1-(2-phenylethynyl))pent-4-enyl] 2-bromopropanoate

Conditions
ConditionsYield
Stage #1: 2-Bromopropionic acid With dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 0.25h; Inert atmosphere;
Stage #2: 1-phenyl hept-6-en-1-yn-3-ol With dmap In tetrahydrofuran Inert atmosphere;
95%
C16H15N3OS

C16H15N3OS

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

2-[4-phenyl-5-(4-ethoxyphenyl)-4H-1,2,4-triazol-3-ylsulfanyl]propanoic acid

2-[4-phenyl-5-(4-ethoxyphenyl)-4H-1,2,4-triazol-3-ylsulfanyl]propanoic acid

Conditions
ConditionsYield
Stage #1: C16H15N3OS; 2-Bromopropionic acid With potassium hydroxide In water for 2h; Reflux;
Stage #2: With acetic acid In water pH=5;
95%
2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

C11H17BrO2

C11H17BrO2

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 24h; Inert atmosphere;95%
2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

4-amino-n-butyric acid
56-12-2

4-amino-n-butyric acid

sodium 4-((1-carboxylatoethyl)amino)butanoate

sodium 4-((1-carboxylatoethyl)amino)butanoate

Conditions
ConditionsYield
With sodium hydroxide In water at 30 - 40℃; for 2h;95%
2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

tert-butyl (2-hydroxymethyl)acrylate

tert-butyl (2-hydroxymethyl)acrylate

tert-butyl 2-((2-bromopropanoyloxy)methyl)acrylate
1097058-05-3

tert-butyl 2-((2-bromopropanoyloxy)methyl)acrylate

Conditions
ConditionsYield
at 20℃;94.4%
2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

tert-butyl 2-hydroxymethylacrylate
121065-74-5

tert-butyl 2-hydroxymethylacrylate

tert-butyl 2-((2-bromopropanoyloxy)methyl)acrylate
1097058-05-3

tert-butyl 2-((2-bromopropanoyloxy)methyl)acrylate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide at 20℃;94.4%
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃;94.4%
With dmap; dicyclohexyl-carbodiimide at 20℃;94.4%
2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

4-(3-nitro-phenyl)-6-phenyl-3,4-dihydro-1H-pyrimidine-2-thione
537653-10-4

4-(3-nitro-phenyl)-6-phenyl-3,4-dihydro-1H-pyrimidine-2-thione

2-methyl-5-(3-nitro-phenyl)-7-phenyl-5H-thiazolo[3,2-a]pyrimidin-3-one
537653-28-4

2-methyl-5-(3-nitro-phenyl)-7-phenyl-5H-thiazolo[3,2-a]pyrimidin-3-one

Conditions
ConditionsYield
With sodium acetate; acetic anhydride; acetic acid for 2h; Heating;94%
2-phenylethanol
60-12-8

2-phenylethanol

2-Bromopropionic acid
598-72-1

2-Bromopropionic acid

2-phenethoxypropanoic acid
1013632-41-1

2-phenethoxypropanoic acid

Conditions
ConditionsYield
Stage #1: 2-phenylethanol With sodium hydride In tetrahydrofuran; mineral oil at 0℃;
Stage #2: 2-Bromopropionic acid In tetrahydrofuran; mineral oil at 0℃; Reflux;
94%

598-72-1Relevant articles and documents

1,3,2-Diazaphospholenes Catalyze the Conjugate Reduction of Substituted Acrylic Acids

Reed, John H.,Cramer, Nicolai

, p. 4262 - 4266 (2020/07/13)

The potent nucleophilicity and remarkably low basicity of 1,3,2-diazaphospholenes (DAPs) is exploited in a catalytic, metal-free 1,4-reduction of free α,β-unsaturated carboxylic acids. Notably, the reduction occurs without a prior deprotonation of the carboxylic acid moiety and hence does not consume an additional hydride equivalent. This highlights the excellent nucleophilic character and low basicity of DAP-hydrides. Functional groups such as Cbz group or alkyl halides which can be problematic with classical transition-metal catalysts are well tolerated in the DAP-catalyzed process. Moreover, the transformation is characterized by a low catalyst loading, mild reaction conditions at ambient temperature as well as fast reaction times and high yields. The proof-of-principle for a catalytic enantioselective version is described.

Catalytic Bromination of Alkyl sp3C-H Bonds with KBr/Air under Visible Light

Zhao, Mengdi,Lu, Wenjun

supporting information, p. 5264 - 5267 (2018/09/12)

Alkyl sp3C-H bonds of cycloalkanes and functional branch/linear alkanes have been successfully brominated with KBr using air or O2 as an oxidant at room temperature to 40 °C. The reactions are carried out in the presence of catalytic NaNO2 in 37% HCl (aq)/solvent under visible light, combining aerobic oxidations and photochemical radical processes. For various alkane substrates, CF3CH2OH, CHCl3, or CH2Cl2 is employed as an organic solvent, respectively, to enhance the efficiency of bromination.

CATALYSTS FOR MAKING ACRYLIC ACID FROM LACTIC ACID OR ITS DERIVATIVES IN LIQUID PHASE

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Page/Page column 66, (2018/02/28)

Catalysts for the dehydration of lactic acid, lactic acid derivatives, or mixtures thereof to acrylic acid, acrylic acid derivatives, or mixtures thereof in liquid phase comprising an ionic liquid (IL) and an acid are provided.

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