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411235-57-9

Basic Information
CAS No.: 411235-57-9
Name: Cyclopropylboronic acid
Molecular Structure:
Molecular Structure of 411235-57-9 (Cyclopropylboronic acid)
Formula: C3H7BO2
Molecular Weight: 85.90
Synonyms: Cyclopropylbronic acid;Cyclopropylboronic acid,monohydrate;Boronic acid, cyclopropyl- (9ci);
EINECS: 609-890-0
Density: 1.11 g/cm3
Melting Point: 90-95 °C(lit.)
Boiling Point: 205.1 °C at 760 mmHg
Flash Point: 77.9 °C
Solubility:
Appearance: white powder
Hazard Symbols: HarmfulXn
Risk Codes: 22
Safety: 26-36
Transport Information:
PSA: 40.46000
LogP: -0.37680
Synthetic route
74-85-1

ethene

formyl boronic acid

3,5-dinitro-p-toluenesulfonylhydrazide

411235-57-9

cyclopropylboronic acid

Conditions
ConditionsYield
Stage #1: formyl boronic acid; 3,5-dinitro-p-toluenesulfonylhydrazide In methanol Reflux;
Stage #2: With n-butyllithium In tetrahydrofuran at 0℃; for 0.5h;
Stage #3: ethene Reagent/catalyst; Solvent; Further stages;
92%
75927-49-0

pinacol vinylboronate

411235-57-9

cyclopropylboronic acid

Conditions
ConditionsYield
Stage #1: diazomethane; pinacol vinylboronate With palladium diacetate In tert-butyl methyl ether Inert atmosphere;
Stage #2: With sodium periodate In tetrahydrofuran; water at 20℃; for 0.05h; Reagent/catalyst; Temperature;
86%
75-11-6

diiodomethane

75927-49-0

pinacol vinylboronate

411235-57-9

cyclopropylboronic acid

Conditions
ConditionsYield
Stage #1: diiodomethane; pinacol vinylboronate With diethylzinc at 60℃; for 12h; Inert atmosphere;
Stage #2: With 2,2'-iminobis[ethanol] at 55℃; for 4h; Solvent; Temperature; Reagent/catalyst;
82%

tricyclopropylboroxin

411235-57-9

cyclopropylboronic acid

Conditions
ConditionsYield
In water at 20℃; for 1h; Reagent/catalyst;77%
23719-80-4

cyclopropylmagnesium bromide

411235-57-9

cyclopropylboronic acid

Conditions
ConditionsYield
Stage #1: cyclopropylmagnesium bromide With Trimethyl borate In tetrahydrofuran at -78 - 20℃; for 7h;
Stage #2: With hydrogenchloride for 1h;
56%
1104637-36-6

cyclopropylboronic acid methyliminodiacetic acid ester

411235-57-9

cyclopropylboronic acid

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; water at 23℃; for 0.333333h;53%
121-43-7

Trimethyl borate

23719-80-4

cyclopropylmagnesium bromide

411235-57-9

cyclopropylboronic acid

Conditions
ConditionsYield
Stage #1: Trimethyl borate; cyclopropylmagnesium bromide In tetrahydrofuran at -78 - 20℃;
Stage #2: With hydrogenchloride In tetrahydrofuran; water
27%
1404118-58-6

C5H11BO2

411235-57-9

cyclopropylboronic acid

Conditions
ConditionsYield
With hydrogenchloride; water for 1h;
1104637-36-6

cyclopropylboronic acid methyliminodiacetic acid ester

411235-57-9

cyclopropylboronic acid

Conditions
ConditionsYield
In not given hydrolysis of appropriate N-methyliminodiacetic acid boronate;
1065010-87-8

potassium cyclopropyltrifluoroborate

411235-57-9

cyclopropylboronic acid

Conditions
ConditionsYield
With glass or DBU or Cs2CO3 In tetrahydrofuran; water Kinetics; hydrolysis at 55°C in THF/H2O in the presence of glass powder or DBU or Cs2CO3; not isolated;
1065010-87-8

potassium cyclopropyltrifluoroborate

411235-57-9

cyclopropylboronic acid

Conditions
ConditionsYield
With water In tetrahydrofuran at 55℃; Kinetics; Reagent/catalyst;
126689-01-8

cyclopropylboronic acid pinacol ester

411235-57-9

cyclopropylboronic acid

Conditions
ConditionsYield
Stage #1: cyclopropylboronic acid pinacol ester; water With sodium periodate In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere; Sealed tube;
Stage #2: With hydrogenchloride In tetrahydrofuran; water at 20℃; for 18h; Inert atmosphere; Sealed tube;
136918-14-4

phthalimide

411235-57-9

cyclopropylboronic acid

38939-62-7

2-cyclopropylisoindoline-1,3-dione

Conditions
ConditionsYield
With 1,1'-bipyridyl; copper diacetate; sodium carbonate In 1,2-dichloro-ethane at 70℃;100%
With pyridine; 2-(2-imidazolinyl)phenol; copper diacetate In toluene at 95℃; for 48h;83%
1100213-76-0

(+/-)-tert-butyl 4-((1-(5-bromo-2-((2-(trimethylsilyl)ethoxy)methyl)-2H-indazol-7-yl)ethoxy)methyl)-4-(4-fluorophenyl)piperidine-1-carboxylate

411235-57-9

cyclopropylboronic acid

1100213-80-6

(+/-)-tert-butyl 4-((1-(5-cyclopropyl-2-((2-(trimethylsilyl)ethoxy)methyl)-2H-indazol-7-yl)ethoxy)methyl)-4-(4-fluorophenyl)piperidine-1-carboxylate

Conditions
ConditionsYield
With potassium hydroxide; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; water at 100℃; for 1h; Microwaves;100%
875-51-4

4-Bromo-2-nitroaniline

411235-57-9

cyclopropylboronic acid

335254-72-3

4-cyclopropyl-2-nitro-phenylamine

Conditions
ConditionsYield
With potassium phosphate; palladium diacetate; catacxium A In water; toluene at 90℃; Inert atmosphere;100%
With potassium phosphate; palladium diacetate; tricyclohexylphosphine In water; toluene at 100℃; for 12h; Inert atmosphere;89%
With potassium phosphate; palladium diacetate; triphenylphosphine In toluene at 100℃; for 17h; Sealed tube;72%
1168720-53-3

3-iodo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-6-carbaldehyde

411235-57-9

cyclopropylboronic acid

1168722-20-0

3-cyclopropyl-1-((2-(trimethylsilyI)ethoxy)methyl)-1H-indazole-6-carbaldehyde

Conditions
ConditionsYield
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene at 95 - 100℃; for 24h; Inert atmosphere;100%
1268385-47-2

2-{3-[4-bromo-2-(trifluoromethyl)phenyl]-5-isoxazolyl}-ethanol

411235-57-9

cyclopropylboronic acid

1268385-48-3

2-{3-[4-cyclopropyl-2-(trifluoromethyl)phenyl]-5-isoxazolyl}ethanol

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In water; toluene at 55℃; Inert atmosphere;100%
With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In 1,4-dioxane at 90℃; for 1h; Inert atmosphere;100%
13091-23-1

4-chloro-3-nitropyridine

411235-57-9

cyclopropylboronic acid

1365763-14-9

4-cyclopropyl-3-nitropyridine

Conditions
ConditionsYield
With potassium carbonate In xylene at 130℃; Inert atmosphere;100%
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In xylene at 130℃; Inert atmosphere;100%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 5,5-dimethyl-1,3-cyclohexadiene at 130℃; Inert atmosphere;100%
With potassium fluoride; sodium bromide; tetrakis(triphenylphosphine) palladium(0) In toluene Inert atmosphere; Reflux;63%

ethyl 2-(2-chloro-6-cyclopropylpyridin-4-yl)-3-(2-fluorophenyl)cyclopropanecarboxylate

411235-57-9

cyclopropylboronic acid

rac-(1S,2R,3R)-ethyl 2-(2,6-dicyclopropylpyridin-4-yl)-3-(2-fluorophenyl)cyclopropanecarboxylate

Conditions
ConditionsYield
With potassium phosphate; palladium diacetate; tricyclohexylphosphine In water; toluene at 100℃; for 17h; Inert atmosphere;100%
1533431-94-5

tert-butyl 4-((5-chloro-6-isopropoxypyridin-3-yl)oxy)-2-fluoro-5-iodobenzoate

411235-57-9

cyclopropylboronic acid

1533431-95-6

tert-butyl 4-((5-chloro-6-isopropoxypyridin-3-yl)oxy)-5-cyclopropyl-2-fluorobenzoate

Conditions
ConditionsYield
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 150℃; for 0.5h; Inert atmosphere; Microwave irradiation;100%
With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 150℃; for 0.75h; Inert atmosphere; Microwave irradiation;50%

methyl 2-bromo-4'-fluoro-5-hydroxybiphenyl-4-carboxylate

411235-57-9

cyclopropylboronic acid

methyl 2-cyclopropyl-4'-fluoro-5-hydroxybiphenyl-4-carboxylate

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0); sodium carbonate In water; toluene at 100℃; Suzuki Coupling;100%
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0); sodium carbonate In water; toluene at 100℃; for 1h; Inert atmosphere;9.65 g
179232-29-2

methyl 4-bromo-2-fluorobenzoate

411235-57-9

cyclopropylboronic acid

1613413-65-2

methyl 4-cyclopropyl-2-fluorobenzoate

Conditions
ConditionsYield
With potassium fluoride; tetrakis(triphenylphosphine) palladium(0) In toluene at 150℃; for 2h; Microwave irradiation; Inert atmosphere;100%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate In tetrahydrofuran; water; toluene at 90℃; for 16h; Inert atmosphere;100%
With palladium diacetate; tricyclohexylphosphine In water; toluene at 100℃; Inert atmosphere;99%
411235-57-9

cyclopropylboronic acid

103291-07-2

4-bromo-1-fluoro-2-methoxy-benzene

4-cyclopropyl-1-fluoro-2-methoxybenzene

Conditions
ConditionsYield
With potassium phosphate; palladium diacetate; tricyclohexylphosphine In water; toluene at 100℃; for 3h; Suzuki Coupling; Inert atmosphere;100%
849758-12-9

methyl 4-bromo-3-fluorobenzoate

411235-57-9

cyclopropylboronic acid

C11H11FO2

Conditions
ConditionsYield
With potassium fluoride; tetrakis(triphenylphosphine) palladium(0) In toluene at 150℃; for 2h; Microwave irradiation; Inert atmosphere;100%
79035-13-5

4-benzyloxy-2-nitro-chlorobenzene

411235-57-9

cyclopropylboronic acid

4-(benzyloxy)-1-cyclopropyl-2-nitrobenzene

Conditions
ConditionsYield
With tricyclohexylphosphine tetrafluoroborate; palladium diacetate; potassium carbonate In 1,4-dioxane; water at 120℃; for 4h; Inert atmosphere;100%

ethyl 10'-bromo-9'-(cyclopropylmethoxy)-2'-oxo-2',7'-dihydrospiro[cyclobutane-1,6'-pyrido[2,1-a]isoquinoline]-3'-carboxylate

411235-57-9

cyclopropylboronic acid

ethyl 10'-cyclopropyl-9'-(cyclopropylmethoxy)-2'-oxo-2',7'dihydrospiro[cyclobutane-1,6'-pyrido[2,1-a]isoquinoline]-3'-carboxylate

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In water; toluene at 85℃;100%
246847-98-3

5-chloro-3-fluoro-pyridine-2-amine

411235-57-9

cyclopropylboronic acid

5-cyclopropyl-3-fluoropyridin-2-amine

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate In water; toluene at 90℃; for 16h;100%
With palladium diacetate
16732-70-0

ethyl 5-bromoindolecarboxylate

411235-57-9

cyclopropylboronic acid

ethyl 5-bromo-1-cyclopropyl-1H-indole-2-carboxylate

Conditions
ConditionsYield
With [2,2]bipyridinyl; copper diacetate; sodium carbonate In dichloromethane at 80℃; for 16h; Inert atmosphere;100%

C17H15BrClFN2O4

411235-57-9

cyclopropylboronic acid

C20H20ClFN2O4

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate In water; N,N-dimethyl-formamide at 90℃; Microwave irradiation; Inert atmosphere;100%
656-64-4

3-bromo-4-fluoroaniline

411235-57-9

cyclopropylboronic acid

890129-90-5

3-cyclopropyl-4-fluoro-aniline

Conditions
ConditionsYield
With potassium phosphate; palladium diacetate; triphenylphosphine In toluene at 100℃; for 16h; Inert atmosphere;99.35%
With potassium phosphate; palladium diacetate In water; toluene at 100℃; for 16h; Inert atmosphere;71.2%
With potassium phosphate; tricyclohexylphosphine; palladium diacetate In water; toluene at 100℃;64%
586-78-7

para-nitrophenyl bromide

411235-57-9

cyclopropylboronic acid

6921-44-4

4-nitrophenylcyclopropane

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate; tricyclohexylphosphine In water; toluene at 80℃; for 1h;99%
With potassium phosphate tribasic heptahydrate; C45H53ClFeNO2PPd In water; toluene at 100℃; for 8h; Suzuki coupling; Inert atmosphere;96%
With potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); cis,cis,cis-1,2,3,4-tetrakis (diphenylphosphinomethyl)cyclopentane In xylene at 130℃; for 20h; Suzuki cross-coupling;94%
805319-85-1

7-chloro-4-methyl-2-bromo-4H-imidazo[4,5-d]thiazolo[5,4-b]-pyridine

411235-57-9

cyclopropylboronic acid

805321-13-5

8-methyl-2-cyclopropyl-5-chloro-8H-imidazo[4,5-d]thiazolo[5,4-b]pyridine

Conditions
ConditionsYield
With potassium phosphate; water; tricyclohexylphosphine; palladium diacetate In toluene at 100℃; for 2h;99%
812694-98-7

4-bromo-2,3-dihydro-1H-inden-1-one O-methyl oxime

411235-57-9

cyclopropylboronic acid

935681-11-1

4-cyclopropyl-2,3-dihydro-1H-inden-1-one O-methyl oxime

Conditions
ConditionsYield
With potassium phosphate; palladium diacetate; tricyclohexylphosphine In water; toluene at 100℃; for 3h; Suzuki Coupling;99%
With potassium phosphate; tricyclohexylphosphine; palladium diacetate In water; toluene at 100℃; for 3h; microwave irradiation;82%
1048018-65-0

5-(5-bromo-1H-pyrrolo[2,3-b]pyridin-1-yl)-1,3-dimethyl-1H-pyrazole-4-carbaldehyde

411235-57-9

cyclopropylboronic acid

1048019-07-3

5-(5-cyclopropyl-1H-pyrrolo[2,3-b]pyridin-1-yl)-1,3-dimethyl-1H-pyrazole-4-carbaldehyde

Conditions
ConditionsYield
Stage #1: 5-(5-bromo-1H-pyrrolo[2,3-b]pyridin-1-yl)-1,3-dimethyl-1H-pyrazole-4-carbaldehyde; cyclopropylboronic acid With potassium carbonate In toluene at 20℃; for 0.5h;
Stage #2: With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0) In toluene at 100℃; for 18h;
99%
6293-83-0

2-iodo-4-nitrophenylamine

411235-57-9

cyclopropylboronic acid

1228357-86-5

N-cyclopropyl-2-iodo-4-nitroaniline

Conditions
ConditionsYield
With [2,2]bipyridinyl; oxygen; copper diacetate; sodium carbonate In 1,2-dichloro-ethane at 70℃; Chan-Lam reaction;99%
5961-59-1

N-methyl-N-(4-methoxyphenyl)amine

411235-57-9

cyclopropylboronic acid

N-cyclopropyl-N-(4-methoxyphenyl)methylamine

Conditions
ConditionsYield
With [2,2]bipyridinyl; oxygen; copper diacetate; sodium carbonate In 1,2-dichloro-ethane at 70℃; for 2h; Chan-Lam reaction;99%
766-51-8

2-Chloroanisole

411235-57-9

cyclopropylboronic acid

10292-66-7

1-cyclopropyl-2-methoxybenzene

Conditions
ConditionsYield
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); rac-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole In toluene at 100℃; for 24h; Suzuki coupling; Inert atmosphere;99%
411235-57-9

cyclopropylboronic acid

820236-81-5

2-bromo-6-fluorobenzoic acid methyl ester

1352133-13-1

methyl 2-cyclopropyl-6-fluorobenzoate

Conditions
ConditionsYield
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In water; toluene for 2.5h; Suzuki Coupling; Inert atmosphere; Reflux;99%
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In water; toluene for 2.5h; Inert atmosphere; Reflux;99%
1331943-19-1

ethyl-2-(4-chlorophenyl)-6-nitro-5-(trifluoromethylsulfonyloxy)benzofuran-3-carboxylate

411235-57-9

cyclopropylboronic acid

1331943-20-4

ethyl 2-(4-chlorophenyl)-5-cyclopropyl-6-nitrobenzofuran-3-carboxylate

Conditions
ConditionsYield
With potassium fluoride; sodium bromide; tetrakis(triphenylphosphine) palladium(0) In water; toluene for 20h; Inert atmosphere; Reflux;99%
With potassium fluoride; tetrakis(triphenylphosphine) palladium(0); sodium bromide In water; toluene for 20h; Inert atmosphere; Reflux;7.9 g
19798-80-2

2-Amino-4-chloropyridine

411235-57-9

cyclopropylboronic acid

908269-97-6

2-amino-4-(cyclopropyl)pyridine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate; tricyclohexylphosphine In 1,4-dioxane; acetonitrile at 120℃; Inert atmosphere;99%
With potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 1,4-dioxane; water at 80℃; for 15h;
1412255-28-7

7-bromo-8-methoxyquinaldine

411235-57-9

cyclopropylboronic acid

1412255-31-2

7-cyclopropyl-8-methoxy-2-methylquinoline

Conditions
ConditionsYield
With tricyclohexylphosphine; palladium diacetate In water; toluene at 100℃; for 6h;99%
1297136-93-6

2-{[4-(2-oxo-1,3-oxazolidin-3-yl)-1-peridinyl]carbonyl}-7-(trifluoromethyl)pyrazolo[1,5-a]pyridine-5-yl trifluoromethanesulfonate

411235-57-9

cyclopropylboronic acid

1297136-92-5

3-(1-{[5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridine-2-yl]carbonyl}-4-piperidinyl)-1,3-oxazolidin-2-one

Conditions
ConditionsYield
With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In 1,4-dioxane at 90℃; for 3h; Inert atmosphere;99%
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Chemistry

The Molecular Structure of Cyclopropylboronic acid (CAS NO.411235-57-9):

Empirical Formula: C3H7BO2
Molecular Weight: 85.8975 
Nominal Mass: 86 Da
Average Mass: 85.8975 Da
Monoisotopic Mass: 86.05391 Da 
Index of Refraction: 1.442
Molar Refractivity: 20.4 cm3
Molar Volume: 76.9 cm3
Surface Tension: 34.5 dyne/cm
Density: 1.11 g/cm3
Flash Point: 77.9 °C
Enthalpy of Vaporization: 51.35 kJ/mol
Boiling Point: 205.1 °C at 760 mmHg
Vapour Pressure: 0.0606 mmHg at 25°C
Melting Point: 90-95°C
Storage temp: Store below -20°C 
Product Categories: BORONICACID;blocks;BoronicAcids;Boronic Acids & Esters;Cyclopropyl;Organoborons;Boronic acid;CHIRAL CHEMICALS;Boronic Acids & Esters;Ring Systems;Alkyl;Boronic Acids;Boronic Acids and Derivatives 

Safety Profile

Hazard Codes: HarmfulXn
Risk Statements: 22 
R22: Harmful if swallowed
Safety Statements: 26-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36: Wear suitable protective clothing
WGK Germany: 3
HazardClass: IRRITANT, IRRITANT-HARMFUL

Specification

 Cyclopropylboronic acid (CAS NO.411235-57-9) can be called as Cyclopropylboronic acid,monohydrate ; Boronic acid, cyclopropyl- (9ci) ; Cyclopropylboronic ; cyclopropylboronic acid 95% .