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598-31-2

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598-31-2 Usage

Chemical Properties

Colorless liquid when pure, rapidly becomes violet even in absence of air. Soluble in ace- tone, alcohol, benzene, and ether; slightly soluble in water.

Uses

Chemical war gas.

Definition

ChEBI: An alpha-bromoketone that is acetone in which one of the hydrogens is replaced by a bromine atom. A poweful lachrymator, it was formerly used as a chemical weapon.

General Description

A clear colorless liquid turning violet on standing, even in the absence of air, and decomposing to a black resinous mass on long standing. Denser than water and poorly soluble in water. Hence sinks in water. A violent lachrymator--low concentrations are very irritating to the eyes; high concentrations or prolonged exposure at lower concentrations may have adverse health effects. Very toxic by inhalation. Contact with the liquid causes painful burns. Used as a chemical war gas.

Air & Water Reactions

Highly flammable. Soluble in water.

Reactivity Profile

BROMOACETONE decomposes on standing.

Hazard

Toxic by inhalation and skin contact. A lachrymator gas, strong irritant.

Health Hazard

Very powerful lachrymator and upper respiratory tract irritant. Intensely irritating to the eyes, nose, throat, and lungs. Corrosive to the skin.

Fire Hazard

Special Hazards of Combustion Products: Toxic fumes of Bromine

Safety Profile

A poisonous gas. Moderately toxic to humans by inhalation. When heated to decomposition it emits toxic fumes of Br-. See also BROMIDES.

Purification Methods

Stand bromoacetone over anhydrous CaCO3, filter, distil it under low vacuum, and store it with CaCO3 in the dark at 0o. [Levene Org Synth Coll Vol II 88 1943.] Violently LACHRYMATORY and skin IRRITANT.

Check Digit Verification of cas no

The CAS Registry Mumber 598-31-2 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, 3 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 598-31:
(5*5)+(4*9)+(3*8)+(2*3)+(1*1)=92
92 % 10 = 2
So 598-31-2 is a valid CAS Registry Number.
InChI:InChI=1/C3H5BrO/c1-3(5)2-4/h2H2,1H3

598-31-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name bromoacetone

1.2 Other means of identification

Product number -
Other names 2-Propanone, 1-bromo-

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:598-31-2 SDS

598-31-2Synthetic route

(Z)-5-nitro-2-furylvinylpyridinium bromide dibromide

(Z)-5-nitro-2-furylvinylpyridinium bromide dibromide

acetone
67-64-1

acetone

A

(E)-5-nitro-2-furylvinyl bromide
59563-51-8

(E)-5-nitro-2-furylvinyl bromide

B

1-bromoacetone
598-31-2

1-bromoacetone

C

(Z)-1-(5-nitro-2-furyl)-2-bromoethylene
59563-50-7

(Z)-1-(5-nitro-2-furyl)-2-bromoethylene

Conditions
ConditionsYield
at 25 - 35℃; for 1h; Product distribution; other temperature;A n/a
B 99%
C n/a
(E)-5-nitro-2-furylvinylpyridinium bromide dibromide

(E)-5-nitro-2-furylvinylpyridinium bromide dibromide

acetone
67-64-1

acetone

A

(E)-5-nitro-2-furylvinyl bromide
59563-51-8

(E)-5-nitro-2-furylvinyl bromide

B

1-bromoacetone
598-31-2

1-bromoacetone

C

(Z)-1-(5-nitro-2-furyl)-2-bromoethylene
59563-50-7

(Z)-1-(5-nitro-2-furyl)-2-bromoethylene

Conditions
ConditionsYield
at 25 - 35℃; for 1h; Product distribution; other temperature;A n/a
B 99%
C n/a
acetone
67-64-1

acetone

1-bromoacetone
598-31-2

1-bromoacetone

Conditions
ConditionsYield
With Cl(CF2)4SO2Br at 0℃;95%
With bromine In dichloromethane at 65 - 75℃; for 12h;93%
With 2,3-dibromo-2-cyano-1,4-dioxine for 15h; Ambient temperature;78%
1,3-dimethyl-4-cyano-5a,9a-cis-9,9a-trans-6,7,8,9,5a,9a-hexahydrobenzothiazolo<3,2-a>pyridinium tribromide
123484-51-5

1,3-dimethyl-4-cyano-5a,9a-cis-9,9a-trans-6,7,8,9,5a,9a-hexahydrobenzothiazolo<3,2-a>pyridinium tribromide

4-bromo-6,8-dimethyl-9-cyano-4a,10a-cis-4,4a-trans-1,2,3,4,4a,10a-hexahydrobenzothiazolo<3,2-a>pyridinium bromide
121567-81-5

4-bromo-6,8-dimethyl-9-cyano-4a,10a-cis-4,4a-trans-1,2,3,4,4a,10a-hexahydrobenzothiazolo<3,2-a>pyridinium bromide

B

1-bromoacetone
598-31-2

1-bromoacetone

Conditions
ConditionsYield
With acetone at 25℃; for 0.333333h;A 92%
B 72%
methanol
67-56-1

methanol

1-bromo-2,3-dimethyl-2-butene
5072-70-8

1-bromo-2,3-dimethyl-2-butene

A

2-hydroperoxy-2-methoxypropane
10027-74-4

2-hydroperoxy-2-methoxypropane

B

1-bromo-2-hydroperoxy-2-methoxypropane

1-bromo-2-hydroperoxy-2-methoxypropane

C

1-bromoacetone
598-31-2

1-bromoacetone

Conditions
ConditionsYield
With ozone at 0℃; for 0.833333h;A 40.75%
B 53%
C 90%
dimethyltitanocene
1271-66-5

dimethyltitanocene

N,N-dimethyl acetamide
127-19-5

N,N-dimethyl acetamide

1-bromoacetone
598-31-2

1-bromoacetone

Conditions
ConditionsYield
Stage #1: dimethyltitanocene; N,N-dimethyl acetamide In toluene at 65℃; Schlenk technique; Inert atmosphere;
Stage #2: With bromine In toluene at -78℃; for 0.0333333h; Schlenk technique; Inert atmosphere;
Stage #3: With water In toluene at 20℃; for 1h; Schlenk technique; Inert atmosphere; regioselective reaction;
90%
methanol
67-56-1

methanol

(E)-1,4-dibromo-2,3-dimethylbut-2-ene
6044-73-1

(E)-1,4-dibromo-2,3-dimethylbut-2-ene

A

1-bromo-2-hydroperoxy-2-methoxypropane

1-bromo-2-hydroperoxy-2-methoxypropane

B

1-bromoacetone
598-31-2

1-bromoacetone

Conditions
ConditionsYield
With ozone at 0℃; for 0.416667h;A 89%
B n/a
2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

1-bromoacetone
598-31-2

1-bromoacetone

Conditions
ConditionsYield
With sodium hypobromide In acetic acid; acetone at 0℃;83%
(+/-)-(1α,3α,3aβ,6aβ)-1,2,3,3a,4,6a-hexahydropentalene-1,3-dicarboxylic acid
24434-91-1, 39762-25-9, 76420-04-7

(+/-)-(1α,3α,3aβ,6aβ)-1,2,3,3a,4,6a-hexahydropentalene-1,3-dicarboxylic acid

acetone
67-64-1

acetone

(+/-)-(2aα,2a1β,4α,4aβ,6β,6aα)-6-bromo-2-oxooctahydro-2H-pentaleno[1,6-bc]furan-4-carboxylic acid

(+/-)-(2aα,2a1β,4α,4aβ,6β,6aα)-6-bromo-2-oxooctahydro-2H-pentaleno[1,6-bc]furan-4-carboxylic acid

B

1-bromoacetone
598-31-2

1-bromoacetone

Conditions
ConditionsYield
With N-Bromosuccinimide In water at 20℃; regioselective reaction;A 75.4%
B n/a
1-bromo-2,2-dimethoxypropane
126-38-5

1-bromo-2,2-dimethoxypropane

1-bromoacetone
598-31-2

1-bromoacetone

Conditions
ConditionsYield
With trifluoroacetic acid In chloroform at 20℃; for 4h;73.5%
With hydrogenchloride for 24h; Ambient temperature;
With hydrogenchloride In ethanol at 20℃; for 72h;
acetone
67-64-1

acetone

1,3-dimethyl-4-cyano-5a,9a-cis-9,9a-trans-6,7,8,9,5a,9a-hexahydrobenzothiazolo<3,2-a>pyridinium tribromide
123484-51-5

1,3-dimethyl-4-cyano-5a,9a-cis-9,9a-trans-6,7,8,9,5a,9a-hexahydrobenzothiazolo<3,2-a>pyridinium tribromide

B

1-bromoacetone
598-31-2

1-bromoacetone

Conditions
ConditionsYield
With 4-bromo-6,8-dimethyl-9-cyano-4a,10a-cis-4,4a-trans-1,2,3,4,4a,10a-hexahydrobenzothiazolo<3,2-a>pyridinium bromide; bromine for 0.5h;A n/a
B 72%
Acetyl bromide
506-96-7

Acetyl bromide

A

acetoxymethyl bromide
590-97-6

acetoxymethyl bromide

B

1-bromoacetone
598-31-2

1-bromoacetone

Conditions
ConditionsYield
With paraformaldehydeA 37%
B n/a
4-methyleneoxetan-2-one
674-82-8

4-methyleneoxetan-2-one

1-bromoacetone
598-31-2

1-bromoacetone

Conditions
ConditionsYield
With tetrachloromethane; bromine at 0 - 10℃; anschliessenden Erwaermen des Reaktionsprodukts mit Wasser;
N-Bromosuccinimide
128-08-5

N-Bromosuccinimide

1-bromoacetone
598-31-2

1-bromoacetone

Conditions
ConditionsYield
With tetrachloromethane
1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione
77-48-5

1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione

1-bromoacetone
598-31-2

1-bromoacetone

Conditions
ConditionsYield
With tetrachloromethane; dibenzoyl peroxide unter Belichtung;
diethyl ether
60-29-7

diethyl ether

2-bromo-2-nitroso-propane
7119-91-7

2-bromo-2-nitroso-propane

diethylzinc
557-20-0

diethylzinc

A

acetone
67-64-1

acetone

B

1-bromoacetone
598-31-2

1-bromoacetone

C

ethylhydroxylamine
624-81-7

ethylhydroxylamine

D

acetone oxime
127-06-0

acetone oxime

Conditions
ConditionsYield
Produkte sind noch Aethan und Aethylen;
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;
1,4-dibromo-2,3-dimethyl-butane-2,3-diol
20955-40-2

1,4-dibromo-2,3-dimethyl-butane-2,3-diol

1-bromoacetone
598-31-2

1-bromoacetone

Conditions
ConditionsYield
bei weiterer Oxydation;
5,5'-dibromo-1,3,1',3'-tetramethyl-[5,5']bipyrimidinylhexaone
871899-82-0

5,5'-dibromo-1,3,1',3'-tetramethyl-[5,5']bipyrimidinylhexaone

acetone
67-64-1

acetone

A

1,3,1',3'-tetramethylhydurilic acid
58378-09-9

1,3,1',3'-tetramethylhydurilic acid

B

1-bromoacetone
598-31-2

1-bromoacetone

chloroacetone
78-95-5

chloroacetone

1-bromoacetone
598-31-2

1-bromoacetone

Conditions
ConditionsYield
With pyridine; tributyltin bromide at 50℃; Thermodynamic data; Equilibrium constant; Δ G;67 % Spectr.
With methanol; potassium bromide
benzenediazonium
2684-02-8

benzenediazonium

acetone
67-64-1

acetone

A

benzenediazonium bromide
71290-63-6

benzenediazonium bromide

B

1-bromoacetone
598-31-2

1-bromoacetone

Conditions
ConditionsYield
beim Behandeln von Benzoldiazoniumperbromid;
dibromo-bis-(2-chloro-ethyl)-λ4-selane

dibromo-bis-(2-chloro-ethyl)-λ4-selane

acetone
67-64-1

acetone

1-bromoacetone
598-31-2

1-bromoacetone

chloroform
67-66-3

chloroform

2-bromo-1,2,2-triphenyl-ethanone
6905-43-7

2-bromo-1,2,2-triphenyl-ethanone

acetone
67-64-1

acetone

A

1,2,2-triphenylethan-1-one
1733-63-7

1,2,2-triphenylethan-1-one

B

1-bromoacetone
598-31-2

1-bromoacetone

dibromo-di-p-tolyl-λ4-selane
57762-24-0

dibromo-di-p-tolyl-λ4-selane

acetone
67-64-1

acetone

A

di(p-methylphenyl) selenide
22077-55-0

di(p-methylphenyl) selenide

B

1-bromoacetone
598-31-2

1-bromoacetone

acetone
67-64-1

acetone

A

1,1-dibromopropan-2-one
867-54-9

1,1-dibromopropan-2-one

B

1-bromoacetone
598-31-2

1-bromoacetone

Conditions
ConditionsYield
With bromine
acetone
67-64-1

acetone

5-bromo-5-(α-bromo-benzyl)-2-phenyl-3,5-dihydro-imidazol-4-one

5-bromo-5-(α-bromo-benzyl)-2-phenyl-3,5-dihydro-imidazol-4-one

A

5-((Z)-benzylidene)-2-phenyl-3,5-dihydro-imidazol-4-one; hydrobromide

5-((Z)-benzylidene)-2-phenyl-3,5-dihydro-imidazol-4-one; hydrobromide

B

1-bromoacetone
598-31-2

1-bromoacetone

Conditions
ConditionsYield
racemat of mp: 168 degree;
phosphoric acid isopropenyl ester dimethyl ester
4185-82-4

phosphoric acid isopropenyl ester dimethyl ester

A

trimethyl phosphite
512-56-1

trimethyl phosphite

B

phosphoric acid (E)-2-bromo-1-methyl-vinyl ester dimethyl ester
50877-88-8

phosphoric acid (E)-2-bromo-1-methyl-vinyl ester dimethyl ester

C

phosphoric acid 1-bromomethyl-vinyl ester dimethyl ester
22752-25-6

phosphoric acid 1-bromomethyl-vinyl ester dimethyl ester

D

1-bromoacetone
598-31-2

1-bromoacetone

Conditions
ConditionsYield
With N-bromophthalimide In tetrachloromethane Heating;
1-bromo-2,3-dimethyl-2-butene
5072-70-8

1-bromo-2,3-dimethyl-2-butene

A

Tetramethyl-[1,2,4,5]tetroxan
1073-91-2

Tetramethyl-[1,2,4,5]tetroxan

B

acetone peroxide
17088-37-8

acetone peroxide

C

3,3,5-trimethyl-5-bromomethyl-1,2,4-trioxolane
98838-20-1

3,3,5-trimethyl-5-bromomethyl-1,2,4-trioxolane

trans-3,5-dimethyl-3,5-bis(bromomethyl)-1,2,4-trioxolane

trans-3,5-dimethyl-3,5-bis(bromomethyl)-1,2,4-trioxolane

E

1-bromoacetone
598-31-2

1-bromoacetone

Conditions
ConditionsYield
With ozone In pentane at -78℃; for 0.333333h; Product distribution; Mechanism; other tetrasubstituted ethylenes; var. solvents;
acetone enolate ion
24262-31-5

acetone enolate ion

1-bromoacetone
598-31-2

1-bromoacetone

Conditions
ConditionsYield
With hypobromite at 25℃; Rate constant;
oxalic acid
144-62-7

oxalic acid

acetone
67-64-1

acetone

A

carbon dioxide
124-38-9

carbon dioxide

B

1-bromoacetone
598-31-2

1-bromoacetone

Conditions
ConditionsYield
With sulfuric acid; manganese(II); bromate In water at 24.9℃; Kinetics; other metal; other temperatures; Ea; Belousov Zhabotinskii reaction;
(2,4-dinitro-phenyl)-hydrazine
119-26-6

(2,4-dinitro-phenyl)-hydrazine

1-bromoacetone
598-31-2

1-bromoacetone

1-(1-bromopropan-2-yl)-2-(2,4-dinitrophenyl) hydrazine
93282-21-4

1-(1-bromopropan-2-yl)-2-(2,4-dinitrophenyl) hydrazine

Conditions
ConditionsYield
In ethyl acetate for 0.5h; Heating;100%
With acetic acid In ethanol66%
1-bromoacetone
598-31-2

1-bromoacetone

triethyl phosphite
122-52-1

triethyl phosphite

Diethyl (2-oxopropyl)phosphonate
1067-71-6

Diethyl (2-oxopropyl)phosphonate

Conditions
ConditionsYield
for 2h; Reflux;100%
at 90℃; for 10h;68%
at 90 - 160℃;
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester
4326-36-7

(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester

1-bromoacetone
598-31-2

1-bromoacetone

N-(tert-Butyloxycarbonyl)-O-(2-oxopropyl)-L-tyrosine methyl ester
170124-00-2

N-(tert-Butyloxycarbonyl)-O-(2-oxopropyl)-L-tyrosine methyl ester

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In acetone Reflux;100%
2-(3-chloro-5-fluorophenyl)ethanethioamide
1318757-69-5

2-(3-chloro-5-fluorophenyl)ethanethioamide

1-bromoacetone
598-31-2

1-bromoacetone

2-(3-chloro-5-fluorobenzyl)-4-methyl-1,3-thiazole

2-(3-chloro-5-fluorobenzyl)-4-methyl-1,3-thiazole

Conditions
ConditionsYield
In ethanol for 2h; Reflux;100%
ethyl 10-hydroxy-6-isopropyl-9-(3-methoxypropoxy)-2-oxo-6,7-dihydro-2H-pyrido[2,1-a]isoquinoline-3-carboxylate

ethyl 10-hydroxy-6-isopropyl-9-(3-methoxypropoxy)-2-oxo-6,7-dihydro-2H-pyrido[2,1-a]isoquinoline-3-carboxylate

1-bromoacetone
598-31-2

1-bromoacetone

ethyl 6-isopropyl-9-(3-methoxypropoxy)-2-oxo-10-(2-oxopropoxy)-6,7-dihydro-2H-pyrido[2,1-a]isoquinoline-3-carboxylate

ethyl 6-isopropyl-9-(3-methoxypropoxy)-2-oxo-10-(2-oxopropoxy)-6,7-dihydro-2H-pyrido[2,1-a]isoquinoline-3-carboxylate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 25℃;99%
ethyl 4-(pyrrolidin-1-yl)cyclohex-3-ene-1-carboxylate
5202-42-6

ethyl 4-(pyrrolidin-1-yl)cyclohex-3-ene-1-carboxylate

1-bromoacetone
598-31-2

1-bromoacetone

4-ethoxycarbonyl-2-(2-oxopropyl)cyclohexanone

4-ethoxycarbonyl-2-(2-oxopropyl)cyclohexanone

Conditions
ConditionsYield
Stage #1: ethyl 4-(pyrrolidin-1-yl)cyclohex-3-ene-1-carboxylate; 1-bromoacetone In N,N-dimethyl-formamide at 20℃; for 10h;
Stage #2: for 11h; Inert atmosphere;
99%
Methyl 3-mercaptopropionate
2935-90-2

Methyl 3-mercaptopropionate

1-bromoacetone
598-31-2

1-bromoacetone

methyl 3-((2-oxopropyl)thio)propanoate

methyl 3-((2-oxopropyl)thio)propanoate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20 - 30℃; for 0.5h;98.9%
thiophenol
108-98-5

thiophenol

1-bromoacetone
598-31-2

1-bromoacetone

1-(phenylsulfanyl)acetone
5042-53-5

1-(phenylsulfanyl)acetone

Conditions
ConditionsYield
With 1-pentyl-3-methylimidazolium bromide at 25 - 30℃; for 0.166667h;98%
With potassium carbonate In acetonitrile at 20℃; for 3h; Inert atmosphere;79%
With potassium carbonate In acetonitrile at 20℃; for 3h; Inert atmosphere;79%
1-bromoacetone
598-31-2

1-bromoacetone

1-bromo-2-propanethione
120824-78-4

1-bromo-2-propanethione

Conditions
ConditionsYield
With hydrogenchloride; hydrogen sulfide at -70℃;98%
With hydrogenchloride; hydrogen sulfide at -70℃; for 3h; Substitution;98%
With hydrogenchloride; hydrogen sulfide at -70℃;
With hydrogenchloride; hydrogen sulfide at -70℃; Sulfurization;
1-bromoacetone
598-31-2

1-bromoacetone

3-amino-3-<(4-methoxyphenyl)amino>2-<(phenylamino)thioxamethyl>-2-propenenitrile

3-amino-3-<(4-methoxyphenyl)amino>2-<(phenylamino)thioxamethyl>-2-propenenitrile

5-Acetyl-4-amino-2-(4-methoxy-phenylamino)-1H-pyrrole-3-carbothioic acid phenylamide

5-Acetyl-4-amino-2-(4-methoxy-phenylamino)-1H-pyrrole-3-carbothioic acid phenylamide

Conditions
ConditionsYield
With triethylamine In chloroform for 24h; Ambient temperature;98%
3-hydroxyxanthen-9-one
3722-51-8

3-hydroxyxanthen-9-one

1-bromoacetone
598-31-2

1-bromoacetone

3-(2-oxopropoxy)-9H-xanthen-9-one

3-(2-oxopropoxy)-9H-xanthen-9-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 12h; Ambient temperature;98%
ursolic acid
77-52-1

ursolic acid

1-bromoacetone
598-31-2

1-bromoacetone

C33H52O4

C33H52O4

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;98%
3-triphenylphosphoniumindolyl-2-thiolate

3-triphenylphosphoniumindolyl-2-thiolate

1-bromoacetone
598-31-2

1-bromoacetone

3-hydroxy-3-methylthiazolo<1,2-b>indol-9-yltriphenylphosphonium bromide
115134-69-5

3-hydroxy-3-methylthiazolo<1,2-b>indol-9-yltriphenylphosphonium bromide

Conditions
ConditionsYield
In ethanol at 15℃; for 4h;97%
bis(p-tolyl-4,6 thiopyrannethion-2)
15450-25-6

bis(p-tolyl-4,6 thiopyrannethion-2)

1-bromoacetone
598-31-2

1-bromoacetone

bromure d'acetonylthio-2 bis p-tolyl-4,6 thiopyrylium
76853-59-3

bromure d'acetonylthio-2 bis p-tolyl-4,6 thiopyrylium

Conditions
ConditionsYield
In acetone; benzene for 24h;97%
1,6,8-trihydroxy-3-methyl-9,10-anthraquinone
518-82-1

1,6,8-trihydroxy-3-methyl-9,10-anthraquinone

1-bromoacetone
598-31-2

1-bromoacetone

6-(2-oxopropoxy)-1,8-dihydroxy-3-methylanthra-9,10-quinone

6-(2-oxopropoxy)-1,8-dihydroxy-3-methylanthra-9,10-quinone

Conditions
ConditionsYield
With potassium carbonate In acetone at 45 - 50℃;97%
N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide
18303-04-3

N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide

1-bromoacetone
598-31-2

1-bromoacetone

1,1-dimethylethyl N-[[4-methylphenyl]sulfonyl]-N-(2-oxopropyl)carbamate

1,1-dimethylethyl N-[[4-methylphenyl]sulfonyl]-N-(2-oxopropyl)carbamate

Conditions
ConditionsYield
With potassium carbonate In acetone for 4h; Reflux;97%
2-(3-(trifluoromethyl)phenyl)ethanethioamide
952182-78-4

2-(3-(trifluoromethyl)phenyl)ethanethioamide

1-bromoacetone
598-31-2

1-bromoacetone

4-methyl-2-(3-(trifluoromethyl)benzyl)-1,3-thiazole

4-methyl-2-(3-(trifluoromethyl)benzyl)-1,3-thiazole

Conditions
ConditionsYield
In ethanol for 2h; Reflux;97%
N,N'-([1,1'-biphenyl]-4,4'-diyl)bis(2-cyanoacetamide)

N,N'-([1,1'-biphenyl]-4,4'-diyl)bis(2-cyanoacetamide)

phenyl isothiocyanate
103-72-0

phenyl isothiocyanate

1-bromoacetone
598-31-2

1-bromoacetone

N,N'-([1,1'-biphenyl]-4,4'-diyl)bis(2-cyano-2-(4-methyl-3-phenylthiazol-2(3H)-ylidene)acetamide)

N,N'-([1,1'-biphenyl]-4,4'-diyl)bis(2-cyano-2-(4-methyl-3-phenylthiazol-2(3H)-ylidene)acetamide)

Conditions
ConditionsYield
Stage #1: N,N'-([1,1'-biphenyl]-4,4'-diyl)bis(2-cyanoacetamide) With potassium hydroxide In N,N-dimethyl-formamide at 20℃;
Stage #2: phenyl isothiocyanate In N,N-dimethyl-formamide for 1h;
Stage #3: 1-bromoacetone In N,N-dimethyl-formamide for 1h;
97%
methyl (2-(((4-methylphenyl)sulfonamido)methyl)allyl) carbonate

methyl (2-(((4-methylphenyl)sulfonamido)methyl)allyl) carbonate

1-bromoacetone
598-31-2

1-bromoacetone

methyl (2-((4-methyl-N-(2-oxopropyl)phenylsulfonamido)methyl)allyl) carbonate

methyl (2-((4-methyl-N-(2-oxopropyl)phenylsulfonamido)methyl)allyl) carbonate

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; potassium carbonate In acetonitrile at 20℃; for 8h;97%
3-ethoxycarbonyl-2-methylallyltriphenylphosphonium bromide
29310-37-0

3-ethoxycarbonyl-2-methylallyltriphenylphosphonium bromide

1-bromoacetone
598-31-2

1-bromoacetone

ethyl 2,4-dimethylcyclopenta-1,3-diene-1-carboxylate
128590-28-3

ethyl 2,4-dimethylcyclopenta-1,3-diene-1-carboxylate

Conditions
ConditionsYield
With sodium hydrogencarbonate In dichloromethane for 12h; Ambient temperature;96%
With sodium hydrogencarbonate In dichloromethane for 12h; Product distribution; Ambient temperature; various α-halocarbonyl compounds; other allylidene triphenyl phosphonium bromide;96%
With sodium hydrogencarbonate In dichloromethane for 12h; Product distribution; Mechanism; Ambient temperature; various halogenoacetones, bases and solvents;96%
(E)-2-[2-(chlorophenyl)vinyl]pyridine
6772-77-6

(E)-2-[2-(chlorophenyl)vinyl]pyridine

1-bromoacetone
598-31-2

1-bromoacetone

2-[(E)-2-(2-Chloro-phenyl)-vinyl]-1-(2-oxo-propyl)-pyridinium; bromide

2-[(E)-2-(2-Chloro-phenyl)-vinyl]-1-(2-oxo-propyl)-pyridinium; bromide

Conditions
ConditionsYield
In chloroform 1.) r.t., overnight, 2.) 50 - 60 deg C, several hours;96%
1-bromoacetone
598-31-2

1-bromoacetone

2-bromo-5-methyl-naphthalen-1-ol
290365-68-3

2-bromo-5-methyl-naphthalen-1-ol

1-(2-bromo-5-methyl-naphthalen-1-yloxy)-propan-2-one
290365-70-7

1-(2-bromo-5-methyl-naphthalen-1-yloxy)-propan-2-one

Conditions
ConditionsYield
With potassium carbonate In acetone Alkylation; Heating;96%
1-bromoacetone
598-31-2

1-bromoacetone

4-nitramino-1,2,4-triazole sodium salt

4-nitramino-1,2,4-triazole sodium salt

C5H7N5O3

C5H7N5O3

Conditions
ConditionsYield
In acetonitrile at 20 - 50℃; for 26h;96%
methyl 2,6-diamino-5-chloronicotinate
519147-85-4

methyl 2,6-diamino-5-chloronicotinate

1-bromoacetone
598-31-2

1-bromoacetone

methyl 5-amino-6-chloro-2-methylimidazo[1,2-a]pyridine-8-carboxylate
519148-18-6

methyl 5-amino-6-chloro-2-methylimidazo[1,2-a]pyridine-8-carboxylate

Conditions
ConditionsYield
With sodium iodide In methanol for 46h; Heating / reflux;96%
With sodium iodide In methanol for 46h; Heating / reflux;59%
(Z)-3-Methyl-4-(triphenyl-λ5-phosphanylidene)-but-2-enoic acid ethyl ester
51544-67-3, 63223-79-0

(Z)-3-Methyl-4-(triphenyl-λ5-phosphanylidene)-but-2-enoic acid ethyl ester

1-bromoacetone
598-31-2

1-bromoacetone

ethyl 2,4-dimethylcyclopenta-1,3-diene-1-carboxylate
128590-28-3

ethyl 2,4-dimethylcyclopenta-1,3-diene-1-carboxylate

Conditions
ConditionsYield
With sodium hydrogencarbonate In dichloromethane; water at 20℃; for 12h; Inert atmosphere;96%
harmane
486-84-0

harmane

1-bromoacetone
598-31-2

1-bromoacetone

1-methyl-2-acetonyl-β-carbolin-2-ium bromide

1-methyl-2-acetonyl-β-carbolin-2-ium bromide

Conditions
ConditionsYield
In acetone for 0.5h; Heating;95.4%
sodium 4-methylbenzenesulfinate
824-79-3

sodium 4-methylbenzenesulfinate

1-bromoacetone
598-31-2

1-bromoacetone

4-toluenesulfonylacetone
5366-49-4

4-toluenesulfonylacetone

Conditions
ConditionsYield
With PEG-400 at 20℃; for 0.166667h;95%
In ethanol for 0.5h; Heating / reflux;75%
With ethanol

598-31-2Relevant articles and documents

Temperature Coefficients of the Rates of Acid-Catalyzed Enolization of Acetone and Ketonization of Its Enol in Aqueous and Acetonitrile Solutions. Comparison of Thermodynamic Parameters for the Keto-Enol Equilibrium in Solution with Those in the Gas Phase

Chiang, Y.,Kresge, A. J.,Schepp, N. P.

, p. 3977 - 3980 (1989)

Rates of hydrogen ion catalyzed enolization of acetone and ketonization of acetone enol were measured over a range of temperatures in water and in acetonitrile solution.The data give ΔH(excit.) = 20.0 +/- 0.1 kcal mol-1, ΔS(excit.) = -12.1 +/- 0.3 cal K-1 mol-1, and ΔH(excit.) = 20.1 +/- 0.5 kcal mol-1, ΔS(excit.) = -5.8 +/- 1.7 cal K-1 mol-1, for enolization in water and acetonitrile, respectively, and ΔH(excit.) = 9.7 +/- 0.4 kcal mol-1, ΔS(excit.) = -8.6 +/- 1.4 cal K-1 mol-1, and ΔH(excit.) = 11.4 +/- 0.2 kcal mol-1, Σ(excit.) = 1.6 +/-0.8 cal K-1 mol-1, for ketonization in water and acetonitrile, respectively.These values lead to ΔH0 = 10.3 +/- 0.4 kcal mol-1, ΔS0 = -3.5 +/- 1.5 cal K-1 mol-1, for the keto-enol equilibrium in water, and ΔH0 = 8.7 +/- 0.6 kcal mol-1, ΔS0 = -7.4 +/- 1.9 cal K-1 mol-1, for the equilibrium in acetonitrile.This is the first determination of thermodynamic parameters for a simple ketone-enol equilibrium in solution; the results are remarkably similar to the thermodynamic parameters for this reaction in the gas phase.A mechanism involving acid catalysis of the bromination of acetone enol by N-bromosuccinimide, the process used to monitor enolization in acetonitrile solution, is ruled out.

Effect of initial reagent concentrations on the oscillatory behavior of the BZ reaction in a batch reactor

Ganaie, Nadeem B.,Peerzada

, p. 650 - 657 (2009)

A detailed investigation on resorcinol as the Belousov-Zhabotinsky (BZ) oscillator in manganese(II) ion catalyzed reaction system with inorganic bromate (oxidant) and acetone (cosubstrate) was carried out in aqueous sulfuric acid medium (1.3 M). The aforesaid reagents were mixed with various concentrations to evolve the effective concentrations at which the reaction system exhibited better oscillations. The various oscillatory parameters such as time period (t p ), induction period (t in), frequency (v), amplitude (A), and number of oscillations (n) were derived, and the dependence of concentration of the reacting species on these oscillatory parameters was interpreted on the basis of the Field-Koros-Noyes mechanism. 2009 Wiley Periodicals, Inc.

-

King et al.

, p. 5541,5542 (1970)

-

Regioselective reactions on a 1,3-disubstituted dihydroxymethyl or dicarboxyl hexahydropentalene skeleton

T?nase, Constantin I.,Dr?ghici, Constantin,Shova, Sergiu,Cojocaru, Ana,Maganu, Maria,Munteanu, Cristian V.A.,Cocu, Florea

, p. 6852 - 6859 (2015)

Iodo-, bromo-, chloro-etherification and oxymercuration-demercuration of hexahydropentalene 1,3-dimethanol were regioselectively realized with formation of pentalenofurane compounds in good yields. The corresponding hexahydropentaleno diacid and its monoester react regioselectively with MCPBA to give two γ-lactones. Haloetherification of the diacid also regioselectively gives halogenolactones in good yield. A new method for synthesis of a bislactone was developed in better yield (79%) than that presented in the literature (58%).

Fluorescent azasteroids through ultrasound assisted cycloaddition reactions

Mangalagiu, Ionel,Moldoveanu, Costel,Zbancioc, Gheorghita

, (2021/08/30)

We report here the synthesis and optical spectral properties of several new azasteroid derivatives. The formation of these compounds was explained based on the most probable mechanism. The luminescent heterocycles were synthesized by 1,3‐dipolar cycloaddition reactions between benzo[f]quinoline and methylpropiolate or dimethyl acetylenedicarboxylate (DMAD). A selective and efficient way for [3+2]‐dipolar cycloaddition of benzo[f]quinolinium ylides under ultrasound (US) irradiation (20 kHz processing frequency) is presented. We report substantially higher yields under US irradiation, whereas the solvent amounts required are at least three‐fold less compared to classical heating. The azasteroid derivatives are blue emitters with λmax of fluorescence around 430–450 nm. A certain influence of the azasteroid substituents concerning absorption and fluorescent properties was observed. Compounds anchored with a bulky pivaloyl group or without a C=O carbonyl group have shown increased fluorescence intensity.

Diastereoselective Synthesis of Z-Alkenyl Disulfides from α-Thiophosphorylated Ketones and Thiosulfonates

Musiejuk, Mateusz,Doroszuk, Justyna,J?drzejewski, Bartosz,Ortiz Nieto, Gregory,Marin Navarro, Marisol,Witt, Dariusz

supporting information, p. 618 - 626 (2019/12/24)

We developed a simple and efficient method for the synthesis of functionalized unsymmetrical Z-alkenyl disulfides under mild conditions in moderate to good yields. The designed method is based on the reaction of α-thiophosphorylated carbonyl compounds with thiotosylates in the presence of a base. The developed method allows the preparation of unsymmetrical Z-alkenyl disulfides bearing additional hydroxy, carboxy, or ester functionalities. (Figure presented.).

METHOD OF CONTROLLING PLANTS

-

Page/Page column 29, (2018/02/28)

The present invention provides a method of controlling plants comprising applying to the plants, or to the locus of the plants a composition comprising (A) a compound of formula (I) selected from the group consisting of: Formula(I), or an N-oxide or salt form thereof, and (B) one or more further herbicides.

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