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534-07-6

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534-07-6 Usage

Description

1,3-Dichloroacetone is a chemical substance with the molecular formula C3H4Cl2O. TLC has discovered that it is a metabolite of 1,3-dichloropropanol. The crystalline solid is denser than water and is not water-soluble.

Applications

1,3-Dichloroacetone is employed in the synthesis of citric acid. Additionally, it is used as an intermediate and a solvent in organic synthesis. Furthermore, 1,3-Dichloroacetone is utilized as an acceptor substrate in the cross-aldol reaction with donor substrates such as clyclohexanone, cyclopentanone, and acetone. 1,3-Dichloroacetone is also employed in the preparation of famotidine which is an active pharmaceutical ingredient.

Safety

When exposed or inhaled, 1,3-Dichloroacetone can result in damage or irritation to eyes, lungs, throat, kidney, and kidneys. It can also lead to fainting and headaches. The substance has been classified as extremely hazardous in America.

Chemical Properties

Different sources of media describe the Chemical Properties of 534-07-6 differently. You can refer to the following data:
1. White or colorless crystals
2. Bis(chhloromethyl)ketone is a crystalline solid.

Uses

1,3-Dichloroacetone was used as acceptor substrate in the cross-aldol reaction with donor substrates such as acetone, cyclopentanone and cyclohexanon

General Description

A crystalline solid. Denser than water and insoluble in water. Inhalation of dust or powder may cause adverse health reactions.

Air & Water Reactions

Insoluble in water.

Health Hazard

1,3-Dichloroacetone may be fatal if inhaled, swallowed or absorbed through skin. Contact may cause burns to skin and eyes. Fire may produce irritating or poisonous gases. Runoff from fire control water may give off poisonous gases. Runoff from fire control or dilution water may cause pollution.

Fire Hazard

When heated to decomposition, 1,3-Dichloroacetone emits highly toxic fumes of chlorides. 1,3-Dichloroacetone may burn but does not ignite readily. Container may explode in heat of fire.

Safety Profile

Poison by inhalation. Mutationdata reported. A systemic irritant by ingestion andinhalation routes. Dangerous; whenheated to decomposition it emits highly toxic fumes ofCl-.

Potential Exposure

Formerly extensively used in textiles (especially polyester fabrics) and still employed in polyurethane foams, textile backcoating and adhesives.

Shipping

UN2649 1,3-Dichloroacetone, Hazard class: 6.1; Labels: 6.1—Poisonous materials.

Purification Methods

Crystallise it from CCl4, CHCl3 or *benzene and/or distil under vacuum [Conant & Quayle Org Synth Coll Vol I 211 1941, Hall & Sirel J Am Chem Soc 74 836 1952]. It is dimorphic [Daasch & Kagarise J Am Chem Soc 77 6156 1955]. The oxime has m 130-131o, b 106o/25mm [Arzneimittel-Forsch 8 638 1958]. [Beilstein 1 IV 3219.]

Check Digit Verification of cas no

The CAS Registry Mumber 534-07-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,3 and 4 respectively; the second part has 2 digits, 0 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 534-07:
(5*5)+(4*3)+(3*4)+(2*0)+(1*7)=56
56 % 10 = 6
So 534-07-6 is a valid CAS Registry Number.

534-07-6SDS

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 1,3-Dichloroacetone

1.2 Other means of identification

Product number -
Other names 2-Propanone, 1,3-dichloro-

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:534-07-6 SDS

534-07-6Synthetic route

1,3-dibromoroacetone
816-39-7

1,3-dibromoroacetone

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

Conditions
ConditionsYield
With potassium chloride In water at 20 - 60℃; for 0.333333h;98%
bromo-3-chloro-propanone
53535-68-5

bromo-3-chloro-propanone

3-mercaptopropionitrile
1001-58-7

3-mercaptopropionitrile

A

1-bromo-3-(2-cyanoethylthio)propanone

1-bromo-3-(2-cyanoethylthio)propanone

B

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

Conditions
ConditionsYield
A 94%
B n/a
1,3-Dichloro-2-propanol
96-23-1

1,3-Dichloro-2-propanol

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

Conditions
ConditionsYield
With periodic acid In acetonitrile at 20℃; for 3h; Reagent/catalyst; Solvent; Temperature;80%
With chromic acid
With chromium(III) oxide; sulfuric acid
Chloroiodomethane
593-71-5

Chloroiodomethane

chloroacetic acid ethyl ester
105-39-5

chloroacetic acid ethyl ester

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

Conditions
ConditionsYield
With methyllithium; lithium bromide In tetrahydrofuran; diethyl ether at -78℃; for 0.333333h;60%
Yield given. Multistep reaction;
2,4-Dichlor-3-aminocrotonsaeurenitril
55549-51-4

2,4-Dichlor-3-aminocrotonsaeurenitril

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

Conditions
ConditionsYield
With hydrogenchloride for 72h;58%
(Z)-1,3-Dichlor-2,4,4-trimorpholino-1,3-butadien-1-carbonitril
82313-45-9

(Z)-1,3-Dichlor-2,4,4-trimorpholino-1,3-butadien-1-carbonitril

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

Conditions
ConditionsYield
With hydrogenchloride at 60 - 70℃; for 10h; 2) Et2O, heating;15%
phosgene
75-44-5

phosgene

diethyl ether
60-29-7

diethyl ether

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

phosgene
75-44-5

phosgene

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

Conditions
ConditionsYield
With diethyl ether
2,3-Dichloroprop-1-ene
78-88-6

2,3-Dichloroprop-1-ene

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

Conditions
ConditionsYield
With hypochloric acid
bromo-3-chloro-propanone
53535-68-5

bromo-3-chloro-propanone

A

1,3-dibromoroacetone
816-39-7

1,3-dibromoroacetone

B

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

Conditions
ConditionsYield
beim partielle Disproportionierung;
1,2-propanediene
463-49-0

1,2-propanediene

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

Conditions
ConditionsYield
With hypochloric acid
di-isopropyl ether
108-20-3

di-isopropyl ether

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

Conditions
ConditionsYield
With chlorine at -20℃; im Licht;
1,3-diiodopropan-2-one
6305-40-4

1,3-diiodopropan-2-one

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

Conditions
ConditionsYield
With silver(I) chloride
1-chloro-3-diazopropan-2-one
20485-53-4

1-chloro-3-diazopropan-2-one

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

Conditions
ConditionsYield
With hydrogenchloride
With hydrogenchloride In diethyl ether for 4h; Heating; Yield given;
acetone
67-64-1

acetone

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

Conditions
ConditionsYield
With chlorine; nickel dichloride
acetone
67-64-1

acetone

A

1,1-Dichloroacetone
513-88-2

1,1-Dichloroacetone

B

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

Conditions
ConditionsYield
With iron(III) chloride at 45℃; bei der Chlorierung;
With chlorine In tetrachloromethane Product distribution; 1.) below 40 deg C, 2.) room temperature, 0.5 h;A 67 % Chromat.
B 33 % Chromat.
With chlorine; acetic acid
With hydrogenchloride; chlorine
With antimonypentachloride; chlorine
epichlorohydrin
106-89-8

epichlorohydrin

A

1,3-Dichloro-2-propanol
96-23-1

1,3-Dichloro-2-propanol

B

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

Conditions
ConditionsYield
With disulfur dichloride beim Siedetemperatur;
With disulfur dichloride
α,α-Bis-Chlormethyl-α-hydroxy-essigsaeure-anhydrosulfit
2881-95-0

α,α-Bis-Chlormethyl-α-hydroxy-essigsaeure-anhydrosulfit

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

Conditions
ConditionsYield
In chlorobenzene Heating;
1,2-propanediene
463-49-0

1,2-propanediene

A

dichloride of 1-chloro-2-propene-2-phosphonic acid
60367-21-7

dichloride of 1-chloro-2-propene-2-phosphonic acid

B

dichloride of 2-chloro-2-propene-1-phosphonic acid
40632-73-3

dichloride of 2-chloro-2-propene-1-phosphonic acid

C

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

Conditions
ConditionsYield
With oxygen; phosphorus trichloride Product distribution;
1,3-Dichloro-2-propanol
96-23-1

1,3-Dichloro-2-propanol

A

1,1,3-trichloroacetone
921-03-9

1,1,3-trichloroacetone

B

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

Conditions
ConditionsYield
With ruthenium(IV) oxide; sodium chloride In water; ethyl acetate at 5℃; Product distribution; other organic solvents;A 1 % Chromat.
B 62 % Chromat.
1,3-dichloro-2,2-propanediol
82598-72-9

1,3-dichloro-2,2-propanediol

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

Conditions
ConditionsYield
With dehydration at 25℃; Rate constant; Equilibrium constant; Thermodynamic data; ΔH(excit.), ΔS(excit.), ΔG(excit.); isotope effects;
With water In acetonitrile Equilibrium constant; various temperatures (15-46 deg C), isotope effect;
Butane-1,4-diol
110-63-4

Butane-1,4-diol

acetone
67-64-1

acetone

A

1,1-Dichloroacetone
513-88-2

1,1-Dichloroacetone

B

2-Chloromethyl-2-methyl-[1,3]dioxepane

2-Chloromethyl-2-methyl-[1,3]dioxepane

C

2,2-Bis(chloromethyl)-1,3-dioxacycloheptane
77416-10-5

2,2-Bis(chloromethyl)-1,3-dioxacycloheptane

D

2-dichloromethyl-2-methyl-1,3-dioxepane
146774-72-3

2-dichloromethyl-2-methyl-1,3-dioxepane

E

chloroacetone
78-95-5

chloroacetone

F

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

Conditions
ConditionsYield
With chlorine Product distribution; 1.) 20-50 deg C, 2.) room temperature, 0.5 h;A n/a
B n/a
C 28.3 % Chromat.
D 13.8 % Chromat.
E n/a
F n/a
Butane-1,4-diol
110-63-4

Butane-1,4-diol

acetone
67-64-1

acetone

A

1,1-Dichloroacetone
513-88-2

1,1-Dichloroacetone

B

2,2-Bis(chloromethyl)-1,3-dioxacycloheptane
77416-10-5

2,2-Bis(chloromethyl)-1,3-dioxacycloheptane

C

2-dichloromethyl-2-methyl-1,3-dioxepane
146774-72-3

2-dichloromethyl-2-methyl-1,3-dioxepane

D

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

Conditions
ConditionsYield
With chlorine 1) 20-50 deg C; 2) room temp., 0.5 h; Further byproducts given. Yields of byproduct given;A n/a
B 28.3 % Chromat.
C n/a
D n/a
acetone
67-64-1

acetone

A

1,1-Dichloroacetone
513-88-2

1,1-Dichloroacetone

B

chloroacetone
78-95-5

chloroacetone

C

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

Conditions
ConditionsYield
With hydrogenchloride at 23 - 25℃; electrochemical; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With hydrogenchloride at 23 - 25℃; electrochemical; Yield given. Yields of byproduct given;
With hydrogenchloride at 22 - 25℃; Product distribution; function of current and concentration;
epichlorohydrin
106-89-8

epichlorohydrin

disulfur dichloride

disulfur dichloride

A

1,3-Dichloro-2-propanol
96-23-1

1,3-Dichloro-2-propanol

B

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

α.γ-dichloro-acetoacetic acid ester

α.γ-dichloro-acetoacetic acid ester

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

Conditions
ConditionsYield
With sulfuric acid
chloro-ethoxy-acetoacetic acid ester

chloro-ethoxy-acetoacetic acid ester

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

Conditions
ConditionsYield
With hydrogenchloride
symm.glycerol chlorohydrin

symm.glycerol chlorohydrin

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

hydrazinecarboxylic acid methyl ester
6294-89-9

hydrazinecarboxylic acid methyl ester

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

methyl 2-[2-chloro-1-(chloromethyl)ethylidene]-1-hydrazinecarboxylate
87595-89-9

methyl 2-[2-chloro-1-(chloromethyl)ethylidene]-1-hydrazinecarboxylate

Conditions
ConditionsYield
In diethyl ether for 15h; Ambient temperature;100%
In methanol at 23℃; for 4h;54%
for 3h; Ambient temperature; Yield given;
In methanol at 23℃; for 4h;
1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

O-(1-E-cinnamyl)hydroxylamine hydrochloride

O-(1-E-cinnamyl)hydroxylamine hydrochloride

(E)-1,3-dichloroacetone O-(3-phenyl-2-propenyl)oxime
215599-97-6

(E)-1,3-dichloroacetone O-(3-phenyl-2-propenyl)oxime

Conditions
ConditionsYield
In methanol at 40℃; for 2h;100%
1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

1-morpholino-3-(morpholinomethylene)thiourea

1-morpholino-3-(morpholinomethylene)thiourea

bis-(2-morpholin-4-yl-thiazol-5-yl)-methanone
373602-92-7

bis-(2-morpholin-4-yl-thiazol-5-yl)-methanone

Conditions
ConditionsYield
Stage #1: 1,3-Dichloroacetone; 1-morpholino-3-(morpholinomethylene)thiourea In acetonitrile for 2h; Heating;
Stage #2: With triethylamine In acetonitrile
100%
1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

1,3-diazido-propan-2-one
682353-67-9

1,3-diazido-propan-2-one

Conditions
ConditionsYield
With sodium azide In acetone at 20℃;100%
With sodium azide In acetone at 20℃; for 12h;96%
With sodium azide In acetone at 20℃; for 12h;96%
2-N-piperidino-5-methyl-1,3-dithiolium-4-thiolate
85102-68-7

2-N-piperidino-5-methyl-1,3-dithiolium-4-thiolate

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

1,3-bis(5-methyl-2-piperidinio-1,3-dithiol-4-ylsulfanyl)propan-2-one dichloride

1,3-bis(5-methyl-2-piperidinio-1,3-dithiol-4-ylsulfanyl)propan-2-one dichloride

Conditions
ConditionsYield
In acetone100%
p-methoxybenzylmercaptan
6258-60-2

p-methoxybenzylmercaptan

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

1,3-bis-(4-methoxy-benzylsulfanyl)-propan-2-one

1,3-bis-(4-methoxy-benzylsulfanyl)-propan-2-one

Conditions
ConditionsYield
With sodium methylate In ethanol for 1.5h; Heating;100%
p-methoxythiobenzamide
2362-64-3

p-methoxythiobenzamide

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

4-methoxy-thiobenzimidic acid 3-chloro-2-oxo-propyl ester hydrochloride

4-methoxy-thiobenzimidic acid 3-chloro-2-oxo-propyl ester hydrochloride

Conditions
ConditionsYield
In acetone at 20℃; for 72h;100%
4-cyanobenzothioamide
78950-30-8

4-cyanobenzothioamide

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

C11H7ClN2S
873009-61-1

C11H7ClN2S

Conditions
ConditionsYield
In ethanol for 3h; Heating / reflux;100%
1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

4-(tert-butoxycarbonyl)piperazine-1-thiocarboxamide
196811-66-2

4-(tert-butoxycarbonyl)piperazine-1-thiocarboxamide

4-(4-chloromethylthiazol-2-yl)piperazine-1-carboxylic acid tert-butyl ester

4-(4-chloromethylthiazol-2-yl)piperazine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethyl acetate; 1,2-dichloro-ethane100%
naphthalene-2-carbothioamide
6967-89-1

naphthalene-2-carbothioamide

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

4-(chloromethyl)-2-(naphthalen-6-yl)thiazole
1094428-16-6

4-(chloromethyl)-2-(naphthalen-6-yl)thiazole

Conditions
ConditionsYield
In ethanol Heating;100%
6-fluoronaphthalene-2-carbothioamide
1424835-11-9

6-fluoronaphthalene-2-carbothioamide

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

4-(chloromethyl)-2-(2-fluoronaphthalen-6-yl)thiazole
1424835-28-8

4-(chloromethyl)-2-(2-fluoronaphthalen-6-yl)thiazole

Conditions
ConditionsYield
In ethanol Heating;100%
1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

triethyl phosphite
122-52-1

triethyl phosphite

3-chloro-2-<(diethoxyphosphoryl)oxy>-1-propene
81431-81-4

3-chloro-2-<(diethoxyphosphoryl)oxy>-1-propene

Conditions
ConditionsYield
at 100℃;99%
In dichloromethane for 166h; Ambient temperature;98%
at 60 - 100℃; for 3h;98.9%
at 50℃;
1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

1,3-dichloroacetone oxime
35433-52-4

1,3-dichloroacetone oxime

Conditions
ConditionsYield
With sulfuric acid; hydroxylamine hydrochloride In ethanol at 20℃; for 2h; Inert atmosphere;99%
With hydroxylamine
1,2,3-Benzotriazole
95-14-7

1,2,3-Benzotriazole

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

1,3-bis-(benzotriazol-1-yl)propan-2-one

1,3-bis-(benzotriazol-1-yl)propan-2-one

Conditions
ConditionsYield
In benzene for 48h; Heating;99%
triethylsilane
617-86-7

triethylsilane

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

((1,3-dichloropropan-2-yl)oxy)triethylsilane
7531-61-5

((1,3-dichloropropan-2-yl)oxy)triethylsilane

Conditions
ConditionsYield
Stage #1: 1,3-Dichloroacetone With C8H10BiCl2N; C4H6AgN2(1+)*C24H12BCl8(1-) In dichloromethane-d2 at 25℃;
Stage #2: triethylsilane In dichloromethane at 25℃;
99%
With C24H36AlN2O2(1+)*C24H12BCl8(1-) In benzene-d6 for 15h; Inert atmosphere; Schlenk technique; Glovebox;98 %Spectr.
N,N'-ethylenethiourea
96-45-7

N,N'-ethylenethiourea

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

3-(chloromethyl)-5,6-dihydroimidazo[2,1-b]thiazole hydrochloride

3-(chloromethyl)-5,6-dihydroimidazo[2,1-b]thiazole hydrochloride

Conditions
ConditionsYield
In acetonitrile at 80℃; Inert atmosphere;99%
1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

benzenecarbothioamide
2227-79-4

benzenecarbothioamide

2-phenyl-4-chloromethylthiazole
4771-31-7

2-phenyl-4-chloromethylthiazole

Conditions
ConditionsYield
In ethanol for 4h; Reflux;98%
In ethanol for 2h; Reflux;90%
Stage #1: 1,3-Dichloroacetone; benzenecarbothioamide In acetone Inert atmosphere; Reflux;
Stage #2: With sulfuric acid for 0.5h; Inert atmosphere;
85%
1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

triphenylphosphine
603-35-0

triphenylphosphine

(3-chloro-2-oxopropyl)triphenylphosphonium chloride
13605-65-7

(3-chloro-2-oxopropyl)triphenylphosphonium chloride

Conditions
ConditionsYield
In tetrahydrofuran for 24h; Reflux;98%
In benzene at 20℃; for 6h;98%
In tetrahydrofuran at 70℃; for 5h;97%
O-benzylhydoxylamine hydrochloride
2687-43-6

O-benzylhydoxylamine hydrochloride

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

1,3-dichloro-2-propanone O-benzyloxime
188125-86-2

1,3-dichloro-2-propanone O-benzyloxime

Conditions
ConditionsYield
In ethanol Ambient temperature;98%
In ethanol at 20℃; for 24h;2.32 g
thioacetamide
62-55-5

thioacetamide

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

4-(chloromethyl)-2-methyl-1,3-thiazole
39238-07-8

4-(chloromethyl)-2-methyl-1,3-thiazole

Conditions
ConditionsYield
In acetone97%
at 20 - 50℃; for 20h;93%
92.9%
Potassium benzoate
582-25-2

Potassium benzoate

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

1,3-Dibenzoyl-1,3-dihydroxyacetone
38982-27-3

1,3-Dibenzoyl-1,3-dihydroxyacetone

Conditions
ConditionsYield
5,11,17,23,29,35-Hexa-p-tert-butyl-37,38,39,40,41,42-hexakis-(3,6,9-trioxadecyloxy)calix<6>arene In water; acetonitrile at 65℃; for 6h;97%
With ethanol
2,2-Dimethyl-1,3-propanediol
126-30-7

2,2-Dimethyl-1,3-propanediol

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

2,2-bis-(chloromethyl)-5,5-dimethyl-1,3-dioxane
133961-12-3

2,2-bis-(chloromethyl)-5,5-dimethyl-1,3-dioxane

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene Heating;97%
With toluene-4-sulfonic acid In benzene for 19h; Heating;97%
With toluene-4-sulfonic acid In benzene for 18h; Heating;97%
4-trifluoromethylbenzthioamide
72505-21-6

4-trifluoromethylbenzthioamide

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

4-chloromethyl-2-[4-(trifluoromethyl)phenyl]thiazole
135873-35-7

4-chloromethyl-2-[4-(trifluoromethyl)phenyl]thiazole

Conditions
ConditionsYield
In toluene Reflux;97%
In toluene at 80℃; for 4h;62%
With thionyl chloride; sodium hydrogencarbonate 1.) 1,2-dichloroethane; Multistep reaction;
In 1,2-dichloro-ethane at 130 - 140℃; for 5h; Sealed tube;
1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

triphenylphosphine
603-35-0

triphenylphosphine

1-chloro-3-(triphenylphosphoranylidene)acetone
13605-66-8

1-chloro-3-(triphenylphosphoranylidene)acetone

Conditions
ConditionsYield
Stage #1: 1,3-Dichloroacetone; triphenylphosphine In tetrahydrofuran for 4h; Heating;
Stage #2: With sodium carbonate In methanol at 20℃; for 0.5h;
97%
Stage #1: 1,3-Dichloroacetone; triphenylphosphine In tetrahydrofuran for 24h; Heating;
Stage #2: With sodium hydrogencarbonate In water Further stages.;
92%
In tetrahydrofuran for 24h; Heating;91%
thiourea
17356-08-0

thiourea

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

4-(chloromethyl)thiazol-2-amine hydrochloride

4-(chloromethyl)thiazol-2-amine hydrochloride

Conditions
ConditionsYield
In acetone at 20 - 25℃; for 72h;97%
1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

trimethyl orthoformate
149-73-5

trimethyl orthoformate

1,3-dichloroacetone dimethyl acetal
6626-57-9

1,3-dichloroacetone dimethyl acetal

Conditions
ConditionsYield
With Amberlyst 15 In dichloromethane96%
1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

o-methoxycarbonyl-α-diazoacetophenone
18435-67-1

o-methoxycarbonyl-α-diazoacetophenone

10,10-Bis-chloromethyl-1-methoxy-11,12-dioxa-tricyclo[7.2.1.02,7]dodeca-2(7),3,5-trien-8-one

10,10-Bis-chloromethyl-1-methoxy-11,12-dioxa-tricyclo[7.2.1.02,7]dodeca-2(7),3,5-trien-8-one

Conditions
ConditionsYield
With copper acetylacetonate In benzene for 1h; Heating;96%
ethyl 2-amino-2-thioxoacetate
16982-21-1

ethyl 2-amino-2-thioxoacetate

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

4-(chloromethyl)thiazole-2-carboxylic acid-ethyl ester
100960-16-5

4-(chloromethyl)thiazole-2-carboxylic acid-ethyl ester

Conditions
ConditionsYield
In toluene at 110℃; for 2h;96%
In ethanol Heating / reflux;37%
In ethanol for 15h; Heating;
In toluene for 2h; Inert atmosphere; Reflux;
In toluene Reflux;
phenyllithium
591-51-5

phenyllithium

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

1,3-dichloro-2-hydroxy-2-phenylpropane
87234-28-4

1,3-dichloro-2-hydroxy-2-phenylpropane

Conditions
ConditionsYield
Stage #1: phenyllithium With cerium(III) chloride In tetrahydrofuran; diethyl ether; cyclohexane at -78℃; for 0.666667h;
Stage #2: 1,3-Dichloroacetone In tetrahydrofuran; diethyl ether; cyclohexane at -78℃; for 0.166667h;
96%

534-07-6Relevant articles and documents

-

Schlenk,Lamp

, p. 5493 (1951)

-

-

Hall,Sirel

, p. 836 (1952)

-

3-chloro-2-chloromethyl propylene, preparation method and application thereof

-

Paragraph 0052-0054; 0063; 0067, (2021/06/26)

The invention relates to 3-chloro-2-chloromethyl propene, a preparation method and application thereof. The preparation method comprises the step that 1, 3-dichloroacetone is subjected to a carbonization reaction under the action of a catalyst to obtain 3-chloro-2-chloromethyl propene. According to the invention, 1, 3-dichloroacetone serves as a raw material and is subjected to a carbonization reaction under the action of a catalyst to obtain a product 3-chloro-2-chloromethyl propene in one step, wherein the raw materials are easy to obtain, the steps are simple, a large amount of wastewater is not generated in the preparation process, the method is environment-friendly, the yield of the final product is high and can reach 51-65%, and the 3-chloro-2-chloromethyl propylene can be applied to the synthesis of bridged ring compounds.

Expeditious Syntheses to Pharmochemicals 1,3-Dihydroxyacetone, 1,3-Dichloro-, 1,3-Dibromo- And 1,3-Diiodoacetone from Glycerol 1,3-Dichlorohydrin Using Homogenous and Heterogenous Medium

Pereira, Vera Lúcia P.,da Silva, Fernanda Priscila N. R.,da Silva, Sara R. B.,dos Santos, Priscila F.

, p. 1725 - 1731 (2020/10/09)

New efficient and reproductive routes to production of 1,3-dihydroxyacetone (1), 1,3-dichloroacetone (6), 1,3-dibromoacetone (7) and 1,3-diiodoacetone (8) from glycerol 1,3-dichlorohydrin (3) were developed. The synthesis of 1 was processed in three steps from glycerol 2 (1,3-selective chlorination of 2 to 3, oxidation of 3 to 6 and subsequent di-hydroxylation) in 51% overall yield. On the other hand, 7 and 8 were produced from 3, via a trans-bromination and trans-iodination, respectively, followed by oxidation and hydroxylation steps, in 38-52% overall yield. It was used homogeneous media with different reagents (HCl/AcOH, pyridinium chlorochromate (PCC), PCC-HIO4) and heterogeneous media with reagents supported on polymer resins such as Amberlyst A26-HCrO4– form, PV-PCC (polyvinyl-pyridinium chlorochromate) and Amberlyst A26-OH– form or reagents supported on alumina such as KI/Al2O3, KBr/Al2O3, in solvent free conditions.

Preparation method of 1,3-dihydroxyacetone

-

Paragraph 0049, (2017/10/26)

The invention relates to the technical field of organic synthesis, and discloses a preparation method of 1, 3-dihydroxyacetone. The preparation method of 1,3-dihydroxyacetone comprises the following steps: (1) carrying out contact reaction between glycerol and halogenated reagents in presence of a catalyst to prepare 1,3-dichloro-2-propanol; (2) carrying out oxidative dehydrogenation reaction on the 1,3-dichloro-2-propanol to obtain an intermediate product 1,3-dichloro-2 acetone; (3) contacting the 1,3-dichloro-2 acetone with alkali substances in a water-containing medium for hydrolysis reaction to obtain the 1,3-dihydroxyacetone, wherein a hydrolysis reaction temperature is 25 to 60 DEG C. According to the preparation method of the 1,3-dihydroxyacetone, the conversion rate of the glycerol and the yield of the 1,3-dihydroxyacetone are higher; by taking zirconium oxide as the catalyst, the preparation method disclosed by the invention is high-efficient, is low in cost and has industrial application prospect.

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