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10140-89-3

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10140-89-3 Usage

General Description

2,3-Dichloropropionaldehyde, also known as 2,3-dichloropropanal, is a chemical compound with the formula C3H4Cl2O. It is a colorless liquid with a pungent odor and is used primarily as an intermediate in the production of various organic compounds. It is also used as a reagent in chemical synthesis and as a disinfectant and sterilizing agent in the pharmaceutical industry. 2,3-Dichloropropionaldehyde is known to be toxic if ingested, inhaled, or comes into contact with skin, and it is classified as a hazardous substance. Furthermore, it is a potential environmental hazard, as it can have harmful effects on aquatic organisms and terrestrial plants. Due to these properties, proper safety precautions must be taken when handling and using 2,3-dichloropropionaldehyde.

Check Digit Verification of cas no

The CAS Registry Mumber 10140-89-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,0,1,4 and 0 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 10140-89:
(7*1)+(6*0)+(5*1)+(4*4)+(3*0)+(2*8)+(1*9)=53
53 % 10 = 3
So 10140-89-3 is a valid CAS Registry Number.
InChI:InChI=1/C3H4Cl2O/c4-1-3(5)2-6/h2-3H,1H2

10140-89-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,3-dichloropropanal

1.2 Other means of identification

Product number -
Other names Propanal,2,3-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:10140-89-3 SDS

10140-89-3Synthetic route

acrolein
107-02-8

acrolein

2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

Conditions
ConditionsYield
With hydrogenchloride; chlorine In tetrachloromethane at 15 - 20℃;80%
With chlorine at -10 - 0℃; for 1h;71%
With tetrachloromethane; chlorine
trans-1,3-dichloropropene epoxide
66826-73-1

trans-1,3-dichloropropene epoxide

A

2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

B

2,5-Dihydroxy-3,6-bis(chloromethyl)-1,4-dioxane
76429-86-2

2,5-Dihydroxy-3,6-bis(chloromethyl)-1,4-dioxane

Conditions
ConditionsYield
In tetrahydrofuran; water at 20℃; for 168h; pH 7.4; Title compound not separated from byproducts;A 52%
B 20%
In tetrahydrofuran; water at 20℃; for 168h; pH 7.4;A 52%
B 20%
cis-1,3-dichloropropene epoxide
66826-72-0

cis-1,3-dichloropropene epoxide

A

2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

B

2,5-Dihydroxy-3,6-bis(chloromethyl)-1,4-dioxane
76429-86-2

2,5-Dihydroxy-3,6-bis(chloromethyl)-1,4-dioxane

Conditions
ConditionsYield
In tetrahydrofuran; water at 20℃; for 168h; pH 7.4; Title compound not separated from byproducts;A 52%
B 20%
In tetrahydrofuran; water at 20℃; for 168h; pH 7.4;A 52%
B 20%
4,5-dichloro-pent-2-enoic acid

4,5-dichloro-pent-2-enoic acid

A

2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

B

oxalic acid
144-62-7

oxalic acid

Conditions
ConditionsYield
bei Ozonabbau;
trans-1,3-dichloropropene epoxide
66826-73-1

trans-1,3-dichloropropene epoxide

A

2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

B

2-Hydroxy-3-chloropropanal
84709-24-0

2-Hydroxy-3-chloropropanal

C

2,5-Dihydroxy-3,6-bis(chloromethyl)-1,4-dioxane
76429-86-2

2,5-Dihydroxy-3,6-bis(chloromethyl)-1,4-dioxane

Conditions
ConditionsYield
With water In tetrahydrofuran at 20℃; for 168h; pH 7.4; Yields of byproduct given. Title compound not separated from byproducts;
With water In tetrahydrofuran at 20℃; for 168h; pH 7.4;
cis-1,3-dichloropropene epoxide
66826-72-0

cis-1,3-dichloropropene epoxide

A

2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

B

2-Hydroxy-3-chloropropanal
84709-24-0

2-Hydroxy-3-chloropropanal

C

2,5-Dihydroxy-3,6-bis(chloromethyl)-1,4-dioxane
76429-86-2

2,5-Dihydroxy-3,6-bis(chloromethyl)-1,4-dioxane

Conditions
ConditionsYield
With water In tetrahydrofuran at 20℃; for 168h; pH 7.4; Yields of byproduct given. Title compound not separated from byproducts;
With water In tetrahydrofuran at 20℃; for 168h; pH 7.4;
cis-1,3-Dichloropropene epoxide

cis-1,3-Dichloropropene epoxide

A

2-chloro-2-propenal
683-51-2

2-chloro-2-propenal

B

2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

Conditions
ConditionsYield
With dimethylsulfoxide-d6 at 22℃; Kinetics; Rearrangement;
trans-1,3-Dichloropropene epoxide

trans-1,3-Dichloropropene epoxide

A

2-chloro-2-propenal
683-51-2

2-chloro-2-propenal

B

2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

Conditions
ConditionsYield
With dimethylsulfoxide-d6 at 22℃; Kinetics; Rearrangement;
tetrachloromethane
56-23-5

tetrachloromethane

chlorine
7782-50-5

chlorine

acrolein
107-02-8

acrolein

2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

3,4-dichlorobut-1-ene
310447-99-5, 310448-01-2

3,4-dichlorobut-1-ene

A

formaldehyd
50-00-0

formaldehyd

B

2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

Conditions
ConditionsYield
at 0℃; Erwaermen des enthaltenen Ozonids mit Wasser;
3,4-dichlorobut-1-ene
310447-99-5, 310448-01-2

3,4-dichlorobut-1-ene

2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

Conditions
ConditionsYield
Stage #1: 3,4-dichlorobut-1-ene With ozone In dichloromethane at -78℃; for 10h;
Stage #2: With dimethylsulfide In dichloromethane at -78℃; for 2h;
2,4,4-trimethyl-1-pentene
107-39-1

2,4,4-trimethyl-1-pentene

2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

1-chloro-2,3-epoxy-5-neopentyl-5-hexene
51903-25-4

1-chloro-2,3-epoxy-5-neopentyl-5-hexene

Conditions
ConditionsYield
Stage #1: 2,4,4-trimethyl-1-pentene; 2,3-dichloropropanal With tin(IV) chloride In benzene at 20℃; for 3h;
Stage #2: With potassium hydroxide In ethanol; benzene at 30 - 35℃; for 6h;
85%
2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

isobutene
115-11-7

isobutene

A

1,2-dichloro-5-methyl-3-tert-butoxy-5-hexene
140700-33-0, 140700-35-2

1,2-dichloro-5-methyl-3-tert-butoxy-5-hexene

threo-1,2-dichloro-5-methyl-5-hexen-3-ol
42322-65-6, 140700-32-9, 140700-34-1, 141270-03-3, 141270-05-5

threo-1,2-dichloro-5-methyl-5-hexen-3-ol

erythro-1,2-dichloro-5-methyl-5-hexen-3-ol
42322-65-6, 140700-32-9, 140700-34-1, 141270-03-3, 141270-05-5

erythro-1,2-dichloro-5-methyl-5-hexen-3-ol

Conditions
ConditionsYield
With tin(IV) chloride In benzene at -40℃;A 20%
B 20%
C 80%
2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

triethyl phosphite
122-52-1

triethyl phosphite

trans-3-chloropropenyl diethyl phosphate
111480-26-3

trans-3-chloropropenyl diethyl phosphate

Conditions
ConditionsYield
61%
methanol
67-56-1

methanol

2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

2,3-dichloro-1,1-dimethoxy-propane
67832-48-8

2,3-dichloro-1,1-dimethoxy-propane

ethynyldimagnesium dibromide
4301-15-9

ethynyldimagnesium dibromide

2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

4,5-dichloro-pent-1-yn-3-ol
856340-49-3

4,5-dichloro-pent-1-yn-3-ol

ethynyldimagnesium dibromide
4301-15-9

ethynyldimagnesium dibromide

2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

1,2,7,8-tetrachloro-oct-4-yne-3,6-diol
856336-34-0

1,2,7,8-tetrachloro-oct-4-yne-3,6-diol

Conditions
ConditionsYield
higher-melting form;
With diethyl ether man trennt die beiden Formen durch fraktionierte Krystallisation aus Benzol und Chloroform; 1.2.7.8-tetrachloro-octyne-(4)-diol-(3.6); higher-melting form;
With diethyl ether man trennt die beiden Formen durch fraktionierte Krystallisation aus Benzol und Chloroform; 1.2.7.8-tetrachloro-octyne-(4)-diol-(3.6); lower-melting form;
diethyl ether
60-29-7

diethyl ether

2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

n-hexylmagnesium bromide
3761-92-0

n-hexylmagnesium bromide

A

2,3-Dichloro-1-propanol
616-23-9

2,3-Dichloro-1-propanol

B

1,2-dichloro-nonan-3-ol

1,2-dichloro-nonan-3-ol

Conditions
ConditionsYield
analoge Reaktionen mit Cyclohexylmagnesiumbromid und mit β-Phenaethylmagnesiumbromid;
diethyl ether
60-29-7

diethyl ether

2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

phenylmagnesium bromide

phenylmagnesium bromide

2,3-dichloro-1-phenyl-propan-1-ol

2,3-dichloro-1-phenyl-propan-1-ol

triisopropyl phosphite
116-17-6

triisopropyl phosphite

2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

phosphoric acid-(3-chloro-propenyl ester)-diisopropyl ester

phosphoric acid-(3-chloro-propenyl ester)-diisopropyl ester

triisobutyl phosphite
1606-96-8

triisobutyl phosphite

2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

phosphoric acid-(3-chloro-propenyl ester)-diisobutyl ester

phosphoric acid-(3-chloro-propenyl ester)-diisobutyl ester

2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

N-methyl-p-aminobenzoic acid
10541-83-0

N-methyl-p-aminobenzoic acid

6-carboxy-3-chloro-1-methyl-quinolinium; chloride

6-carboxy-3-chloro-1-methyl-quinolinium; chloride

Conditions
ConditionsYield
With 1,4-dioxane
2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

n-hexylmagnesium bromide
3761-92-0

n-hexylmagnesium bromide

1,2-dichloro-nonan-3-ol

1,2-dichloro-nonan-3-ol

Conditions
ConditionsYield
With diethyl ether
2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

methylmagnesium bromide
75-16-1

methylmagnesium bromide

3,4-dichloro-butan-2-ol
133341-68-1, 133357-43-4

3,4-dichloro-butan-2-ol

2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

2-chloro-2-propenal
683-51-2

2-chloro-2-propenal

Conditions
ConditionsYield
With water
With water; sodium acetate
With triethylamine In dichloromethane at -78℃; for 0.25h;Ca. 1.5 g
2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

2,2,3-trichloro-propionaldehyde
7789-90-4

2,2,3-trichloro-propionaldehyde

Conditions
ConditionsYield
With water; chlorine
With chlorine; N,N-dimethyl-formamide In chloroform for 1h; Reflux;
2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

2,3-Dichloro-1-propanol
616-23-9

2,3-Dichloro-1-propanol

Conditions
ConditionsYield
With aluminum tri-sec-butoxide
2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

2-hydroxy-5-chloro-aniline
95-85-2

2-hydroxy-5-chloro-aniline

5-Chloro-8-hydroxyquinoline
130-16-5

5-Chloro-8-hydroxyquinoline

Conditions
ConditionsYield
With phosphoric acid; water at 135℃;
2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

triethyl phosphite
122-52-1

triethyl phosphite

phosphoric acid diethyl ester-(3-chloro-propenyl ester)
89094-95-1

phosphoric acid diethyl ester-(3-chloro-propenyl ester)

1-Heptene
592-76-7

1-Heptene

2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

1,2-dichloro-dec-5-en-3-ol
42322-67-8

1,2-dichloro-dec-5-en-3-ol

Conditions
ConditionsYield
With tin(IV) chloride
1-hexene
592-41-6

1-hexene

2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

1,2-dichloro-non-5-en-3-ol
42322-66-7

1,2-dichloro-non-5-en-3-ol

Conditions
ConditionsYield
With tin(IV) chloride
oct-1-ene
111-66-0

oct-1-ene

2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

1,2-dichloro-undec-5-en-3-ol
42322-68-9

1,2-dichloro-undec-5-en-3-ol

Conditions
ConditionsYield
With tin(IV) chloride
2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

2,3,2',3'-tetrachloro-1,1'-peroxy-bis-propan-1-ol
20614-26-0

2,3,2',3'-tetrachloro-1,1'-peroxy-bis-propan-1-ol

Conditions
ConditionsYield
With dihydrogen peroxide In diethyl ether
2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

isobutene
115-11-7

isobutene

1,2-dichloro-5-methyl-hex-5-en-3-ol
42322-65-6

1,2-dichloro-5-methyl-hex-5-en-3-ol

Conditions
ConditionsYield
With tin(IV) chloride
2,3-dichloropropanal
10140-89-3

2,3-dichloropropanal

isoprene
78-79-5

isoprene

1,2-dichloro-5-methylene-hept-6-en-3-ol
65476-00-8

1,2-dichloro-5-methylene-hept-6-en-3-ol

Conditions
ConditionsYield
With tin(IV) chloride

10140-89-3Relevant articles and documents

1,3-dichloropropene epoxides: Intermediates in bioactivation of the promutagen 1,3-dichloropropene

Schneider, Manfred,Quistad, Gary B.,Casida, John E.

, p. 1137 - 1144 (1998)

1,3-Dichloropropene (1,3-D), a major soil fumigant nematicide, is genotoxic in many types of assays, leading to its classification as possibly carcinogenic in humans. This study tests in three steps the hypothesis that 1,3-D is a promutagen activated by epoxidation and further reaction of the 1,3-D-epoxides. Stereospecific epoxidation of 1,3-D (examined as the cis/trans mixture and as individual isomers) to the corresponding cis- and trans-1,3-D-epoxides is demonstrated here for the first time, both in vitro in a mouse liver microsome-NADPH system and in vivo in the liver of ip- treated mice, using GC/MS for product identification and quantitation. The cis epoxide is observed in higher yield than the trans epoxide, both in vitro and in vivo, and the cis isomer also reacts slower than the trans isomer with GSH alone or catalyzed by GSH S-transferase. cis- and trans-1,3-D-Epoxides are stable in acetone or chloroform but degrade completely in Me2SO exclusively to 2-chloroacrolein (30 min at 40 °C). Epoxide decomposition is slower in pH 7.4 phosphate buffer (t(1/2) = 116 and 64 min for cis and trans, respectively, at 41 °C) with a > 99% yield of 3-chloro-2-hydroxypropanal (and its dimer) and 0.5% formation of 2-chloroacrolein (for which the t(1/2) is 248 rain at 41 °C). Mutagenicity assays in Salmonella typhimurium TA100 (standard plate incorporation) establish high potencies of 37, 17, and 150 revertants/nmol for cis- and trans-1,3-D-epoxides and 2-chloroacrolein, respectively. The mutagenicity of the epoxides is due either to their direct action or to a degradation product formed at physiological pH, i.e., 3- chloro-2-hydroxypropanal or its dehydrochlorination products. The candidate mutagens methylglyoxal and glycidaldehyde are not detected as breakdown products of 3-chloro-2-hydroxypropanal at pH 7.4 and also have low mutagenic activity in TA100. It is therefore proposed that the penultimate and ultimate mutagens of 1,3-D metabolism are the corresponding epoxides and their direct hydrolysis product 3-chloro-2-hydroxypropanal, respectively.

Synthesis and reactivity of novel α,α,β- and α,α,δ-trichlorinated imines

D'Hooghe, Matthias,De Meulenaer, Bruno,De Kimpe, Norbert

body text, p. 2437 - 2442 (2009/04/08)

A variety of different N-(2,2,3-trichloropropylidene)amines, N-(2,2,3-trichlorobutylidene)amines, and N-(2,2,5-trichloropentylidene)amines were synthesized for the first time, and their reactivity with regard to hydride reagents was investigated. In this way, N-(2,2,5-trichloropentylidene)amines were evaluated as substrates for the synthesis of piperidines, and N-(2,2,3-trichloropropylidene)amines and N-(2,2,3-trichlorobutylidene)amines were reduced efficiently into the corresponding novel β,β,γ- trichloroamines by means of sodium cyanoborohydride in methanol in the presence of acetic acid. Furthermore, N-(2,2,3-trichloropropylidene)amines were transformed into 2-(chloromethyl)aziridines by lithium aluminium hydride in Et2O, and N-(2,2,5-trichloropentylidene)acetamide was used for the first time as a suitable substrate for the addition of oxygen, nitrogen, and sulfur nucleophiles in good yields. Georg Thieme Verlag Stuttgart.

Process to make 2,3-dihalopropanols

-

, (2008/06/13)

A 2,3-dihalopropanol is made by reacting 2,3-dihalopropanal with a hydrogenating agent in the presence of a transition metal-containing catalyst, under conditions such that 2,3-dihalopropanol is formed. The reaction is particularly useful as Step (3) in a process to make epihalohydrin by: (1) reacting a 3-carbon hydrocarbon with an oxidizing agent to form acrolein; (2) reacting acrolein with a molecular halogen to form 2,3-dihalopropanal; (3) reducing 2,3-dihalopropanal to form 2,3-dihalopropanol; and (4) cyclizing 2,3-dihalopropanol to make epihalohydrin. The process produces epihalohydrin using only about one mole of halogen per mole of epihalohydrin. It also uses substantially less water than existing processes.

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