874-42-0

Basic information

• Product Name: 2,4-Dichlorobenzaldehyde
• Synonyms: 2,4-two chlorobenzeneforMaldehyde;2,4-dichloro-benzaldehyd;2,4-DCAD;2,4-DICHLOROBENZALDEHYDE;AKOS BBS-00003196;DICHLOROBENZALDEHYDE;DICHLOROBENZALDEHYDE(2,4-);2,4-Dichlorobenzaldehyde,98%
• CAS NO: 874-42-0
• Molecular Formula: C7H4Cl2O
• Molecular Weight: 175.01
• EINECS: 212-861-1
• Product Categories: Chemical Synthesis;Organic Building Blocks;Aromatic Aldehydes & Derivatives (substituted);Halofantrine;Aldehydes;C7;Carbonyl Compounds;Building Blocks;Carbonyl Compounds
• Mol File: 874-42-0.mol

Chemical Properties

• Melting Point: 64-69 °C(lit.)
• Boiling Point: 233 °C(lit.)
• Flash Point: 135 °C
• Appearance: Light yellow to beige/Crystalline Powder, Crystals and/or Chunks
• Density: 1.3456 (rough estimate)
• Vapor Pressure: 0.0572mmHg at 25°C
• Refractive Index: 1.5756 (estimate)
• Storage Temp.: Store below +30°C.
• Water Solubility: <0.1 g/100 mL at 24℃
• Sensitive: Air Sensitive
• BRN: 471601
• CAS DataBase Reference: 2,4-Dichlorobenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Dichlorobenzaldehyde(874-42-0)
• EPA Substance Registry System: 2,4-Dichlorobenzaldehyde(874-42-0)

Safety Data

• Hazard Codes: C,N,Xi
• Statements: 34-51/53-36/37/38
• Safety Statements: 26-36/37/39-45-61-37/39
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 2
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 874-42-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2,4-Dichlorobenzaldehyde is used as a key intermediate in the synthesis of platelet aggregation inhibitors, which are important for the development of medications aimed at preventing blood clot formation and treating cardiovascular diseases.
Used in Organic Chemistry Research:
2,4-Dichlorobenzaldehyde is utilized in the preparation of novel Schiff bases containing quinazolinone rings. These compounds have potential applications in various fields, including pharmaceuticals, materials science, and as chemical sensors.
Used in Solid-Phase Synthesis:
2,4-Dichlorobenzaldehyde was employed in the solid-phase synthesis of a series of indole-based peptoids. This technique allows for the efficient and scalable production of peptoid libraries, which have potential applications in drug discovery and the development of bioactive molecules.

Synthesis Reference(s)

Tetrahedron Letters, 30, p. 3677, 1989 DOI: 10.1016/S0040-4039(01)80481-0

Air & Water Reactions

Sensitive to light. May also be sensitive to prolonged exposure to air and moisture. Insoluble in water.

Reactivity Profile

2,4-Dichlorobenzaldehyde is incompatible with iron, oxygen and oxygen-containing materials. 2,4-Dichlorobenzaldehyde is also incompatible with strong oxidizers and strong bases.

Fire Hazard

2,4-Dichlorobenzaldehyde is combustible.

Purification Methods

Crystallise the aldehyde from EtOH or ligroin. [Beilstein 7 IV 575.]

InChI:InChI=1/C7H4Cl2O/c8-6-2-1-5(4-10)7(9)3-6/h1-4H

Synthetic route

(2,4-dichlorophenyl)methanol (1777-82-8) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With dihydrogen peroxide In neat (no solvent) at 80℃; for 4h; Green chemistry;	100%
With tert.-butylnitrite; oxygen; acetic acid In toluene at 50℃; for 1h;	99%
With cobalt(II)-meso-tetra(4-carboxyphenyl)porphyrin on TiO2/WO3 nanohybrid In acetonitrile at 30℃; for 1h; Reagent/catalyst; UV-irradiation;	98%

2,4-dichlorobenzyl acetate → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With methanol; potassium permanganate In ethyl acetate at 25℃; for 20h;	99%

2,4-dichlorobenzaldoxime (56843-28-8) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With potassium permanganate; 1-n-butyl-3-methylimidazolim bromide at 20℃; for 0.166667h; Ionic liquid; chemoselective reaction;	98%
With tris[trinitratocerium(IV)] paraperiodate at 90℃; for 0.333333h;	96%
With iron(III) chloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen In water; toluene at 60℃; under 760.051 Torr; for 4h;	91%

1,1-diacetoxy-1-(2,4-dichlorophenyl)methane (13086-94-7) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With water; silica sulfate In toluene for 0.0166667h; Heating;	97%
With rice husk supported FeCl3 nanoparticles In ethanol at 70℃; for 0.416667h;	92%
With sodium tetrahydroborate; nickel(II) chloride hexahydrate In methanol at 20℃; for 2.5h; chemoselective reaction;	84%

C13H20Cl2OSi → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With tetra-N-butylammonium tribromide In acetonitrile at 20℃; for 8h; Irradiation;	96%

2,4-dichlorobenzyl trimethysilyl ether (624286-51-7) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With 1-n-butylpyridinium tetrachloroferrate; pyridinium chlorochromate at 50℃; for 0.133333h;	94%
With silica chromate; silica gel In dichloromethane at 20℃; for 0.833333h;	82%

2-(2,4-dichloro-benzyloxy)-tetrahydro-furan → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With 1-n-butylpyridinium tetrachloroferrate; pyridinium chlorochromate at 50℃; for 0.333333h;	92%

2-((2,4-dichlorobenzyl)oxy)tetrahydro-2H-pyran (391200-38-7) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With 1-n-butylpyridinium tetrachloroferrate; pyridinium chlorochromate at 50℃; for 0.166667h;	92%

2-(2,4-dichlorophenyl)-1,3-dioxolane → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With aluminum oxide; Oxone for 0.0316667h; Hydrolysis; Microwave irradiation;	91%

2,4-Dichlorobenzyl chloride (94-99-5) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
Stage #1: 2,4-Dichlorobenzyl chloride With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium bromide In water for 0.0833333h; Reflux; Stage #2: With dihydrogen peroxide In water for 3h;	91%

2,4-Dichlor-1--benzol (1747-47-3) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With sodium acetate; Dess-Martin periodane In dichloromethane for 1.16667h; Ambient temperature;	90%

1-(2,4-dichlorophenyl)ethan-1-one (2234-16-4) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With copper(l) iodide; oxygen In dimethyl sulfoxide at 120℃; for 10h; chemoselective reaction;	90%

2,4-dichlorobenzoyl chloride (89-75-8) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With triethylsilane; iron(III)-acetylacetonate at 40 - 50℃; for 1h;	89%
With tributylgermanium hydride; tetrakis(triphenylphosphine) palladium(0) In N,N,N,N,N,N-hexamethylphosphoric triamide at 80℃; for 1h;	85%

(E)-2,4-dichlorobenzaldehyde oxime (110853-58-2) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With antimonypentachloride In dichloromethane at 20℃; for 2h;	88%
With lanthanum(III) chloride; sodium dihydrogenphosphate In water; acetonitrile at 20℃; for 13h;	82%

2,4-dichlorophenylacetic acid (19719-28-9) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With potassium 12-tungstocobaltate(III) In water; acetonitrile for 0.3h; Microwave irradiation;	88%
With mercury(II) fluoride; oxygen In acetonitrile at 25℃; for 24h; Irradiation;	80%
With oxygen; mercury(II) oxide In methanol; acetonitrile at 25℃; UV-irradiation;	72%

2,4-dichlorobenzylidenehydrazinodiacetic acid → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With copper(II) nitrate hexahydrate In dichloromethane; water at 20℃; for 3.5h;	86%

2,4 dichlorobenzoic acid (50-84-0) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With dipotassium hydrogenphosphate; fac-tris(2-phenylpyridinato-N,C2')iridium(III); tris-(trimethylsilyl)silane; dimethyl dicarbonate In acetonitrile at 20℃; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation;	84%

N-(2,4-dinitrophenyl)-N'-(2',4'-dichlorobenzylidene)hydrazone (316135-89-4) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With potassium permanganate at 40℃; for 1.7h; Ionic liquid; chemoselective reaction;	82%

1,3-dichloro-4-(methoxymethyl)benzene (90532-34-6) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With nitric acid In dichloromethane at 20℃; for 24h;	81%

2,4-dichlorotoluene (95-73-8) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With dipotassium peroxodisulfate; ferrocene; iron(II) acetylacetonate In water; acetonitrile at 80℃; for 9h;	80%
With sodium molybdate; dihydrogen peroxide; cobalt(II) acetate; acetic acid; sodium bromide at 105℃; for 0.166667h; Temperature; Flow reactor;	30.1%
With bromine at 180 - 200℃; Erhitzen des Reaktionsgemisches mit konz. Schwefelsaeure auf 100-140grad;

2,4-dichlorobenzylnitrile (6574-98-7) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With C13H26B(1-)*K(1+) In tetrahydrofuran for 24h; Ambient temperature;	80%

formic acid (64-18-6) + 2,4-dichloro-1-iodo-benzene (29898-32-6) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With iodine; triethylamine; triphenylphosphine In toluene at 80℃; Inert atmosphere; Sealed tube;	80%

tert-butyl 2,4-dichlorobenzylidenecarbamate (163226-26-4) → 2,4-dichlorobenzaldeyhde (874-42-0) + N-tert-butoxycarbonyl-2,4-dichlorobenzamide + N-tert-butoxycarbonyl-3-(2,4-dichlorophenyl)oxaziridine (163226-30-0)

Conditions	Yield
With n-butyllithium; 3-chloro-benzenecarboperoxoic acid In hexane; dichloromethane Product distribution; Mechanism; effect of the base, time and temperature;	A 11 % Spectr. B 2 % Spectr. C 79%
With n-butyllithium; 3-chloro-benzenecarboperoxoic acid In hexane; dichloromethane -78 degC, 2 h, room t., 30 min;	A 11 % Spectr. B 2 % Spectr. C 79%

(2,4-dichlorophenyl)methanol (1777-82-8) → 2,4 dichlorobenzoic acid (50-84-0) + 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With peracetic acid; C24H29INO5 In acetic acid at 30℃; for 48h;	A 78% B 13%
With CpMo(CO)3(CCPh); dihydrogen peroxide In water at 80℃; for 8h; chemoselective reaction;
With dihydrogen peroxide at 70℃; Catalytic behavior; Reagent/catalyst; Temperature;
With oxygen; potassium carbonate In water at 90℃; Catalytic behavior;	A 52 %Chromat. B 10 %Chromat.

2-(2,4-dichlorophenyl)-1,3-oxathiolane → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With eosin Y disodium salt In acetonitrile at 20℃; for 3h; Irradiation;	78%

carbon monoxide (201230-82-2) + 2,4-dichloro-1-iodo-benzene (29898-32-6) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With rhodium(III) chloride trihydrate; hydrogen; triethylamine; triphenylphosphine In N,N-dimethyl acetamide at 90℃; under 7500.75 Torr; for 12h; Autoclave;	78%

2,4-dichlorobenzyl mercaptan (59293-67-3) → 2,4-dichlorotoluene (95-73-8) + bis-(2,4-dichloro-benzyl)-sulfide (6295-41-6) + 2,4-dichlorobenzaldeyhde (874-42-0) + 1,2-bis(2',4'-dichlorophenyl)ethane

Conditions	Yield
With tetrafluoroboric acid; triiron dodecarbonyl In benzene 1.) RT, 4 h; 2.) 60 deg C;	A 74% B 2% C 3% D 10%

2,4-dichlorobenzyl mercaptan (59293-67-3) → 2,4-dichlorobenzaldeyhde (874-42-0)

Conditions	Yield
With dipotassium peroxodisulfate; tetrakis(pyridine)silver(II) peroxodisulfate; oxygen In N,N-dimethyl-formamide at 23℃; under 760.051 Torr; Irradiation;	74%

(E)-2,4-dichlorobenzaldehyde oxime (110853-58-2) → 2,4-dichlorobenzaldeyhde (874-42-0) + 2,4-Dichloro-1-nitromethyl-benzene

Conditions	Yield
With Oxone In water; acetone; acetonitrile at 45℃; for 5h; pH=7.5; Oxidation;	A n/a B 73%

3,5-dimethyl-4-nitroisoxazole (1123-49-5) + 2,4-dichlorobenzaldeyhde (874-42-0) → 5-[(E)-2-(2,4-Dichloro-phenyl)-vinyl]-3-methyl-4-nitro-isoxazole (79510-56-8)

Conditions	Yield
With pyrrolidine In neat (no solvent) at 20℃; for 0.05h; Aldol Condensation;	100%
With 1-butyl-3-methylimidazolium hydroxide at 20℃; for 0.166667h; Knoevenagel condensation; Neat (no solvent); Ionic liquid;	90%
With base

4-acetyltropolone (1738-16-5) + 2,4-dichlorobenzaldeyhde (874-42-0) → 4-(2,4-dichlorocinnamoyl)tropolone

Conditions	Yield
With potassium hydroxide In methanol at 0℃;	100%

2,4-dichlorobenzaldeyhde (874-42-0) + 2,2-dimethoxyethylamine (22483-09-6) → [1-(2,4-Dichloro-phenyl)-meth-(Z)-ylidene]-(2,2-dimethoxy-ethyl)-amine

Conditions	Yield
In benzene Heating;	100%

4-(1H-pyrrol-1-yl)acetophenone (22106-37-2) + 2,4-dichlorobenzaldeyhde (874-42-0) → (E)-3-(2,4-Dichloro-phenyl)-1-(4-pyrrol-1-yl-phenyl)-propenone

Conditions	Yield
	100%

2,4-dichlorobenzaldeyhde (874-42-0) + phosphonic acid diethyl ester (762-04-9) → diethyl [(2-4-dichlorophenyl)(hydroxy)methyl]phosphonate (6625-15-6)

Conditions	Yield
With magnesium oxide for 0.17h;	100%
With C42H74LiN6Si4Yb at 20℃; for 0.333333h; Neat (no solvent); Inert atmosphere;	99%
With [(μ-η5:η1):η1:η1-3-(2-C4H3NCH=NCH2CH2)C8H5N]Yb3(μ3-O)-(μ2-Cl)2(THF)2[N(SiMe3)2] In neat (no solvent) at 20℃; for 0.166667h; Inert atmosphere;	98%

4-methoxy-aniline (104-94-9) + 2,4-dichlorobenzaldeyhde (874-42-0) → [1-(2,4-Dichloro-phenyl)-meth-(E)-ylidene]-(4-methoxy-phenyl)-amine

Conditions	Yield
In ethanol for 1h; Sonication;	100%
With sodium sulfate In acetonitrile for 14h; Ambient temperature;
In ethanol for 3h; Reflux;
With magnesium sulfate In dichloromethane at 20℃;
In dimethyl sulfoxide at 20℃; for 2h;

2,4-dichlorobenzaldeyhde (874-42-0) + allyl bromide (106-95-6) → 1-(2,4-dichlorophenyl)but-3-en-1-ol

Conditions	Yield
With copper; tin(ll) chloride In water at 20℃; for 8h;	100%
With titanium(III) chloride; tin(ll) chloride In water at 20℃; for 8h; Barbier reaction;	100%
With titanium(III) chloride; tin(ll) chloride In water at 20℃; for 24h;	99%

2,4-dichlorobenzaldeyhde (874-42-0) + 3-chloroprop-1-ene (107-05-1) → 1-(2,4-dichlorophenyl)but-3-en-1-ol

Conditions	Yield
With copper; tin(ll) chloride In water at 20℃; for 8h;	100%
With titanium(III) chloride; tin(ll) chloride In water at 20℃; for 8h; Barbier reaction;	100%
With tin(ll) chloride; palladium dichloride In water at 20℃; for 24h;	99%
With tin(ll) chloride; palladium dichloride In water at 20℃; for 16h;	100 % Spectr.

5-methylisoxazol-3-ylamine (1072-67-9) + 2,4-dichlorobenzaldeyhde (874-42-0) → [1-(2,4-Dichloro-phenyl)-meth-(E)-ylidene]-(5-methyl-isoxazol-3-yl)-amine (112661-91-3)

Conditions	Yield
Heating;	100%
In ethanol; chloroform

2,4-dichlorobenzaldeyhde (874-42-0) + (3S)-3-amino-1-(tert-butoxycarbonyl)-pyrrolidine (147081-44-5) → C16H20Cl2N2O2

Conditions	Yield
In methanol at 20℃; for 22h;	100%
In toluene for 18h; Heating / reflux; Dean-Stark conditons;
In methanol at 20℃; for 14h;
In toluene for 18h; Reflux;

ethyl (2-chloroaceto)acetate (638-07-3) + 2,4-dichlorobenzaldeyhde (874-42-0) → (Z)-ethyl 4-chloro-2-(2,4-dichlorobenzylidene)-3-oxobutanoate (915296-79-6)

Conditions	Yield
With acetic acid; benzylamine In isopropyl alcohol at 20℃; for 96h; Knoevenagel Condensation; Inert atmosphere;	100%
With acetic acid; benzylamine In isopropyl alcohol at 20℃; for 96h;
With acetic acid; benzylamine In isopropyl alcohol at 20℃; for 96h;

1.3-propanedithiol (109-80-8) + 2,4-dichlorobenzaldeyhde (874-42-0) → 2-(2,4-dichlorophenyl)-1,3-dithiane (299464-13-4)

Conditions	Yield
With Lewis acid	100%
With magnesium hydrogen sulfate In acetonitrile at 20℃; for 0.0666667h; chemoselective reaction;	98%
With aluminum(III) hydrogen sulfate In acetonitrile at 20℃; for 0.25h; chemoselective reaction;	92%

2,4-dichlorobenzaldeyhde (874-42-0) + 2-Amino-5-chlorobenzophenone (719-59-5) → 6-chloro-2-(2,4-dichlorophenyl)-4-phenylquinazoline (1257084-13-1)

Conditions	Yield
With copper(II) choride dihydrate; ammonium acetate In ethanol for 4h; Reflux;	100%
With ammonium acetate; 1-methyl-1H-imidazolium trifluoroacetate at 80℃; for 2h; Ionic liquid; aerobic oxidation;	92%
With ammonium acetate In ethanol at 60℃; for 1h;	90%

glycine ethyl ester hydrochloride (623-33-6) + 2,4-dichlorobenzaldeyhde (874-42-0) → (2,4-dichlorobenzylideneamino)acetic acid ethyl ester

Conditions	Yield
With sodium sulfate; triethylamine In dichloromethane at 0 - 20℃; for 15h;	100%
Stage #1: glycine ethyl ester hydrochloride With magnesium sulfate; triethylamine In dichloromethane at 20℃; for 1h; Inert atmosphere; Stage #2: 2,4-dichlorobenzaldeyhde In dichloromethane at 20℃; for 12h; Inert atmosphere;

diethylzinc (557-20-0) + 2,4-dichlorobenzaldeyhde (874-42-0) → 1-(2,4-dichlorophenyl)propan-1-ol (53066-02-7)

Conditions	Yield
Stage #1: diethylzinc; 2,4-dichlorobenzaldeyhde With C30H33NO2P2 In hexane at -78℃; for 0.5h; Inert atmosphere; Stage #2: at 20℃; for 1.5h; Reagent/catalyst;	100%
With C36H24O8P2; titanium(IV)isopropoxide In hexane; toluene at 20℃; for 16h; Inert atmosphere;	79%

1,3-dimethylbarbituric acid (769-42-6) + dimedone (126-81-8) + 2,4-dichlorobenzaldeyhde (874-42-0) + diethylamine (109-89-7) → 5-((2,4-dichlorophenyl)(2-hydroxy-4,4-dimethyl-6-oxocyclohex-1-en-1-yl)methyl)-1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-olate diethylaminium salt (1621511-19-0)

Conditions	Yield
In water at 20℃; Inert atmosphere;	100%

2,4-dichlorobenzaldeyhde (874-42-0) + allyl-trimethyl-silane (762-72-1) → C13H18Cl2OSi

Conditions	Yield
Stage #1: 2,4-dichlorobenzaldeyhde With Al-MCM-41 In dichloromethane at 35℃; for 0.0833333h; Inert atmosphere; Stage #2: allyl-trimethyl-silane In dichloromethane at 35℃; for 0.75h; Temperature; Inert atmosphere;	100%

1H-indene-1,3(2H)-dione (606-23-5) + 2,4-dichlorobenzaldeyhde (874-42-0) → 3′-(2,4-dichlorophenyl)dispiro[indene-2,1′-cyclopropane-2′,2′′-indene]-1,1′′,3,3′′-tetraone (7090-75-7)

Conditions	Yield
With bromocyane; triethylamine In methanol at 0 - 20℃; for 0.00416667h; Sealed tube;	100%
With N,N,N’,N’-tetrabromobenzene-1,3-disulfonamide; sodium acetate In ethanol at 20℃; for 0.166667h; Reagent/catalyst;	96%

2,4-dichlorobenzaldeyhde (874-42-0) + (2-chloropyrimidin-4-yl)hydrazine (52476-87-6) → (E)-2-chloro-4-(2-(2,4-dichlorobenzylidene)hydrazinyl)pyrimidine

Conditions	Yield
In ethanol for 1h; Reflux;	100%

4-aminobenzenemethanol (623-04-1) + 2,4-dichlorobenzaldeyhde (874-42-0) → C14H11Cl2NO

Conditions	Yield
In ethanol for 1h; Sonication;	100%

p-benzyloxyaniline (6373-46-2) + 2,4-dichlorobenzaldeyhde (874-42-0) → C20H15Cl2NO

Conditions	Yield
In ethanol for 1h; Sonication;	100%

2,4-dichlorobenzaldeyhde (874-42-0) + ethanethiol (75-08-1) → 2,4-bis(ethylthio)-benzaldehyde

Conditions	Yield
Stage #1: ethanethiol With sodium hydroxide In water at 20℃; for 0.5h; Stage #2: 2,4-dichlorobenzaldeyhde With tetrabutylammomium bromide In water at 82℃; for 2.5h;	99.1%
With potassium hydroxide In ethanol for 3h; Heating;	48.41%

2,4-dichlorobenzaldeyhde (874-42-0) + ethyl 2-cyanoacetate (105-56-6) → ethyl (E)-2-cyano-3-(2,4-dichlorophenyl)-2-propenoate (7324-89-2, 24393-45-1)

Conditions	Yield
With sodium benzoate at 20℃; for 1.8h; Knoevenagel condensation; Sonication; neat (no solvent);	99%
With sodium metasilicate pentahydrate at 20℃; for 1.08333h; Knoevenagel condensation; neat (no solvent);	97.2%
With 2,3,4,5,7,8,9,10-octahydropyrimido[1,2-a]azepin-1-ium acetate In water at 20℃; for 2h; Knoevenagel condensation;	75%
With (2-hydroxyethyl)ammonium formate at 20℃; for 8h; Knoevenagel condensation; stereospecific reaction;	75%
With piperidine

2,4-dichlorobenzaldeyhde (874-42-0) + malononitrile (109-77-3) → 2-(2,4-dichlorobenzylidene)malononitrile (2972-76-1)

Conditions	Yield
In water at 20℃; for 0.166667h; Knoevenagel Condensation; Green chemistry;	99%
With sodium benzoate In ethanol at 20℃; for 0.116667h; Knoevenagel condensation; Sonication;	98.3%
With 2,4,6-triamino-s-triazine In ethanol at 25 - 30℃; for 0.116667h; Knoevenagel Condensation; Sonication;	96%

2,4-dichlorobenzaldeyhde (874-42-0) + aniline (62-53-3) → N-<(2,4-dichlorophenyl)methylene>benzamine (5330-43-8)

Conditions	Yield
In toluene for 2h; Heating;	99%
With sulfated zirconia supported on magnetic nanoparticles In ethanol at 20℃; for 0.0333333h; Green chemistry;	90%
With hydroxylamine hydrochloride supported on melamin formaldehyde for 0.133333h; Microwave irradiation; neat (no solvent);	85%

malonic acid (141-82-2) + 2,4-dichlorobenzaldeyhde (874-42-0) → 2,4-dichlorocinnamic acid (20595-45-3, 20595-46-4, 1201-99-6)

Conditions	Yield
With pyridine at 100℃; Knoevenagel-Doebner-Stobbe Reaction;	99%
With piperidine; pyridine for 1h; Heating;	80%
With pyridine; aniline In toluene Reflux;	64.6%

2,4-dichlorobenzaldeyhde (874-42-0) + thiophenol (108-98-5) → 2,4-bis(phenylthio)benzaldehyde (359015-54-6)

Conditions	Yield
With sodium hydroxide In ethanol for 16h; Heating;	99%

2,4-dichlorobenzaldeyhde (874-42-0) + tributyl-(1,3,3,3-tetrafluoro-2-p-tolyl-propenyl)-stannane → (E)-4,4,4-trifluoro-3-(4-methylphenyl)-2-fluoro-1-(2,4-dichlorophenyl)but-2-en-1-ol

Conditions	Yield
Stage #1: tributyl-(1,3,3,3-tetrafluoro-2-p-tolyl-propenyl)-stannane With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: 2,4-dichlorobenzaldeyhde In tetrahydrofuran; hexane at 25℃; for 1h;	99%

2,4-dichlorobenzaldeyhde (874-42-0) + (Z)-3,3,3-trifluoro-2-(4-chlorophenyl)-1-fluoro-tributylstanylprop-1-ene → (E)-4,4,4-trifluoro-3-(4-chlorophenyl)-2-fluoro-1-(2,4-dichlorophenyl)but-2-en-1-ol

Conditions	Yield
Stage #1: (Z)-3,3,3-trifluoro-2-(4-chlorophenyl)-1-fluoro-tributylstanylprop-1-ene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: 2,4-dichlorobenzaldeyhde In tetrahydrofuran; hexane at 25℃; for 1h;	99%

Upstream product

• 6425-26-9 2,4-dichloro-1-(dibromomethyl)benzene 
• 3760-54-1 1-pyrrolidinecarboxaldehyde 
• 60060-44-8 2-bromocyclohexane-1,3-dienone 
• 4394-85-8 4-morpholinecarboxaldehyde 
• 72036-58-9 2-hydroxy-2-penten-4-one 
• 559-91-1 1-phenylperfluorobutan-1-one 
• 22832-87-7 miconasole nitrate 
• 59293-67-3 2,4-dichlorobenzyl mercaptan 
• 163226-26-4 tert-butyl 2,4-dichlorobenzylidenecarbamate 
• 75-17-2 formaldoxime 
• 554-00-7 2,4-Dichloroaniline 
• 68-12-2 N,N-dimethyl-formamide 
• 123-54-6 acetylacetone 
• 110-91-8 morpholine 

Downstream Products

• 103754-42-3 -3-(2,4-dichlorophenyl)-2-methylprop-2-enoic acid 
• 108540-62-1 2-(2,4-dichloro-phenyl)-2-hydroxy-1-pyrrol-2-yl-ethanone 
• 37034-01-8 3c-(2,4-dichloro-phenyl)-2-[2]thienyl-acrylonitrile 
• 7402-71-3 3t-(2,4-dichloro-phenyl)-1-[2]thienyl-propenone 
• 6331-80-2 5-(2,4-dichloro-benzylidene)-imidazolidine-2,4-dione 
• 26738-34-1 5-(2,4-dichlorophenylmethylene)-2-thioxothiazolidin-4-one 
• 144293-91-4 N'-[(E)-(2,4-dichloro-phenyl)methylidene]isonicotinohydrazide 
• 107272-71-9 2-mercapto-nicotinic acid-(2,4-dichloro-benzylidenehydrazide) 
• 99514-01-9 4-mercapto-nicotinic acid-(2,4-dichloro-benzylidenehydrazide) 
• 96583-22-1 3-mercapto-isonicotinic acid-(2,4-dichloro-benzylidenehydrazide) 
• 1201-99-6 trans-2,4-dichlorocinnamic acid 
• 52287-58-8 1-(2,4-Dichlorphenyl)-2-nitropropen 
• 18984-21-9 trans-2,4-dichloro-β-nitrostyrene 
• 99282-89-0 (2,4-dichloro-trans-styryl)-methyl sulfone 

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