Conditions | Yield |
---|---|
With tert.-butylhydroperoxide at 80℃; for 7h; Green chemistry; | 98% |
With dmap; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper diacetate In neat (no solvent) at 100℃; for 18h; Green chemistry; | 97% |
With 2C36H60N9(3+)*3O4W(2-); dihydrogen peroxide In water at 20℃; for 0.166667h; Green chemistry; | 96% |
3,4-Cl2-Ph-CH2OTMS
3,4-dichlorobenzaldehyde
Conditions | Yield |
---|---|
With copper(II) nitrate trihydrate; water; silica gel; potassium bromide at 90℃; for 0.7h; Neat (no solvent); | 90% |
3,4-dichlorobenzaldehyde
Conditions | Yield |
---|---|
With hydrogenchloride; water In diethyl ether; toluene at 20℃; for 2h; Inert atmosphere; | 88% |
Conditions | Yield |
---|---|
With benzo[c]cinnoline; sodium iodide In N,N-dimethyl-formamide at 80℃; Kornblum Aldehyd Synthesis; | 85% |
Conditions | Yield |
---|---|
With triethylamine; palladium dichloride In water; N,N-dimethyl-formamide at 110℃; under 760.051 Torr; for 4h; Inert atmosphere; | 83% |
3,4-dichlorobenzyl mercaptan
3,4-dichlorobenzaldehyde
Conditions | Yield |
---|---|
With dipotassium peroxodisulfate; tetrakis(pyridine)silver(II) peroxodisulfate; oxygen In N,N-dimethyl-formamide at 23℃; under 760.051 Torr; Irradiation; | 65% |
tert-butyl 3,4-dichlorobenzylidenecarbamate
A
3,4-dichlorobenzaldehyde
C
N-tert-butoxycarbonyl-3-(3,4-dichlorophenyl)oxaziridine
Conditions | Yield |
---|---|
With n-butyllithium; 3-chloro-benzenecarboperoxoic acid In hexane; dichloromethane -78 degC, 2 h, room t., 30 min; | A 21 % Spectr. B 8 % Spectr. C 63% |
With n-butyllithium; 3-chloro-benzenecarboperoxoic acid In hexane; dichloromethane -78 degC, 2 h, room t., 30 min; Title compound not separated from byproducts; | A 21 % Spectr. B 8 % Spectr. C 71 % Spectr. |
3,4-dichloro-1-trichloromethylbenzene
3,4-dichlorobenzaldehyde
Conditions | Yield |
---|---|
With 10% Pt/activated carbon; hydrogen; tri-n-butyl-tin hydride In N,N-dimethyl acetamide at 25℃; under 760.051 Torr; for 2h; chemoselective reaction; | 51% |
B
3,4-dichlorobenzaldehyde
Conditions | Yield |
---|---|
With oxygen; mercury In thiophene; benzene for 0.416667h; UV-irradiation; | A 40% B n/a |
Conditions | Yield |
---|---|
With sodium molybdate; dihydrogen peroxide; cobalt(II) acetate; acetic acid; sodium bromide at 90℃; for 0.25h; Temperature; | 29% |
4-chloro-3-nitro-benzaldehyde
3,4-dichlorobenzaldehyde
Conditions | Yield |
---|---|
With sodium dithionite; water Diazotieren und Umsetzen mit Kupfer(I)-chlorid in Salzsaeure; |
Conditions | Yield |
---|---|
With 2-morpholin-4-yldisulfanyl-benzothiazole |
3,4-dichlorostyrene
A
2,3',4'-trichloroacetophenone
B
1,2-Dichloro-4-((Z)-2-chloro-vinyl)-benzene
C
1,2-Dichloro-4-((E)-2-chloro-vinyl)-benzene
D
3,4-dichlorobenzaldehyde
Conditions | Yield |
---|---|
With chlorine dioxide In tetrachloromethane at 52 - 54℃; for 2h; Further byproducts given. Title compound not separated from byproducts; | A 25.1 % Chromat. B 3.1 % Chromat. C 19.8 % Chromat. D 1.0 % Chromat. |
Conditions | Yield |
---|---|
With trichlorophosphate In N,N-dimethyl-formamide |
Conditions | Yield |
---|---|
With trichlorophosphate In N,N-dimethyl-formamide |
3,4-dichlorobenzaldehyde
Conditions | Yield |
---|---|
With sulfuric acid at 30 - 40℃; |
3,4-dichlorobenzaldehyde
Conditions | Yield |
---|---|
With water; calcium carbonate |
Conditions | Yield |
---|---|
anschliessenden Erhitzen mit wss.HCl; |
Conditions | Yield |
---|---|
at 220℃; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: Br2 2: Mor View Scheme |
(1E,4E)-1-(3,4-dichlorophenyl)-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-1,4-dien-3-one
B
3,4-dichlorobenzaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: oxygen / thiophene; benzene / 0.67 h / UV-irradiation 2: oxygen; mercury / thiophene; benzene / 0.42 h / UV-irradiation View Scheme |
Conditions | Yield |
---|---|
With oxygen; benzaldehyde In toluene for 2.25h; Reflux; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere 2: pyridinium chlorochromate / dichloromethane View Scheme |
acetone
3,4-dichlorobenzaldehyde
(1E,4E)-1,5-bis(3,4-dichlorophenyl)penta-1,4-dien-3-one
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol; water at 20℃; for 1h; | 100% |
With sodium hydroxide In ethanol; water at 20℃; Aldol Addition; | 70% |
With sodium hydroxide | |
With sodium hydroxide In ethanol |
Conditions | Yield |
---|---|
With sodium tetrahydroborate In methanol at 0℃; Inert atmosphere; | 100% |
With potassium fluoride on basic alumina; formaldehyd for 0.0666667h; cross-Cannizzaro reaction; microwave irradiation; | 93% |
With sodium tetrahydroborate In methanol at 0 - 20℃; for 4h; | 90% |
Conditions | Yield |
---|---|
With sodium hydroxide In water at 20℃; for 2h; | 100% |
With sodium hydroxide In water at 20℃; for 2h; | 100% |
With sodium hydroxide for 72h; Ambient temperature; | 70% |
phenylazomalonamamidine hydrochloride
3,4-dichlorobenzaldehyde
2,8-Bis-(3,4-dichloro-phenyl)-1,7-dihydro-purin-6-one
Conditions | Yield |
---|---|
at 170℃; for 1h; | 100% |
3,4-dichlorobenzaldehyde
2,2-dimethoxyethylamine
N-<(3,4-dichlorophenyl)methylene>-2,2-dimethoxyethanamine
Conditions | Yield |
---|---|
In toluene for 1.5h; Heating; | 100% |
In toluene for 0.5h; Heating; | 100% |
for 0.333333h; Heating; |
3,4-dichlorobenzaldehyde
2,2-dimethoxyethylamine
[1-(3,4-Dichloro-phenyl)-meth-(Z)-ylidene]-(2,2-dimethoxy-ethyl)-amine
Conditions | Yield |
---|---|
In benzene Heating; | 100% |
In toluene Heating / reflux; |
diethylzinc
3,4-dichlorobenzaldehyde
(S)-1-(3,4-Dichloro-phenyl)-propan-1-ol
Conditions | Yield |
---|---|
With titanium(IV) isopropylate; N,N’-(1R,2R)-cyclohexane-1,2-diylbis(1,1,1-trifluoromethanesulfonamide) In toluene at -78℃; | 100% |
Stage #1: diethylzinc; 3,4-dichlorobenzaldehyde With titanium(IV) isopropylate; N,N’-(1R,2R)-cyclohexane-1,2-diylbis(1,1,1-trifluoromethanesulfonamide) In toluene at -78 - 20℃; Stage #2: With hydrogenchloride In water; toluene | |
Stage #1: diethylzinc With titanium(IV) isopropylate; N,N’-(1R,2R)-cyclohexane-1,2-diylbis(1,1,1-trifluoromethanesulfonamide) In toluene at -78 - 40℃; for 0.666667h; Stage #2: 3,4-dichlorobenzaldehyde In toluene at -78 - 20℃; | |
Stage #1: diethylzinc With titanium(IV) isopropylate; N,N’-(1R,2R)-cyclohexane-1,2-diylbis(1,1,1-trifluoromethanesulfonamide) In toluene at -78 - 40℃; for 0.666667h; Stage #2: 3,4-dichlorobenzaldehyde In toluene at 0 - 20℃; Stage #3: With hydrogenchloride; water In toluene at 20℃; |
dimethyl (2-oxopropyl)phosphonate
3,4-dichlorobenzaldehyde
(E)-4-(3,4-dichlorophenyl)but-3-en-2-one
Conditions | Yield |
---|---|
With potassium carbonate In water at 5℃; for 0.25h; | 100% |
ethylene glycol
3,4-dichlorobenzaldehyde
2-(3,4-dichlorophenyl)-1,3-dioxolane
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In toluene for 6h; Reflux; Dean-Stark; | 100% |
With poly(ethylene glycol) 1000 based dicationic acidic ionic liquid In toluene at 80℃; for 1h; Reagent/catalyst; Ionic liquid; | 84% |
Conditions | Yield |
---|---|
In neat (no solvent) for 0.05h; | 100% |
Conditions | Yield |
---|---|
With dihydrogen peroxide In acetic acid at 90℃; for 7h; | 99% |
With dihydrogen peroxide; benzeneseleninic acid In tetrahydrofuran for 8h; Heating; | 98% |
With oxygen; Langlois reagent In acetonitrile at 25℃; under 760.051 Torr; for 12h; Irradiation; Green chemistry; | 95% |
3,4-dichlorobenzaldehyde
γ-aminopropyl-2-methyl-6-phenyl-1,3-dioxa-6-aza-2-silacyclooctane
Conditions | Yield |
---|---|
With potassium carbonate In benzene at 20℃; for 2h; | 99% |
tert-butyl 1-(2-methylallyl)hydrazinecarboxylate
3,4-dichlorobenzaldehyde
Conditions | Yield |
---|---|
In ethanol at 20℃; | 99% |
ethyl acetoacetate
3,4-dichlorobenzaldehyde
malononitrile
6-amino-4-(3,4-dichlorophenyl)-2,4-dihydro-3-methylpyrano[2,3-c]pyrazole-5-carbonitrile
Conditions | Yield |
---|---|
With hydrazine hydrate; heptakis(6-amino-6-deoxy)-β-cyclodextrin at 20℃; for 0.0166667h; Neat (no solvent); | 99% |
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; 1-(2-hydroxyethyl)pyridinium chloride In water at 20℃; for 0.416667h; Morita-Baylis-Hillman Alkylation; Green chemistry; | 99% |
With 1,4-diaza-bicyclo[2.2.2]octane; choline chloride; glycerol In water at 20℃; for 2h; Morita-Baylis-Hillman Alkylation; Green chemistry; | 94% |
With 1,4-diaza-bicyclo[2.2.2]octane In 1,4-dioxane; water at 20℃; for 4h; Baylis-Hillman reaction; | 68% |
2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
3,4-dichlorobenzaldehyde
Conditions | Yield |
---|---|
Stage #1: 3,4-dichlorobenzaldehyde With (R)-6,6'-bis(2,4,6-triisopropylphenyl)-1,1'-spirobiindanyl-7,7'-diyl hydrogen phosphate In toluene at -70℃; Inert atmosphere; Stage #2: 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane In toluene at -70℃; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 99% |
1,1-bis(phenylsulfonyl)ethylene
3,4-dichlorobenzaldehyde
Conditions | Yield |
---|---|
With (S)-N-(3,5-bis(trifluoromethyl)phenyl)-2-(diphenyl ((tri-methylsilyl)oxy)methyl)pyrrolidine-1-carbothioamide; benzoic acid In dichloromethane; water at 20℃; for 18h; Michael Addition; enantioselective reaction; | A 99% B n/a |
Conditions | Yield |
---|---|
Stage #1: 3,4-dichlorobenzaldehyde; N-methylaniline With silicotungstic acid supported on Amberlyst 15 beads (WSi/A15 catalyst) In neat (no solvent) at 20℃; for 0.166667h; Friedel-Crafts Alkylation; Inert atmosphere; Green chemistry; Stage #2: indole With silicotungstic acid supported on Amberlyst 15 beads (WSi/A15 catalyst) In neat (no solvent) at 20℃; for 5h; Catalytic behavior; Friedel-Crafts Alkylation; Inert atmosphere; Green chemistry; regioselective reaction; | 99% |
Conditions | Yield |
---|---|
With lithium hydroxide In ethanol; water at 23 - 27℃; for 0.00277778h; Claisen-Schmidt Condensation; Sonication; | 99% |
1,2-diamino-benzene
3,4-dichlorobenzaldehyde
2-(3,4-dichlorophenyl)-1H-benzo[d]imidazole
Conditions | Yield |
---|---|
With air In ethanol at 20℃; for 6h; Green chemistry; | 98.1% |
With sodium disulfite In N,N-dimethyl-formamide for 2h; Reflux; | 91% |
With ammonium acetate at 70℃; for 1h; | 74% |
acetophenone
3,4-dichlorobenzaldehyde
3-(3,4-dichlorophenyl)-1-phenyl-2-propen-1-one
Conditions | Yield |
---|---|
With sodium carbonate In water at 100℃; for 3h; | 98% |
With Musa sp. 'Malbhog' peel ash In neat (no solvent) at 20℃; for 0.3h; Reagent/catalyst; Claisen-Schmidt Condensation; | 86% |
With potassium hydroxide In ethanol; water at 20℃; Claisen-Schmidt Condensation; | 30% |
trimethylsilyl cyanide
3,4-dichlorobenzaldehyde
2-(3,4-dichlorophenyl)-2-((trimethylsilyl)oxy)acetonitrile
Conditions | Yield |
---|---|
With triethylamine at 20℃; for 24h; | 98% |
With zinc(II) iodide at 5 - 20℃; for 0.333333h; Yield given; | |
With zinc(II) iodide |
phenylazomalonamamidine hydrochloride
3,4-dichlorobenzaldehyde
2-{N-[1-(3,4-Dichloro-phenyl)-meth-(E)-ylidene]-carbamimidoyl}-2-phenylazo-acetamide; hydrochloride
Conditions | Yield |
---|---|
at 120℃; for 0.25h; | 98% |
Conditions | Yield |
---|---|
In benzene Heating; | 98% |
In benzene | 98% |
In benzene | 98% |
Conditions | Yield |
---|---|
With hydrogenchloride In methanol for 12h; Heating; | 98% |
3,4-dichlorobenzaldehyde
diethyl malonate
diethyl 2-(3,4-dichlorobenzylidene)malonate
Conditions | Yield |
---|---|
piperidine; benzoic acid In benzene Condensation; refluxing overnight under an argon atmosphere with Dean-Stark trap; | 98% |
With piperidine; acetic acid In toluene Reflux; | |
With piperidine; acetic acid In toluene for 6h; Knoevenagel condensation; Reflux; | |
With piperidine In 5,5-dimethyl-1,3-cyclohexadiene Reflux; Inert atmosphere; Sealed tube; | |
Knoevenagel Condensation; Sealed tube; |
anthranilic acid amide
3,4-dichlorobenzaldehyde
Conditions | Yield |
---|---|
With iodine at 80℃; for 0.5h; Ionic liquid; | 98% |
With aluminum oxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone for 0.15h; Condensation; oxidation; microwave irradiation; | 83% |
3,4-dichlorobenzaldehyde
1-(3,4-dichlorophenyl)but-3-en-1-ol
Conditions | Yield |
---|---|
With bismuth(III) chloride for 0.0333333h; Irradiation; | 98% |
Conditions | Yield |
---|---|
With sodium carbonate In water at 70℃; for 4h; | 98% |
With sodium hydroxide In water at 0 - 25℃; for 24h; Inert atmosphere; | 46% |
3,4-Dichlorobenzaldehyde (6287-38-3) is also named as OTAVA-BB BB7018801961 ; 3,4-DCAD;AKOS BBS-00000836 ; Labotest-BB LT00932384 ; 3,4-dichlorobenzenecarboxaldehyde ; 3,4-Dichlorobenzaldehyde,95% ; Benzaldehyde, 3,4-dichloro- ; CCRIS 6015 ; D56608_ALDRICH ; MLS002415698 ; NSC8763 ,and so on. 3,4-Dichlorobenzaldehyde (6287-38-3) is white to slightly yellow low melting solid.
IUPAC Name: 3,4-Dichlorobenzaldehyde
CAS: 6287-38-3
Molecular Formula: C7H4Cl2O
Molecular Weight: 175.01
Molecular structure:
EINECS: 228-520-5
Melting point: 39-42 °C(lit.)
Storage temp.: 0-6°C
Water Solubility: insoluble
Sensitive: Air Sensitive
BRN: 636379
ACD/LogD (pH 5.5): 0.41
ACD/LogD (pH 7.4): 1.44
ACD/BCF (pH 5.5): 1
ACD/BCF (pH 7.4): 1.41
ACD/KOC (pH 5.5): 1
ACD/KOC (pH 7.4): 6.25
H bond acceptors: 4
H bond donors: 1
Freely Rotating Bonds: 9
Index of Refraction: 1.631
Molar Refractivity: 117.36 cm3
Molar Volume: 329 cm3
Polarizability: 46.52 10-24cm3
Surface Tension: 47.6 dyne/cm
Density: 1.172 g/cm3
Flash Point: 287.7 °C
Enthalpy of Vaporization: 83.26 kJ/mol
Boiling Point: 552.1 °C at 760 mmHg
Vapour Pressure: 3.11E-12 mmHg at 25°C
1. 3,4-Dichlorobenzaldehyde (6287-38-3) is commonly used as dye intermediate.
2. 3,4-Dichlorobenzaldehyde (6287-38-3) is organic intermediate to produce medicine.
Hazard Codes: C,Xi
Risk Statements: 34-36/37/38 (34: Causes burns 36/37/38: Irritating to eyes, respiratory system and skin)
Safety Statements: 26-27-28-36/37/39-45 (26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 28: After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) 36/37/39: Wear suitable protective clothing, gloves and eye/face protection 45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible))
RIDADR: UN 1759 8/PG 2
WGK Germany: 3
F: 9-23
Hazard Note: Irritant/Air Sensitive
HazardClass: 8
PackingGroup: III
Removal in wastewater treatment of 3,4-Dichlorobenzaldehyde (6287-38-3) can be stated as follows:
Total removal:85.90 percent
Total biodegradation:0.73 percent
Total sludge adsorption:85.17 percent
Total to Air:0.00 percent
(using 10000 hr Bio P,A,S)
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