34328-61-5

Basic information

• Product Name: 3-Chloro-4-fluorobenzaldehyde
• Synonyms: 3-CHLORO-4-FLUOROBENZALDEHYDE;TIMTEC-BB SBB003984;3-Chloro-4-fluorobenzaldehyde 96%;3-Chloro-4-fluorobenzaldehyde96%;3-Chloro-4-fluorobenzaldehyde,97%;3-Chloro-4-fluorobenzaldehyde, 97% 1GR
• CAS NO: 34328-61-5
• Molecular Formula: C₇H₄ClFO
• Molecular Weight: 158.56
• EINECS: -0
• Product Categories: Aromatic Aldehydes & Derivatives (substituted);Benzaldehyde;Adehydes, Acetals & Ketones;Chlorine Compounds;Fluorine Compounds;Aldehydes;C7;Carbonyl Compounds
• Mol File: 34328-61-5.mol
• Article Data: 5

Chemical Properties

• Melting Point: 28-30 °C(lit.)
• Boiling Point: 66 °C
• Flash Point: >230 °F
• Appearance: Clear light yellow/Liquid After Melting
• Density: 1.3310 (estimate)
• Vapor Pressure: 0.113mmHg at 25°C
• Refractive Index: 1.544-1.546
• Storage Temp.: Refrigerator
• Sensitive: Air Sensitive
• BRN: 1857885
• CAS DataBase Reference: 3-Chloro-4-fluorobenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Chloro-4-fluorobenzaldehyde(34328-61-5)
• EPA Substance Registry System: 3-Chloro-4-fluorobenzaldehyde(34328-61-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-28-36-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 34328-61-5(Hazardous Substances Data)

Usage

Chemical Description

3-chloro-4-fluorobenzaldehyde is a starting material used in the synthesis of the 3-substituted 4-(3-chloro-4-fluorophenyl)-1H-pyrrole derivatives.

Chemical Properties

Colorlesstolightyellowliqiu

Uses

3-Chloro-4-fluorobenzaldehyde was used in synthesis of triclosan analogs bearing isoxazole group on ring.

InChI:InChI=1/C7H4ClFO/c8-6-3-5(4-10)1-2-7(6)9/h1-4H

Synthetic route

potassium (2-fluoro-5-formyl)phenyltrifluoroborate (1012868-70-0) → 3-Chloro-4-fluorobenzaldehyde (34328-61-5)

Conditions	Yield
With trichloroisocyanuric acid In water; ethyl acetate at 20℃; for 0.666667h; Open flask;	80%

3,4-dichlorobenzaldehyde (6287-38-3) → 3-Chloro-4-fluorobenzaldehyde (34328-61-5)

Conditions	Yield
With potassium fluoride; 18-crown-6 ether; tetraphenylphosphonium bromide at 230℃; for 2h;	66%
With potassium fluoride	66%
With potassium fluoride In sulfolane at 220℃; for 12h;	98 % Turnov.

3-chloro-4-fluorophenylamine (367-21-5) + formaldoxime (75-17-2) → 3-Chloro-4-fluorobenzaldehyde (34328-61-5)

Conditions	Yield
(i) NaNO2, HCl, NaOAc, (ii) /BRN= 1697325/, CuSO4, Na2SO3, (iii) aq. HCl; Multistep reaction;

3-Chloro-4-fluorobenzaldehyde (34328-61-5) + p-aminoethylbenzoate (94-09-7) → 4-[(3-chloro-4-fluoro-benzylidene)-amino]-benzoic acid ethyl ester (1343459-28-8)

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 12h; Reflux;	100%
toluene-4-sulfonic acid In toluene for 12h; Reflux;	100%

3-Chloro-4-fluorobenzaldehyde (34328-61-5) + 3-fluorobenzene-1,2-diamine (18645-88-0) → C14H9ClF2N2

Conditions	Yield
With C23H3BF16N2O In toluene at 25℃; for 3h; Green chemistry;	100%

3-Chloro-4-fluorobenzaldehyde (34328-61-5) + dimethyl amine (124-40-3) → 3-chloro-4-(dimethylamino)benzaldehyde (64519-09-1)

Conditions	Yield
In tetrahydrofuran at 90℃; for 36h;	99%

3-Chloro-4-fluorobenzaldehyde (34328-61-5) + ethyl acetoacetate (141-97-9) + dimedone (126-81-8) → ethyl 4-(3-chloro-4-fluorophenyl)-1,4,5,6,7,8-hexahydro-2,7,7-trimethyl-5-oxoquinoline-3-carboxylate (1310825-77-4)

Conditions	Yield
With ammonium acetate In acetonitrile at 20℃; for 0.0333333h; Hantzsch pyridine synthesis;	98%

3-Chloro-4-fluorobenzaldehyde (34328-61-5) + 5-(aminomethyl)-2-chloropyridine (97004-04-1) → C13H11Cl2FN2

Conditions	Yield
Stage #1: 3-Chloro-4-fluorobenzaldehyde; 5-(aminomethyl)-2-chloropyridine In methanol at 20℃; Stage #2: With sodium tetrahydroborate In methanol at 20℃; for 0.333333h;	96.7%

malonic acid (141-82-2) + 3-Chloro-4-fluorobenzaldehyde (34328-61-5) → (E)-3-(3-chloro-4-fluorophenyl)acrylic acid (155814-22-5)

Conditions	Yield
With piperidine for 4h; Reagent/catalyst; Temperature; Knoevenagel Condensation; Reflux; diastereoselective reaction;	96%
With piperidine; pyridine at 70℃; Knoevenagel reaction;

Methyl 3-mercaptopropionate (2935-90-2) + 3-Chloro-4-fluorobenzaldehyde (34328-61-5) → 3-(2-chloro-4-formyl-phenylsulfanyl)-propionic acid methyl ester (341497-56-1)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 2h;	95%

D-Sorbose (3615-56-3) + 3-Chloro-4-fluorobenzaldehyde (34328-61-5) → bis(3-chloro-4-fluorobenzylidene) sorbitol

Conditions	Yield
With toluene-4-sulfonic acid In methanol; cyclohexane; water	95%

3-Chloro-4-fluorobenzaldehyde (34328-61-5) + 6-isopropyl-N-propyloctahydro-1H-isoindol-4-amine → 2-(3-chloro-4-fluorobenzyl)-6-isopropyl-N-propyloctahydro-1H-isoindol-4-amine

Conditions	Yield
With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; for 1h; Inert atmosphere;	95%

1H-imidazole (288-32-4) + 3-Chloro-4-fluorobenzaldehyde (34328-61-5) → 3-chloro-4-(1H-imidazol-1-yl)benzaldehyde (870837-48-2)

Conditions	Yield
With potassium carbonate; copper(II) oxide In N,N-dimethyl-formamide at 120℃; for 2h;	94%
With potassium carbonate In N,N-dimethyl-formamide at 80℃;

3-Chloro-4-fluorobenzaldehyde (34328-61-5) + 2-hydroxy-5-methyl-3-nitroacetophenone (66108-30-3) → N-(3-{(E)-3-[4-(benzyloxy)-3-bromophenyl]-2-propenoyl}-2-hydroxy-5-methylphenyl)acetamide (372102-30-2) + (E)-3-(3-chloro-4-fluorophenyl)-1-(2-hydroxy-5-methyl-3-nitrophenyl)-2-propen-1-one (372102-60-8)

Conditions	Yield
	A 94% B n/a

3-Chloro-4-fluorobenzaldehyde (34328-61-5) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → ethyl (2E)-3-(3-chloro-4-fluorophenyl)acrylate (1338684-12-0)

Conditions	Yield
In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;	94%

3-Chloro-4-fluorobenzaldehyde (34328-61-5) + 5-amino-2-cyanopyridine (55338-73-3) → 5-[(3-chloro-4-fluoro-benzylidene)-amino]-pyridine-2-carbonitrile (1353971-09-1)

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 12h; Reflux;	93.6%
With toluene-4-sulfonic acid In toluene for 12h; Reflux;	93.6%

3-Chloro-4-fluorobenzaldehyde (34328-61-5) + 1,2-diamino-benzene (95-54-5) → C14H10ClFN2

Conditions	Yield
With C23H3BF16N2O In toluene at 25℃; for 3h; Green chemistry;	93%

3-Chloro-4-fluorobenzaldehyde (34328-61-5) + 1-methyl-4-nitrobenzene (99-99-0) + triethyl phosphite (122-52-1) → diethyl (3-chloro-4-fluorophenyl)(p-tolylamino)methylphosphonate

Conditions	Yield
With hydrogenchloride; indium In water at 20℃; for 0.833333h;	92%

3-Chloro-4-fluorobenzaldehyde (34328-61-5) + 4-(2,4-dichlorophenyl)-1,3-thiazol-2-amine (93209-97-3) + triethyl phosphite (122-52-1) → diethyl (3-chloro-4-fluorophenyl)[4-(2,4-dichlorophenyl)thiazol-2-ylamino]methanephosphonate

Conditions	Yield
With nano-BF3/SiO2 In neat (no solvent) at 20℃; for 0.233333h; Temperature; Kabachnik-Fields Reaction; Sonication; Green chemistry;	92%

3-Chloro-4-fluorobenzaldehyde (34328-61-5) + (R)-2-methylpropane-2-sulfinamide (196929-78-9) → (R)-N-[(3-chloro-4-fluorophenyl)methylene]-2-methylpropane-2-sulfinamide

Conditions	Yield
With titanium(IV) tetraethanolate In dichloromethane for 20h;	92%

3-Chloro-4-fluorobenzaldehyde (34328-61-5) → 3-chloro-4-fluorobenzonitrile (117482-84-5)

Conditions	Yield
With hydroxylamine hydrochloride; zinc(II) oxide for 0.0166667h; Microwave irradiation; neat (no solvent);	91%
With hydroxylamine hydrochloride; toluene-4-sulfonic acid for 0.0111111h; Microwave irradiation;	85%

4-Amino-2,6-dihydroxypyrimidine (873-83-6) + 3-Chloro-4-fluorobenzaldehyde (34328-61-5) + 3-methyl-2-pyrazoline-5-one (108-26-9) → 4-(3-chloro-4-fluorophenyl)-3-methyl-4,8-dihydropyrazolo[4',3':5,6]pyrano[2,3-d]pyrimidine-5,7(1H,6H)-dione

Conditions	Yield
With potassium carbonate In ethanol at 70℃;	91%

3-Chloro-4-fluorobenzaldehyde (34328-61-5) + C16H24O5 → C23H27ClO6

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 18h;	90%
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 18h; Inert atmosphere;	90%

3-Chloro-4-fluorobenzaldehyde (34328-61-5) + hydroxy-2-propanone (116-09-6) → (3R,4S)-3,4-dihydroxy-4-(3-chloro-4-fluorophenyl)butan-2-one

Conditions	Yield
With (1S,2S)-N'-methyl-N'-((S)-1-phenylethyl)cyclohexane-1,2-diamine; trifluoroacetic acid In water; N,N-dimethyl-formamide at 20℃; aldol reaction; optical yield given as %ee; enantioselective reaction;	89%

3-Chloro-4-fluorobenzaldehyde (34328-61-5) + thiophenol (108-98-5) → 3-chloro-4-(phenylthio)benzaldehyde (1260497-63-9)

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 100℃;	89%

t-butoxycarbonylhydrazine (870-46-2) + 3-Chloro-4-fluorobenzaldehyde (34328-61-5) → C12H14ClFN2O2

Conditions	Yield
With pyridinium p-toluenesulfonate In dichloromethane at 20℃; for 0.123333h; Flow reactor;	89%

2-methylfuran (534-22-5) + 3-Chloro-4-fluorobenzaldehyde (34328-61-5) → 5,5'-(3-chloro-4-fluorobenzyl)bis(2-methylfuran)

Conditions	Yield
With aminosulfonic acid at 70℃; for 6h;	89%

3-aminohept-2-enoic acid ethyl ester (372120-72-4) + 2H-pyran-3,5(4H,6H)-dione (61363-56-2) + 3-Chloro-4-fluorobenzaldehyde (34328-61-5) → 2-butyl-4-(3-chloro-4-fluoro-phenyl)-5-oxo-4,5,6,8-tetrahydro-1H-pyrano[3,4-b]pyridine-3-carboxylic acid ethyl ester (927670-37-9)

Conditions	Yield
In ethanol at 80℃; for 16h;	88%

4-Amino-2,6-dihydroxypyrimidine (873-83-6) + 3-Chloro-4-fluorobenzaldehyde (34328-61-5) + malononitrile (109-77-3) → 7-amino-5-(3-chloro-4-fluorophenyl)-2,4-dioxo-1,2,3,4,5,8-hexahydropyrido[2,3-d]pyrimidine-6-carbonitrile

Conditions	Yield
With potassium carbonate In ethanol at 70℃;	88%

3-Chloro-4-fluorobenzaldehyde (34328-61-5) + 3-(4-oxoquinazolin-4(3H)-yl)propanehydrazide → N'-(3-chloro-4-fluorobenzylidene)-3-(4-oxoquinazolin-3(4H)-yl)propanehydrazide

Conditions	Yield
With piperidine In ethanol for 8h; Reflux;	88%

3-Chloro-4-fluorobenzaldehyde (34328-61-5) + 2,3-diamino-1,4-naphthoquinone (13755-95-8) → 2-(3-chloro-4-fluorophenyl)-1H-naphtho[2,3-d]imidazole-4,9-dione

Conditions	Yield
In dimethyl sulfoxide at 70℃;	87%

3-Chloro-4-fluorobenzaldehyde (34328-61-5) → 1-(3-chloro-4-fluorophenyl)-1H-1,2,3,4-tetrazole (351373-03-0)

Conditions	Yield
With sodium azide In methanol at 20℃; for 5h; Irradiation; regioselective reaction;	87%

3-Chloro-4-fluorobenzaldehyde (34328-61-5) + sodium methansulfinate (20277-69-4) → 3-chloro-4-(methylsulfonyl)benzaldehyde (101349-83-1)

Conditions	Yield
In dimethyl sulfoxide at 80℃;	86%
In dimethyl sulfoxide at 90℃; for 6h;
In dimethyl sulfoxide at 70℃;

Upstream product

• 1012868-70-0 potassium (2-fluoro-5-formyl)phenyltrifluoroborate 
• 6287-38-3 3,4-dichlorobenzaldehyde 
• 367-21-5 3-chloro-4-fluorophenylamine 
• 75-17-2 formaldoxime 

Downstream Products

• 155814-22-5 (E)-3-(3-chloro-4-fluorophenyl)acrylic acid 
• 1000313-21-2 1-(3-chloro-4-fluoro-benzylamino)-1H-pyrrole-2-carboxylic acid allyl ester 
• 543730-53-6 N-(3-Chloro-4-fluoro-benzyl)-O-methyl-hydroxylamine 
• 516481-17-7 2-[3-Chloro-4-(2-methoxy-4-methyl-phenoxy)-phenyl]-1H-benzoimidazole-5-carboxylic Acid Amide 
• 516481-16-6 2-[3-Chloro-4-(4-fluoro-3-methyl-phenoxy)-phenyl]-1H-benzoimidazole-5-carboxylic Acid Amide 
• 265321-28-6 2-benzyl-5-(3-chloro-4-fluorophenyl)-2,3,5,7,8,9-hexahydro-1H-cyclopenta [b][1,7]naphthyridine-4,6-dione 
• 315187-88-3 7-(3-chloro-4-fluorophenyl)-5-(trifluoromethyl)-2,3,4,7-tetrahydrothieno[3,2-b]pyridine, 1,1-dioxide 
• 909418-72-0 1,1-dimethylethyl 4-(2-chloro-4-formylphenyl)-1-piperaznecarboxylate 
• 117482-84-5 3-chloro-4-fluorobenzonitrile 
• 524053-73-4 C₁₄H₁₁ClFNO 
• 438554-17-7 3-chloro-4-fluoro-(1H-imidazol-2-yl)benzene 
• 300699-46-1 (E)-3-Chloro-4-fluorostyryl-4-chlorobenzylsulfone 
• 516481-14-4 2-[3-Chloro-4-(3,4-dimethoxy-phenoxy)-phenyl]-1H-benzoimidazole-5-carboxylic Acid Amide 
• 101349-83-1 3-chloro-4-(methylsulfonyl)benzaldehyde 

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