161793-17-5

Basic information

• Product Name: 2,3,4-Trifluorobenzaldehyde
• Synonyms: TIMTEC-BB SBB003969;2,3,4-TRIFLUOROBENZALDEHYDE;1,2,3-Trifluorobenzaldehyde;2,3,4-Trilfuorobenzaldehyde;Benzaldehyde, 2,3,4-trifluoro- (9CI);2,3,4-Trifluorobenzaldehyde 98%;2,3,4-Trifluorobenzaldehyde98%;2,3,4-trifluorobenzadehyde
• CAS NO: 161793-17-5
• Molecular Formula: C₇H₃F₃O
• Molecular Weight: 160.09
• EINECS: -0
• Product Categories: HALIDE;ALDEHYDE;Aromatic Aldehydes & Derivatives (substituted);Benzaldehyde;Fluorobenzaldehyde Series;Aldehydes;C7;Carbonyl Compounds;Fluorine series
• Mol File: 161793-17-5.mol

Chemical Properties

• Boiling Point: 77-79 °C20 mm Hg(lit.)
• Flash Point: 133 °F
• Appearance: Clear colorless/Liquid
• Density: 1.404 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.039mmHg at 25°C
• Refractive Index: n20/D 1.482(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive: Air Sensitive
• BRN: 7805818
• CAS DataBase Reference: 2,3,4-Trifluorobenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4-Trifluorobenzaldehyde(161793-17-5)
• EPA Substance Registry System: 2,3,4-Trifluorobenzaldehyde(161793-17-5)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39-37/39
• RIDADR: UN 1989 3/PG 3
• WGK Germany: 3
• HazardClass: IRRITANT
• PackingGroup: Ⅲ
• Hazardous Substances Data: 161793-17-5(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
2,3,4-Trifluorobenzaldehyde is used as a key intermediate in the chemical synthesis of a wide range of compounds, including pharmaceuticals, agrochemicals, and specialty chemicals. Its trifluoromethyl groups confer unique reactivity and stability to the molecules derived from it, making it a valuable building block in the development of novel and improved chemical products.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,3,4-Trifluorobenzaldehyde is used as a starting material for the synthesis of various drug candidates. The presence of fluorine atoms in the molecule can significantly influence the pharmacokinetic and pharmacodynamic properties of the resulting drugs, potentially leading to improved efficacy, selectivity, and safety profiles.
Used in Agrochemical Industry:
2,3,4-Trifluorobenzaldehyde is also utilized in the agrochemical industry for the development of new pesticides and other crop protection agents. The introduction of fluorine atoms can enhance the biological activity, environmental stability, and target selectivity of these compounds, resulting in more effective and environmentally friendly products.
Used in Specialty Chemicals:
In the specialty chemicals sector, 2,3,4-Trifluorobenzaldehyde is employed in the synthesis of various high-value compounds, such as dyes, fragrances, and advanced materials. The unique properties of the trifluoromethyl group can impart novel characteristics to these products, expanding their potential applications and market opportunities.

InChI:InChI=1/C8H4BrF3O/c9-6-3-1-5(2-4-6)7(13)8(10,11)12/h1-4H

Synthetic route

thiosemicarbazide (79-19-6) + 2,3,4-trifluorobenzaldehyde (161793-17-5) → 2,3,4-trifluorobenzaldehyde thiosemicarbazone

Conditions	Yield
With sulfuric acid In ethanol at 40℃; for 4h;	96%

(E)-N-(5-hydroxypent-2-en-1-yl)-4-nitro-N-(3-phenylprop-2-yn-1-yl)benzenesulfonamide + 2,3,4-trifluorobenzaldehyde (161793-17-5) → (7-((4-nitrophenyl)sulfonyl)-1-(2,3,4-trifluorophenyl)octahydro-1H-pyrano[3,4-c]pyridin-5-yl)(phenyl)methanone

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane at 0 - 20℃; for 0.5h; Inert atmosphere; diastereoselective reaction;	94%

1-amino-3-(dimethylamino)propane (109-55-7) + 2,3,4-trifluorobenzaldehyde (161793-17-5) → C12H15F3N2 (1535185-04-6)

Conditions	Yield
In toluene at 20℃; for 2h;	92%

C14H19NO4 + 2,3,4-trifluorobenzaldehyde (161793-17-5) → 4,6-dimethoxy-1-methyl-2'-(2,3,4-trifluorophenyl)-2',3',5',6'-tetrahydrospiro[indoline-3,4'-pyran]-2-one

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane at 0 - 20℃; for 12h; Inert atmosphere; diastereoselective reaction;	91%

3,5-dibromo-1-(2-tetrahydropyran-2-yloxyethyl)-1,2,4-triazole (1262197-67-0) + 2,3,4-trifluorobenzaldehyde (161793-17-5) → [5-bromo-2-(2-tetrahydropyran-2-yloxyethyl)-1,2,4-triazol-3-yl]-(2,3,4-trifluorophenyl)methanol

Conditions	Yield
Stage #1: 3,5-dibromo-1-(2-tetrahydropyran-2-yloxyethyl)-1,2,4-triazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.333333h; Stage #2: 2,3,4-trifluorobenzaldehyde In tetrahydrofuran; hexane at -78 - 20℃; for 2h;	91%

2-thioxo-4-thiazolidinone (141-84-4) + 2,3,4-trifluorobenzaldehyde (161793-17-5) → (Z)-2-thioxo-5-(2,3,4-trifluorobenzylidene)thiazolidin-4-one (1222801-74-2)

Conditions	Yield
With piperidine; acetic acid In ethanol at 140℃; under 13501.4 Torr; for 0.5h; Knoevenagel condensation; Microwave irradiation;	87.8%

2,4-thiazolidinedion (2295-31-0) + 2,3,4-trifluorobenzaldehyde (161793-17-5) → (Z)-5-(2,3,4-trifluorobenzylidene)thiazolidine-2,4-dione (1222801-77-5)

Conditions	Yield
With piperidine; acetic acid In ethanol at 140℃; under 13501.4 Torr; for 0.5h; Knoevenagel condensation; Microwave irradiation;	85.8%

1H-indene-1,3(2H)-dione (606-23-5) + 6-Amino-1,3-dimethylbarbituric acid (6642-31-5) + 2,3,4-trifluorobenzaldehyde (161793-17-5) → 5-(2,3,4-trifluorophenyl)-1,3-dimethyl-5,11-dihydro-1H-indeno-[2',1':5,6]pyrido[2,3-d]pyrimidine-2,3,6-trione (1172612-98-4)

Conditions	Yield
With acetic acid at 110℃; for 8h; Hantzsch dihydropyridine synthesis; Inert atmosphere;	83%

ethyl acetoacetate (141-97-9) + 2,3,4-trifluorobenzaldehyde (161793-17-5) → diethyl 2,6-dimethyl-4-(2,3,4-trifluorophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

Conditions	Yield
With ammonium acetate In ethanol at 60℃; for 8h; Hantzsch Dihydropyridine Synthesis;	80%

BARBITURIC ACID (67-52-7) + 2,3,4-trifluorobenzaldehyde (161793-17-5) → 5-(2,3,4-trifluorobenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione (1222801-84-4)

Conditions	Yield
In water at 100℃; for 1h; Knoevenagel condensation;	78.3%

2-(((4-chlorobenzyl)sulfonyl))acetic acid (118672-20-1) + 2,3,4-trifluorobenzaldehyde (161793-17-5) → (E)-2,3,4-trifluorostyryl 4-chlorobenzyl sulfone (334969-36-7)

Conditions	Yield
	78%

ethylene glycol (107-21-1) + 2,3,4-trifluorobenzaldehyde (161793-17-5) → 2-(2,3,4-trifluorophenyl)-1,3-dioxolane

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 24h; Reflux; Dean-Stark;	78%
With toluene-4-sulfonic acid In toluene for 24h; Reflux; Dean-Stark;	78%

Cyclopentamine (1003-03-8) + 2,3,4-trifluorobenzaldehyde (161793-17-5) → N-(2,3,4-trifluorobenzyl)cyclopentanamine

Conditions	Yield
Stage #1: Cyclopentamine; 2,3,4-trifluorobenzaldehyde In dichloromethane at 25℃; Molecular sieve; Stage #2: With sodium triacetoxy borohydride In dichloromethane at 25℃;	77%

2,3,4-trifluorobenzaldehyde (161793-17-5) → C7H4F3NO

Conditions	Yield
With hydroxylamine hydrochloride; triethylamine In dichloromethane at 20℃; for 12h;	73%

2,3,4-trifluorobenzaldehyde (161793-17-5) → F3C6H2COCHOHC6H2F3

Conditions	Yield
With sodium hydroxide; Thiamine hydrochloride In ethanol at 50℃; for 48h;	72%

2-[(4-fluorobenzyl)sulfonyl]acetic acid (222639-41-0) + 2,3,4-trifluorobenzaldehyde (161793-17-5) → (E)-2,3,4-trifluorostyryl 4-fluorobenzyl sulfone (334969-35-6)

Conditions	Yield
	72%

ethyl-2-azidoacetate (637-81-0) + 2,3,4-trifluorobenzaldehyde (161793-17-5) → C11H8F3N3O2 (1240983-02-1)

Conditions	Yield
With sodium methylate In methanol at -10 - 5℃; for 3h;	72%
With sodium methylate In methanol at -10 - 5℃; for 3h;	72%
With sodium methylate In methanol at -10 - 5℃; for 3h;	72%

2,2-dimethoxy-propane (77-76-9) + 2,3,4-trifluorobenzaldehyde (161793-17-5) → 1-(dimethoxymethyl)-2,3,4-trifluorobenzene (1223444-83-4)

Conditions	Yield
With toluene-4-sulfonic acid at 18 - 25℃;	71.7%

(S)-1-(4-methanesulfonamidophenoxy)-3-(3,4-dichlorophenylethylamino)-2-propanol (457897-92-6) + 2,3,4-trifluorobenzaldehyde (161793-17-5) → (S)-1-(4-methanesulfonamidophenoxy)-3-(N-(2,3,4-trifluorobenzyl)-3,4-dichlorophenylethylamino)-2-propanol (457898-04-3)

Conditions	Yield
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃;	65%

6-Amino-1,3-dimethylbarbituric acid (6642-31-5) + 5-(furan-2-yl)cyclohexane-1,3-dione (1774-11-4) + 2,3,4-trifluorobenzaldehyde (161793-17-5) → 5-(2,3,4-trifluorophenyl)-8-(furan-2-yl)-1,3-dimethyl-5,7,8,9,10-pentahydropyrimido[4,5-b]quinoline-2,4,6(1H,3H,5H)-trione (1172613-13-6)

Conditions	Yield
With acetic acid at 110℃; for 8h; Hantzsch dihydropyridine synthesis; Inert atmosphere;	65%

3-amino-5-isopropyl-2-methylcyclohexa-2,5-diene-1,4-dione (17414-18-5) + 2,3,4-trifluorobenzaldehyde (161793-17-5) → ((E)-5-isopropyl-2-methyl-3-((2,3,4-trifluorobenzylidene)amino)cyclohexa-2,5-diene-1,4-dione) (1431881-09-2)

Conditions	Yield
With hydrogenchloride In water at 75℃; for 4h;	62%

2,2,2-trifluoroethanol (75-89-8) + 2,3,4-trifluorobenzaldehyde (161793-17-5) → 2,3,4-trifluoro-6-(2,2,2-trifluoroethoxy)benzaldehyde

Conditions	Yield
With dipotassium peroxodisulfate; L-valine; palladium diacetate; trifluoroacetic acid at 80℃; for 12h; Sealed tube;	62%

2,3,4-trifluorobenzaldehyde (161793-17-5) + 3,3-difluoropyrrolidine hydrochloride (163457-23-6) → C11H9F4NO

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; Temperature;	61%

(acetylacetonato)borondifluoride (15390-25-7) + 2,3,4-trifluorobenzaldehyde (161793-17-5) → C19H9BF8O2

Conditions	Yield
With N-butylamine In ethyl acetate at 20℃; for 12h; Inert atmosphere;	57%
With N-butylamine In ethyl acetate at 20℃; Inert atmosphere;

1,3-thiazole-2-carboximidamide hydrochloride (247037-82-7) + ethyl acetoacetate (141-97-9) + 2,3,4-trifluorobenzaldehyde (161793-17-5) → (R)-6-methyl-2-(thiazol-2-yl)-4-(2,3,4-trifluorophenyl)-1,4-dihydropyrimidine-5-carboxylic acid ethyl ester

Conditions	Yield
Stage #1: ethyl acetoacetate; 2,3,4-trifluorobenzaldehyde With piperidine; acetic acid In isopropyl alcohol for 4h; Stage #2: 1,3-thiazole-2-carboximidamide hydrochloride With triethylamine In isopropyl alcohol at 85℃;	52.3444%

2,3,4-trifluorobenzaldehyde (161793-17-5) → 6,7-difluoro-1H-indazole (1260384-41-5)

Conditions	Yield
With hydrazine In 1,4-dioxane at 150℃; for 0.5h; Microwave irradiation; Sealed tube;	46%

2,3,4-trifluorobenzaldehyde (161793-17-5) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-(2,3-difluoro-4-formylphenyl)piperazine-1-carboxylate

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 3h;	46%

rhodanine 3-acetic acid (5718-83-2) + 2,3,4-trifluorobenzaldehyde (161793-17-5) → (Z)-2-(4-oxo-2-thioxo-5-(2,3,4-trifluorobenzylidene)thiazolidin-3-yl)acetic acid (1222801-80-0)

Conditions	Yield
With piperidine; acetic acid In ethanol at 110℃; under 13501.4 Torr; for 0.666667h; Knoevenagel condensation; Microwave irradiation;	40.5%

(E)-2-(5-hydroxy-1-phenylpent-1-en-3-yl)phenol + 2,3,4-trifluorobenzaldehyde (161793-17-5) → (E)-4-styrylchromane (1394313-14-4) + 5-phenyl-4-(2,3,4-trifluorophenyl)-1,2,4,4a,5,10b-hexahydropyrano[3,4-c]chromene

Conditions	Yield
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at -40℃; Inert atmosphere; stereoselective reaction;	A 40% B 35%

2,3,4-trifluorobenzaldehyde (161793-17-5) + 3-(benzenesulfonylamino)-4-oxo-2-thionothiazolidine (301343-38-4) → N-{4-Oxo-2-thioxo-5-[1-(2,3,4-trifluoro-phenyl)-meth-(Z)-ylidene]-thiazolidin-3-yl}-benzenesulfonamide

Conditions	Yield
With sodium acetate In methanol at 20℃; for 5h;	34%

Upstream product

• 1489-53-8 1,2,3-trifluorobenzene 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 438554-18-8 2,3,4-trifluoro-(1H-imidazol-2-yl)benzene 
• 258346-72-4 1-(2,3,4-trifluorophenyl)-2-butyn-1-one 
• 1126928-34-4 (1R,2R)-1-hydroxy-2-methyl-1-(2,3,4-trifluorophenyl)pentan-3-one 
• 457898-04-3 (S)-1-(4-methanesulfonamidophenoxy)-3-(N-(2,3,4-trifluorobenzyl)-3,4-dichlorophenylethylamino)-2-propanol 
• 1172612-98-4 5-(2,3,4-trifluorophenyl)-1,3-dimethyl-5,11-dihydro-1H-indeno-[2',1':5,6]pyrido[2,3-d]pyrimidine-2,3,6-trione 
• 1172613-13-6 5-(2,3,4-trifluorophenyl)-8-(furan-2-yl)-1,3-dimethyl-5,7,8,9,10-pentahydropyrimido[4,5-b]quinoline-2,4,6(1H,3H,5H)-trione 
• 1222801-77-5 (Z)-5-(2,3,4-trifluorobenzylidene)thiazolidine-2,4-dione 
• 1222801-74-2 (Z)-2-thioxo-5-(2,3,4-trifluorobenzylidene)thiazolidin-4-one 
• 1222801-80-0 (Z)-2-(4-oxo-2-thioxo-5-(2,3,4-trifluorobenzylidene)thiazolidin-3-yl)acetic acid 
• 1423073-53-3 C₁₆H₈F₉N 
• 1423073-54-4 C₁₆H₁₄F₃N 
• 1423073-56-6 C₁₄H₇F₆N 
• 1260384-41-5 6,7-difluoro-1H-indazole 
• 1431881-09-2 ((E)-5-isopropyl-2-methyl-3-((2,3,4-trifluorobenzylidene)amino)cyclohexa-2,5-diene-1,4-dione) 

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