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
• Article Data: 2

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

Chemical Properties

clear colorless liquid

Uses

2,3,4-Trifluorobenzaldehyde may be used in chemical synthesis.

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 
• 1431881-09-2 ((E)-5-isopropyl-2-methyl-3-((2,3,4-trifluorobenzylidene)amino)cyclohexa-2,5-diene-1,4-dione) 
• 1620458-09-4 AZD0914 
• 1394313-14-4 (E)-4-styrylchromane 

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