122265-84-3

Basic information

• Product Name: 1-Heptyloxy-2,3-difluorobenzene
• Synonyms: 1-Heptyloxy-2,3-difluorobenzene;1,2-Difluoro-3-(heptyloxy)benzene;Benzene, 1,2-difluoro-3-(heptyloxy)-
• CAS NO: 122265-84-3
• Molecular Formula: C₁₃H₁₈F₂O
• Molecular Weight: 228.28
• Mol File: 122265-84-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 268.416 °C at 760 mmHg
• Flash Point: 123.429 °C
• Appearance: /
• Density: 1.033 g/cm³
• Vapor Pressure: 0.0127mmHg at 25°C
• Refractive Index: 1.461
• CAS DataBase Reference: 1-Heptyloxy-2,3-difluorobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Heptyloxy-2,3-difluorobenzene(122265-84-3)
• EPA Substance Registry System: 1-Heptyloxy-2,3-difluorobenzene(122265-84-3)

Safety Data

• Hazardous Substances Data: 122265-84-3(Hazardous Substances Data)

Usage

General Description

1-Heptyloxy-2,3-difluorobenzene is a chemical compound with the molecular formula C11H15F2O. It is a colorless liquid with a molecular weight of 198.23 g/mol. This chemical is used as a building block in the synthesis of various organic compounds and materials. It is commonly used in the manufacturing of pharmaceuticals, agrochemicals, and specialty chemicals. Its unique structure and properties make it a valuable intermediate in chemical synthesis. However, it is important to handle this chemical with care as it may have potential health hazards if not used properly.

InChI:InChI=1/C13H18F2O/c1-2-3-4-5-6-10-16-12-9-7-8-11(14)13(12)15/h7-9H,2-6,10H2,1H3

Synthetic route

1-Bromoheptane (629-04-9) + 2,3-difluorophenol (6418-38-8) → 2,3-difluoro-4-(heptyloxy)benzene (122265-84-3)

Conditions	Yield
With potassium carbonate In butanone Heating / reflux;	97%
With potassium carbonate In ethyl acetate Heating;	90%
With potassium carbonate In acetone for 48h; Alkylation; Heating;
With potassium hydroxide In ethanol
With sodium hydroxide In dimethyl sulfoxide

ortho-difluorobenzene (367-11-3) → 2,3-difluoro-4-(heptyloxy)benzene (122265-84-3)

Conditions	Yield
Multi-step reaction with 4 steps 1.1: n-butyllithium / hexane; tetrahydrofuran / 2.5 h / -78 °C 1.2: hexane; tetrahydrofuran / -78 - 20 °C 2.1: 100 percent / 10 percent aq. HCl / 1 h / 20 °C 3.1: 100 percent / 10 percent aq. H2O2 / diethyl ether / 2.5 h / Heating 4.1: K2CO3 / acetone / 48 h / Heating View Scheme

(2,3-difluorophenyl)boronic acid (121219-16-7) → 2,3-difluoro-4-(heptyloxy)benzene (122265-84-3)

Conditions	Yield
Multi-step reaction with 2 steps 1: 100 percent / 10 percent aq. H2O2 / diethyl ether / 2.5 h / Heating 2: K2CO3 / acetone / 48 h / Heating View Scheme

C12H17BF2O2 → 2,3-difluoro-4-(heptyloxy)benzene (122265-84-3)

Conditions	Yield
Multi-step reaction with 3 steps 1: 100 percent / 10 percent aq. HCl / 1 h / 20 °C 2: 100 percent / 10 percent aq. H2O2 / diethyl ether / 2.5 h / Heating 3: K2CO3 / acetone / 48 h / Heating View Scheme

1-Bromoheptane (629-04-9) → 2,3-difluoro-4-(heptyloxy)benzene (122265-84-3)

Conditions	Yield
With potassium carbonate	48.5 g (89%)

acetyl chloride (75-36-5) + 2,3-difluoro-4-(heptyloxy)benzene (122265-84-3) → 2,3-difluoro-4-(heptyloxy)-acetophenone (122265-89-8)

Conditions	Yield
With iron(III) chloride In dichloromethane Ambient temperature;	47%
With iron(III) chloride In dichloromethane

Triisopropyl borate (5419-55-6) + 2,3-difluoro-4-(heptyloxy)benzene (122265-84-3) → C19H31BF2O3

Conditions	Yield
Stage #1: 2,3-difluoro-4-(heptyloxy)benzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 2.5h; Metallation; Stage #2: Triisopropyl borate In tetrahydrofuran; hexane at -78 - 20℃; Substitution;

N,N-dimethyl-formamide (68-12-2, 33513-42-7) + 2,3-difluoro-4-(heptyloxy)benzene (122265-84-3) → 4-Heptoxy-2,3-difluorobenzaldehyde

Conditions	Yield
Stage #1: 2,3-difluoro-4-(heptyloxy)benzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane at -78 - 20℃;

2,3-difluoro-4-(heptyloxy)benzene (122265-84-3) → 2-(2,3-difluoro-4-heptyloxy-phenyl)-5-(4-pentyl-phenyl)-[1,3]dioxane

Conditions	Yield
Multi-step reaction with 2 steps 1.1: n-BuLi / hexane; tetrahydrofuran / -78 °C 1.2: hexane; tetrahydrofuran / -78 - 20 °C 2.1: p-toluenesulfonic acid / toluene / Heating View Scheme

2,3-difluoro-4-(heptyloxy)benzene (122265-84-3) → 2-(2,3-difluoro-4-heptyloxy-phenyl)-5-(2-fluoro-4-pentyl-phenyl)-[1,3]dioxane

Conditions	Yield
Multi-step reaction with 2 steps 1.1: n-BuLi / hexane; tetrahydrofuran / -78 °C 1.2: hexane; tetrahydrofuran / -78 - 20 °C 2.1: p-toluenesulfonic acid / toluene / Heating View Scheme

2,3-difluoro-4-(heptyloxy)benzene (122265-84-3) → 2-(2,3-difluoro-4-heptyloxy-phenyl)-5-(4-heptyl-phenyl)-[1,3]dioxane

Conditions	Yield
Multi-step reaction with 2 steps 1.1: n-BuLi / hexane; tetrahydrofuran / -78 °C 1.2: hexane; tetrahydrofuran / -78 - 20 °C 2.1: p-toluenesulfonic acid / toluene / Heating View Scheme

2,3-difluoro-4-(heptyloxy)benzene (122265-84-3) → 2-(2,3-difluoro-4-heptyloxy-phenyl)-5-(4-nonyl-phenyl)-[1,3]dioxane

Conditions	Yield
Multi-step reaction with 2 steps 1.1: n-BuLi / hexane; tetrahydrofuran / -78 °C 1.2: hexane; tetrahydrofuran / -78 - 20 °C 2.1: p-toluenesulfonic acid / toluene / Heating View Scheme

2,3-difluoro-4-(heptyloxy)benzene (122265-84-3) → 2-(2,3-difluoro-4-heptyloxy-phenyl)-5-(2,3-difluoro-4-pentyl-phenyl)-[1,3]dioxane

Conditions	Yield
Multi-step reaction with 2 steps 1.1: n-BuLi / hexane; tetrahydrofuran / -78 °C 1.2: hexane; tetrahydrofuran / -78 - 20 °C 2.1: p-toluenesulfonic acid / toluene / Heating View Scheme

2,3-difluoro-4-(heptyloxy)benzene (122265-84-3) → 2,3-difluoro-4-(heptyloxy)benzoic acid (122265-95-6)

Conditions	Yield
Multi-step reaction with 2 steps 1: FeCl3 / CH2Cl2 2: Br2; aq. NaOH / dioxane View Scheme
Multi-step reaction with 2 steps 1: 47 percent / FeCl3 / CH2Cl2 / Ambient temperature 2: 54 percent / Br2 / aq. NaOH; dioxane / 1.) rt, 30 min; 2.) 50 deg C, 30 min View Scheme

2,3-difluoro-4-(heptyloxy)benzene (122265-84-3) → C48H48F4N2O6

Conditions	Yield
Multi-step reaction with 3 steps 1: FeCl3 / CH2Cl2 2: Br2; aq. NaOH / dioxane 3: DCC; DMAP / CH2Cl2 / 20 °C View Scheme

2,3-difluoro-4-(heptyloxy)benzene (122265-84-3) → 2,3-Difluoro-4-n-heptoxyphenylboronic acid (147222-88-6)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: n-butyllithium / hexane; tetrahydrofuran / 2.5 h / -78 °C 1.2: hexane; tetrahydrofuran / -78 - 20 °C 2.1: 10 percent aq. HCl / 1 h / 20 °C View Scheme

2,3-difluoro-4-(heptyloxy)benzene (122265-84-3) → 2-(2',3'-difluoro-4'-heptyloxy-biphenyl-4-yl)-5-pentyl-[1,3]dioxane

Conditions	Yield
Multi-step reaction with 3 steps 1.1: n-butyllithium / hexane; tetrahydrofuran / 2.5 h / -78 °C 1.2: hexane; tetrahydrofuran / -78 - 20 °C 2.1: 10 percent aq. HCl / 1 h / 20 °C 3.1: tetrakis(triphenylphosphine)palladium(0); aq. Na2CO3 / 1,2-dimethoxy-ethane / 24 h / Heating View Scheme

2,3-difluoro-4-(heptyloxy)benzene (122265-84-3) → 2-(2',3'-difluoro-4'-heptyloxy-biphenyl-4-yl)-5-hexyl-[1,3]dioxane

Conditions	Yield
Multi-step reaction with 3 steps 1.1: n-butyllithium / hexane; tetrahydrofuran / 2.5 h / -78 °C 1.2: hexane; tetrahydrofuran / -78 - 20 °C 2.1: 10 percent aq. HCl / 1 h / 20 °C 3.1: tetrakis(triphenylphosphine)palladium(0); aq. Na2CO3 / 1,2-dimethoxy-ethane / 24 h / Heating View Scheme

2,3-difluoro-4-(heptyloxy)benzene (122265-84-3) → 2-(2',3'-difluoro-4'-heptyloxy-biphenyl-4-yl)-5-heptyl-[1,3]dioxane

Conditions	Yield
Multi-step reaction with 3 steps 1.1: n-butyllithium / hexane; tetrahydrofuran / 2.5 h / -78 °C 1.2: hexane; tetrahydrofuran / -78 - 20 °C 2.1: 10 percent aq. HCl / 1 h / 20 °C 3.1: tetrakis(triphenylphosphine)palladium(0); aq. Na2CO3 / 1,2-dimethoxy-ethane / 24 h / Heating View Scheme

2,3-difluoro-4-(heptyloxy)benzene (122265-84-3) → 2-(2',3'-difluoro-4'-heptyloxy-biphenyl-4-yl)-5-octyl-[1,3]dioxane

Conditions	Yield
Multi-step reaction with 3 steps 1.1: n-butyllithium / hexane; tetrahydrofuran / 2.5 h / -78 °C 1.2: hexane; tetrahydrofuran / -78 - 20 °C 2.1: 10 percent aq. HCl / 1 h / 20 °C 3.1: tetrakis(triphenylphosphine)palladium(0); aq. Na2CO3 / 1,2-dimethoxy-ethane / 24 h / Heating View Scheme

2,3-difluoro-4-(heptyloxy)benzene (122265-84-3) → 2-(2',3'-difluoro-4'-heptyloxy-biphenyl-4-yl)-5-nonyl-[1,3]dioxane

Conditions	Yield
Multi-step reaction with 3 steps 1.1: n-butyllithium / hexane; tetrahydrofuran / 2.5 h / -78 °C 1.2: hexane; tetrahydrofuran / -78 - 20 °C 2.1: 10 percent aq. HCl / 1 h / 20 °C 3.1: tetrakis(triphenylphosphine)palladium(0); aq. Na2CO3 / 1,2-dimethoxy-ethane / 24 h / Heating View Scheme

2,3-difluoro-4-(heptyloxy)benzene (122265-84-3) → 2,3-Difluoro-4-heptyloxy-benzoic acid 4-[2-(4-propyl-cyclohexyl)-ethyl]-phenyl ester

Conditions	Yield
Multi-step reaction with 3 steps 1: 47 percent / FeCl3 / CH2Cl2 / Ambient temperature 2: 54 percent / Br2 / aq. NaOH; dioxane / 1.) rt, 30 min; 2.) 50 deg C, 30 min 3: dicyclohexyl carbodiimide / 4-dimethylaminopyridine / CH2Cl2 / Ambient temperature View Scheme

2,3-difluoro-4-(heptyloxy)benzene (122265-84-3) → 2,3-Difluoro-4-heptyloxy-benzoic acid 4-[2-(4-pentyl-cyclohexyl)-ethyl]-phenyl ester

Conditions	Yield
Multi-step reaction with 3 steps 1: 47 percent / FeCl3 / CH2Cl2 / Ambient temperature 2: 54 percent / Br2 / aq. NaOH; dioxane / 1.) rt, 30 min; 2.) 50 deg C, 30 min 3: dicyclohexyl carbodiimide / 4-dimethylaminopyridine / CH2Cl2 / Ambient temperature View Scheme

2,3-difluoro-4-(heptyloxy)benzene (122265-84-3) → 2,3-Difluoro-4-heptyloxy-benzoic acid 4-{2-[((E)-4-pent-1-enyl)-cyclohexyl]-ethyl}-phenyl ester

Conditions	Yield
Multi-step reaction with 3 steps 1: 47 percent / FeCl3 / CH2Cl2 / Ambient temperature 2: 54 percent / Br2 / aq. NaOH; dioxane / 1.) rt, 30 min; 2.) 50 deg C, 30 min 3: dicyclohexyl carbodiimide / 4-dimethylaminopyridine / CH2Cl2 / Ambient temperature View Scheme

2,3-difluoro-4-(heptyloxy)benzene (122265-84-3) → 2,3-Difluoro-4-heptyloxy-benzoic acid 4-[2-(4-heptyl-cyclohexyl)-ethyl]-phenyl ester

Conditions	Yield
Multi-step reaction with 3 steps 1: 47 percent / FeCl3 / CH2Cl2 / Ambient temperature 2: 54 percent / Br2 / aq. NaOH; dioxane / 1.) rt, 30 min; 2.) 50 deg C, 30 min 3: dicyclohexyl carbodiimide / 4-dimethylaminopyridine / CH2Cl2 / Ambient temperature View Scheme

Trimethyl borate (121-43-7) + 2,3-difluoro-4-(heptyloxy)benzene (122265-84-3) → 2,3-difluoro-4-n-heptyloxyphenyl boric acid

Conditions	Yield
With n-butyllithium In tetrahydrofuran; hexane

Upstream product

• 629-04-9 1-Bromoheptane 
• 6418-38-8 2,3-difluorophenol 
• 121219-16-7 (2,3-difluorophenyl)boronic acid 
• 367-11-3 ortho-difluorobenzene 

Downstream Products

• 147222-88-6 2,3-Difluoro-4-n-heptoxyphenylboronic acid 
• 122265-95-6 2,3-difluoro-4-(heptyloxy)benzoic acid 
• 122265-89-8 2,3-difluoro-4-(heptyloxy)-acetophenone 

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