Product Name

  • Name

    Propoxybenzene

  • EINECS 210-756-5
  • CAS No. 622-85-5
  • Article Data80
  • CAS DataBase
  • Density 0.929g/cm3
  • Solubility
  • Melting Point -28°C(lit.)
  • Formula C9H12 O
  • Boiling Point 189.9°C at 760 mmHg
  • Molecular Weight 136.194
  • Flash Point 65°C
  • Transport Information
  • Appearance
  • Safety Moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating fumes. See also ETHERS.
  • Risk Codes
  • Molecular Structure Molecular Structure of 622-85-5 (Propoxybenzene)
  • Hazard Symbols
  • Synonyms Ether, phenylpropyl (6CI,7CI,8CI); 1-Phenoxypropane; Phenyl propyl ether; Propoxybenzene;Propyl phenyl ether; Propyloxybenzene
  • PSA 9.23000
  • LogP 2.47540

Synthetic route

allyl phenyl ether
1746-13-0

allyl phenyl ether

propoxybenzene
622-85-5

propoxybenzene

Conditions
ConditionsYield
With C7H14N3(1+)*Cl(1-); sodium triethylborohydride; cobalt(II) chloride In tetrahydrofuran at 25℃; under 7500.75 Torr; for 16h;95%
With sodium tetrahydroborate; ruthenium trichloride In tetrahydrofuran; water at 20℃; for 1h;90%
With 10% Pd on charcoal; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate In ethanol for 4h; Reflux;88%
1-iodo-propane
107-08-4

1-iodo-propane

phenol
108-95-2

phenol

propoxybenzene
622-85-5

propoxybenzene

Conditions
ConditionsYield
With potassium hydroxide; DCH-18-crown-6 immobilized on 2-vinylpyridine-styrene copolymer In chloroform for 6h; Heating;90%
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 5h;1.29 g
propan-1-ol
71-23-8

propan-1-ol

iodobenzene
591-50-4

iodobenzene

propoxybenzene
622-85-5

propoxybenzene

Conditions
ConditionsYield
With caesium carbonate; [Cu8(S2P(OiPr)2)6(μ8-Cl)][PF6] at 110℃; for 11h;90%
propyloxy(diphenyl)-λ6-sulfanenitrile
143885-02-3

propyloxy(diphenyl)-λ6-sulfanenitrile

phenol
108-95-2

phenol

A

propoxybenzene
622-85-5

propoxybenzene

B

S,S-diphenylsulphoximine
22731-83-5

S,S-diphenylsulphoximine

Conditions
ConditionsYield
In chloroform-d1 at 20℃; for 336h;A 89%
B n/a
3-phenoxypropyl bromide
588-63-6

3-phenoxypropyl bromide

propoxybenzene
622-85-5

propoxybenzene

Conditions
ConditionsYield
With [2-(di-tert-butylphosphinomethyl)-6-(diethylaminomethyl)pyridine]ruthenium(II) chlorocarbonyl hydride; isopropyl alcohol; sodium t-butanolate at 100℃; for 18h; Reagent/catalyst; Inert atmosphere; Sealed tube; Green chemistry;88%
With cetyltrimethylammonium bromide micelle; zinc In water Heating;83%
With tris-(trimethylsilyl)silane; oxygen at 60℃; for 6h; in sealed vial;80 % Chromat.
n-propoxy-tris(dimethylamino)phosphonium hexafluorophosphate
118527-13-2

n-propoxy-tris(dimethylamino)phosphonium hexafluorophosphate

phenol
108-95-2

phenol

propoxybenzene
622-85-5

propoxybenzene

Conditions
ConditionsYield
With potassium hydroxide In N,N-dimethyl-formamide for 15h; Heating;86%
3-phenoxypropyl bromide
588-63-6

3-phenoxypropyl bromide

A

propoxybenzene
622-85-5

propoxybenzene

B

3-Phenyl-1-propanol
122-97-4

3-Phenyl-1-propanol

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene for 1h; Mechanism; Heating; other aryl ethers;A 85%
B 2%
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In benzene for 1h; Heating;A 85%
B 2%
propan-1-ol
71-23-8

propan-1-ol

cyclohexenone
930-68-7

cyclohexenone

propoxybenzene
622-85-5

propoxybenzene

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate; iodine for 8h; Heating; other alkanol;81%
With ammonium cerium(IV) nitrate; iodine for 8h; Heating;81%
propan-1-ol
71-23-8

propan-1-ol

potassium phenyltrifluoborate

potassium phenyltrifluoborate

propoxybenzene
622-85-5

propoxybenzene

Conditions
ConditionsYield
Stage #1: potassium phenyltrifluoborate With dmap; copper diacetate; 4 A molecular sieve In dichloromethane at 20℃; for 0.0833333h;
Stage #2: propan-1-ol With oxygen In dichloromethane at 20℃; for 24h;
78%
propyl bromide
106-94-5

propyl bromide

phenol
108-95-2

phenol

propoxybenzene
622-85-5

propoxybenzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 5h;72%
With potassium carbonate In ethanol at 140℃;62%
With sodium hydroxide; cetyltrimethylammonim bromide 1.) 60 deg C, 0.5 h 2.) 80 deg C, 5 h; Yield given. Multistep reaction;
With sodium hydroxide; ethyltriphenylphosphonium bromide In water at 22℃; for 50h;7.0 %Chromat.
2-(2-Phenoxy-ethylazo)-prop-2-yl-hydroperoxide
87841-77-8

2-(2-Phenoxy-ethylazo)-prop-2-yl-hydroperoxide

ethyl vinyl ether
109-92-2

ethyl vinyl ether

A

chromane
493-08-3

chromane

B

2-Phenoxyethanol
122-99-6

2-Phenoxyethanol

C

propoxybenzene
622-85-5

propoxybenzene

D

4-phenoxybutyraldehyde
19790-62-6

4-phenoxybutyraldehyde

E

2-phenoxypentanal
87841-94-9

2-phenoxypentanal

F

Phenetole
103-73-1

Phenetole

G

further products

further products

Conditions
ConditionsYield
at 50℃; Mechanism;A n/a
B 1%
C 0.6%
D 52%
E 0.7%
F 7%
G n/a
propan-1-ol
71-23-8

propan-1-ol

benzene
71-43-2

benzene

propoxybenzene
622-85-5

propoxybenzene

Conditions
ConditionsYield
With Co(dmgBF2)2(CH3CN)2; 3-cyano-N-methyl-quinolinium perchlorate In acetonitrile at 20℃; for 5h; Sealed tube; Inert atmosphere; Irradiation; High pressure;41%
propan-1-ol
71-23-8

propan-1-ol

bromobenzene
108-86-1

bromobenzene

sodium n-propoxide
6819-41-6

sodium n-propoxide

copper diacetate
142-71-2

copper diacetate

propoxybenzene
622-85-5

propoxybenzene

propan-1-ol
71-23-8

propan-1-ol

benzenediazonium
2684-02-8

benzenediazonium

propoxybenzene
622-85-5

propoxybenzene

Conditions
ConditionsYield
beim Behandeln von Benzoldiazoniumchlorid;
propan-1-ol
71-23-8

propan-1-ol

sodium phenoxide
139-02-6

sodium phenoxide

propoxybenzene
622-85-5

propoxybenzene

Conditions
ConditionsYield
With carbon monoxide at 180℃;
bromobenzene
108-86-1

bromobenzene

sodium n-propoxide
6819-41-6

sodium n-propoxide

propoxybenzene
622-85-5

propoxybenzene

Conditions
ConditionsYield
With propan-1-ol; ultra-violet light; copper (I) acetate Irradiation;
dipropyl sulfite
623-98-3

dipropyl sulfite

sodium phenoxide
139-02-6

sodium phenoxide

propoxybenzene
622-85-5

propoxybenzene

Conditions
ConditionsYield
With toluene
di-1-propyl sulfate
598-05-0

di-1-propyl sulfate

sodium phenoxide
139-02-6

sodium phenoxide

propoxybenzene
622-85-5

propoxybenzene

Conditions
ConditionsYield
With ammonia
With water at 80℃;
1-Chloropropane
540-54-5

1-Chloropropane

sodium phenoxide
139-02-6

sodium phenoxide

propoxybenzene
622-85-5

propoxybenzene

allyl phenyl ether
1746-13-0

allyl phenyl ether

A

propoxybenzene
622-85-5

propoxybenzene

B

phenol
108-95-2

phenol

Conditions
ConditionsYield
With propan-1-ol; Pd-BaSO4 Hydrogenation;
1-(3-iodopropoxy)benzene
20549-68-2

1-(3-iodopropoxy)benzene

propoxybenzene
622-85-5

propoxybenzene

Conditions
ConditionsYield
With etheric solution; sodium
sodium phenoxide
139-02-6

sodium phenoxide

propyl bromide
106-94-5

propyl bromide

propoxybenzene
622-85-5

propoxybenzene

Conditions
ConditionsYield
With ethanol
potassium phenolate
100-67-4

potassium phenolate

1-iodo-propane
107-08-4

1-iodo-propane

propoxybenzene
622-85-5

propoxybenzene

Conditions
ConditionsYield
at 100 - 110℃;
sodium phenoxide
139-02-6

sodium phenoxide

1-iodo-propane
107-08-4

1-iodo-propane

propoxybenzene
622-85-5

propoxybenzene

Conditions
ConditionsYield
With ethanol
In tetrahydrofuran
propyl tosylate
599-91-7

propyl tosylate

phenol
108-95-2

phenol

propoxybenzene
622-85-5

propoxybenzene

Conditions
ConditionsYield
With sodium hydroxide
propan-1-ol
71-23-8

propan-1-ol

phenol
108-95-2

phenol

propoxybenzene
622-85-5

propoxybenzene

Conditions
ConditionsYield
With aluminum oxide at 380 - 400℃; unter Druck;
at 420℃; beim Leiten ueber ThO2;
With aluminum oxide at 450 - 500℃;
propene
187737-37-7

propene

phenol
108-95-2

phenol

A

propoxybenzene
622-85-5

propoxybenzene

B

isopropoxybenzene
2741-16-4

isopropoxybenzene

Conditions
ConditionsYield
With Fuller's Earth under 140 Torr;
phosphoric acid tripropyl ester
513-08-6

phosphoric acid tripropyl ester

phenol
108-95-2

phenol

propoxybenzene
622-85-5

propoxybenzene

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 160℃;
N,N-dicyclohexyl-O-(propyl)isourea
6738-15-4

N,N-dicyclohexyl-O-(propyl)isourea

phenol
108-95-2

phenol

propoxybenzene
622-85-5

propoxybenzene

Conditions
ConditionsYield
at 100℃; for 24h;
propan-1-ol
71-23-8

propan-1-ol

phenol
108-95-2

phenol

A

4-n-Propylphenol
645-56-7

4-n-Propylphenol

B

5-propylphenol
644-35-9

5-propylphenol

C

propoxybenzene
622-85-5

propoxybenzene

D

2,6-di-n-propylphenol
6626-32-0

2,6-di-n-propylphenol

E

2-(1-methylethyl)-6-propylphenol
74663-48-2

2-(1-methylethyl)-6-propylphenol

F

n-Propyl 2-n-propylphenyl ether
74663-45-9

n-Propyl 2-n-propylphenyl ether

Conditions
ConditionsYield
aluminum oxide at 250℃; Product distribution; Mechanism; other temperatures, other catalysts;A 1.4 % Chromat.
B 3.1 % Chromat.
C 5.8 % Chromat.
D 49.5 % Chromat.
E 9.2 % Chromat.
F 6.5 % Chromat.
propoxybenzene
622-85-5

propoxybenzene

1-chloro-4-propoxybenzene
33382-58-0

1-chloro-4-propoxybenzene

Conditions
ConditionsYield
With kaolin; sodium chlorite; manganese(III) acetylacetonate In dichloromethane at 25℃; for 1.33333h;98%
With aluminum oxide; sodium chlorite; (Salen)Mn(III) catalyst In dimethyl sulfoxide for 0.5h; Ambient temperature;96%
With aluminum oxide; sodium chlorite; (salen)Mn(III) In dichloromethane at 25℃; for 0.5h;96%
With aluminum oxide; sodium chlorite; water; manganese(III) acetylacetonate In dichloromethane at 25℃; for 0.75h;93%
With aluminum oxide; copper dichloride In chlorobenzene at 100℃; for 3h;95 % Chromat.
propoxybenzene
622-85-5

propoxybenzene

1-bromo-4-propoxybenzene
39969-56-7

1-bromo-4-propoxybenzene

Conditions
ConditionsYield
With aluminum oxide; sodium chlorite; water; manganese(III) acetylacetonate; sodium bromide In dichloromethane at 20℃; for 1.33333h;97%
With kaolin; sodium chlorite; manganese(III) acetylacetonate; sodium bromide In dichloromethane at 25℃; for 2.66667h;97%
With sodium chlorite; Montmorillonite K10; manganese(III) acetylacetonate; sodium bromide In dichloromethane at 25℃; for 1h;96%
With sodium chlorite; silica gel; manganese(III) acetylacetonate; sodium bromide In dichloromethane at 25℃; for 2h;95%
With carbon disulfide; bromine at 0℃;
monomethyl oxalyl chloride
5781-53-3

monomethyl oxalyl chloride

propoxybenzene
622-85-5

propoxybenzene

C12H14O4

C12H14O4

Conditions
ConditionsYield
Stage #1: monomethyl oxalyl chloride With iron(III) chloride In 1,2-dichloro-ethane at 0 - 5℃; for 0.5h; Friedel-Crafts Acylation;
Stage #2: propoxybenzene In dichloromethane; 1,2-dichloro-ethane at 20℃; for 3h; Friedel-Crafts Acylation;
92%
propoxybenzene
622-85-5

propoxybenzene

(E)-3-Nitrocinnamic acid
555-68-0

(E)-3-Nitrocinnamic acid

C18H17NO4
1304637-19-1

C18H17NO4

Conditions
ConditionsYield
With phosphoric acid; trifluoroacetic acid at 20℃; for 0.5h;88%
propoxybenzene
622-85-5

propoxybenzene

chloro(5,10,15,20-tetratolylporphyrinato)carbonyliridium(III)
872415-81-1

chloro(5,10,15,20-tetratolylporphyrinato)carbonyliridium(III)

(5,10,15,20-tetra-p-tolylporphyrinato)propyliridium(III)
872415-73-1

(5,10,15,20-tetra-p-tolylporphyrinato)propyliridium(III)

Conditions
ConditionsYield
With potassium hydroxide at 150℃; for 2h; Inert atmosphere; Darkness;85%
dichloroacethyl chloride
79-36-7

dichloroacethyl chloride

propoxybenzene
622-85-5

propoxybenzene

2,2-dichloro-1-(4-propoxyphenyl)ethan-1-one

2,2-dichloro-1-(4-propoxyphenyl)ethan-1-one

Conditions
ConditionsYield
Stage #1: dichloroacethyl chloride With aluminum (III) chloride In dichloromethane at 0℃; for 0.166667h; Friedel-Crafts Acylation;
Stage #2: propoxybenzene In dichloromethane Friedel-Crafts Acylation;
82.2%
propoxybenzene
622-85-5

propoxybenzene

(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

4'-propyloxy-trans-chalcone
64990-86-9

4'-propyloxy-trans-chalcone

Conditions
ConditionsYield
With phosphoric acid; trifluoroacetic acid at 20℃; for 0.75h;80%
propoxybenzene
622-85-5

propoxybenzene

3,4-dimethoxyphenylacetyl chloride
10313-60-7

3,4-dimethoxyphenylacetyl chloride

2-(3,4-Dimethoxyphenyl)-1-(4-propoxyphenyl)ethanon

2-(3,4-Dimethoxyphenyl)-1-(4-propoxyphenyl)ethanon

Conditions
ConditionsYield
With aluminium trichloride In 1,2-dichloro-ethane at 40℃;78%
propoxybenzene
622-85-5

propoxybenzene

acetyl chloride
75-36-5

acetyl chloride

4-propoxyphenacyl chloride

4-propoxyphenacyl chloride

Conditions
ConditionsYield
With aluminium trichloride at 40℃; for 3h;66%
propoxybenzene
622-85-5

propoxybenzene

levulinic acid
123-76-2

levulinic acid

C14H18O3

C14H18O3

Conditions
ConditionsYield
With H-β zeolite In neat (no solvent) at 150℃; for 12h; regioselective reaction;63%
propoxybenzene
622-85-5

propoxybenzene

chloro(5,10,15,20-tetratolylporphyrinato)carbonyliridium(III)
872415-81-1

chloro(5,10,15,20-tetratolylporphyrinato)carbonyliridium(III)

methoxybenzene
100-66-3

methoxybenzene

(5,10,15,20-tetrakis(p-tolyl)porphyrinato)(methyl)iridium(III)
386707-40-0

(5,10,15,20-tetrakis(p-tolyl)porphyrinato)(methyl)iridium(III)

(5,10,15,20-tetra-p-tolylporphyrinato)propyliridium(III)
872415-73-1

(5,10,15,20-tetra-p-tolylporphyrinato)propyliridium(III)

Conditions
ConditionsYield
With potassium hydroxide at 150℃; for 2h; Inert atmosphere; Darkness;A 23%
B 61%
2-(4-(n-propoxy)phenyl)acetic acid
26118-57-0

2-(4-(n-propoxy)phenyl)acetic acid

propoxybenzene
622-85-5

propoxybenzene

4,4'-Dipropyloxy-deoxybenzoin
94686-48-3

4,4'-Dipropyloxy-deoxybenzoin

Conditions
ConditionsYield
Stage #1: 2-(4-(n-propoxy)phenyl)acetic acid With thionyl chloride In chloroform at 0℃;
Stage #2: propoxybenzene With aluminum (III) chloride In dichloromethane at 0 - 20℃;
Stage #3: With water In dichloromethane Cooling;
51.86%
propoxybenzene
622-85-5

propoxybenzene

trifluoroacetyl-DL-alanine
1597-49-5

trifluoroacetyl-DL-alanine

(RS)-2-trifluoroacetamido-1-(4-propoxyphenyl)-1-propanone
742095-38-1

(RS)-2-trifluoroacetamido-1-(4-propoxyphenyl)-1-propanone

Conditions
ConditionsYield
With aluminium trichloride; oxalyl dichloride50%
chlorosulfonic acid
7790-94-5

chlorosulfonic acid

propoxybenzene
622-85-5

propoxybenzene

4-n-propoxy-1-benzenesulfonyl chloride
58076-32-7

4-n-propoxy-1-benzenesulfonyl chloride

Conditions
ConditionsYield
In dichloromethane for 2h;50%
propoxybenzene
622-85-5

propoxybenzene

chloro(5,10,15,20-tetratolylporphyrinato)carbonyliridium(III)
872415-81-1

chloro(5,10,15,20-tetratolylporphyrinato)carbonyliridium(III)

Phenetole
103-73-1

Phenetole

(5,10,15,20-tetra-p-tolylporphyrinato)ethyliridium(III)
872415-72-0

(5,10,15,20-tetra-p-tolylporphyrinato)ethyliridium(III)

(5,10,15,20-tetra-p-tolylporphyrinato)propyliridium(III)
872415-73-1

(5,10,15,20-tetra-p-tolylporphyrinato)propyliridium(III)

Conditions
ConditionsYield
With potassium hydroxide at 150℃; for 2h; Inert atmosphere; Darkness;A 25%
B 46%
propoxybenzene
622-85-5

propoxybenzene

(5,10,15,20-tetrakis(p-tolyl)porphyrinato)(methyl)iridium(III)
386707-40-0

(5,10,15,20-tetrakis(p-tolyl)porphyrinato)(methyl)iridium(III)

(5,10,15,20-tetra-p-tolylporphyrinato)propyliridium(III)
872415-73-1

(5,10,15,20-tetra-p-tolylporphyrinato)propyliridium(III)

Conditions
ConditionsYield
With potassium hydroxide at 150℃; for 17h; Inert atmosphere; Darkness;5%
diazoacetic acid ethyl ester
623-73-4

diazoacetic acid ethyl ester

propoxybenzene
622-85-5

propoxybenzene

4-propoxy-cyclohepta-1,3,6-trienecarboxylic acid

4-propoxy-cyclohepta-1,3,6-trienecarboxylic acid

Conditions
ConditionsYield
at 150℃; Erwaermen des Reaktionsprodukts mit methanol. KOH;
succinic acid anhydride
108-30-5

succinic acid anhydride

propoxybenzene
622-85-5

propoxybenzene

4-oxo-4-(4-propoxyphenyl)butanoic acid
39496-82-7

4-oxo-4-(4-propoxyphenyl)butanoic acid

Conditions
ConditionsYield
With aluminium trichloride; nitrobenzene

Propoxybenzene Chemical Properties

IUPAC Name: Propoxybenzene
Synonyms: Phenyl propyl ether ; Benzene, propoxy- ; Ether, phenyl propyl ; Ether, propyl phenyl ; Ether,propylphenyl ; Propoxy-benzen ; Propoxy-benzene ; Propoxyphenyl
Molecular Structure of Propyl phenyl ether (CAS NO. 622-85-5) :
Molecular Formula of Propyl phenyl ether (CAS NO. 622-85-5) : C9H12O
Molecular Weight of Propyl phenyl ether (CAS NO. 622-85-5) : 136.19
CAS NO: 622-85-5
EINECS: 210-756-5
Index of Refraction: 1.488
Surface Tension: 30.2 dyne/cm
Density: 0.929 g/cm3
Flash Point: 65 °C
Enthalpy of Vaporization: 40.87 kJ/mol
Boiling Point: 189.9 °C at 760 mmHg
Vapour Pressure: 0.77 mmHg at 25°C

Propoxybenzene Uses

 Propyl phenyl ether (CAS NO. 622-85-5) is used as intermediate in organic synthesis .

Propoxybenzene Toxicity Data With Reference

1.    

orl-mus LD50:3400 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 88 (1946),400.

Propoxybenzene Consensus Reports

Reported in EPA TSCA Inventory.

Propoxybenzene Safety Profile

Moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating fumes. See also ETHERS.

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