Product Name

  • Name

    1-Pyrenebutanol

  • EINECS
  • CAS No. 67000-89-9
  • Article Data14
  • CAS DataBase
  • Density 1.217 g/cm3
  • Solubility
  • Melting Point 80-83 °C(lit.)
  • Formula C20H18O
  • Boiling Point 488.4 °C at 760 mmHg
  • Molecular Weight 274.362
  • Flash Point 205.4 °C
  • Transport Information
  • Appearance
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 67000-89-9 (1-Pyrenebutanol)
  • Hazard Symbols IrritantXi
  • Synonyms 4-(1-Pyrenyl)butanol;
  • PSA 20.23000
  • LogP 4.89900

Synthetic route

4-(1-pyrene)butyric acid methyl ester
70570-29-5

4-(1-pyrene)butyric acid methyl ester

4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

Conditions
ConditionsYield
With diisobutylaluminium hydride In tetrahydrofuran; hexane at 0 - 20℃; Inert atmosphere;99%
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃;
1-pyrenebutyric acid
3443-45-6

1-pyrenebutyric acid

4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride95%
With dimethylsulfide borane complex In tetrahydrofuran at 0 - 20℃;90.2%
With borane-THF In tetrahydrofuran at 20℃; Cooling with ice;79%
4-(1-pyrene)butanoic acid ethyl ester
59275-39-7

4-(1-pyrene)butanoic acid ethyl ester

4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 4h;88%
C20H18O(2-)*2Li(1+)

C20H18O(2-)*2Li(1+)

4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone 1.) methanol, -78 deg C, 2.) abs. toluene, reflux, 1h.; Yield given. Multistep reaction;
2,2-dibromo-malonic acid bis-(4-pyren-1-yl-butyl) ester

2,2-dibromo-malonic acid bis-(4-pyren-1-yl-butyl) ester

4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide100 % Chromat.
pyrene
129-00-0

pyrene

4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) lithium wire / 1.)-78 deg C, 12 h., 2.) room temp., 12 h.
2: 2.) DDQ / 1.) methanol, -78 deg C, 2.) abs. toluene, reflux, 1h.
View Scheme
Multi-step reaction with 4 steps
1.1: aluminum (III) chloride / nitrobenzene / 18 h / 0 - 20 °C
2.1: potassium hydroxide; hydrazine / diethylene glycol / 2 h / Heating / reflux
2.2: 0 °C
3.1: thionyl chloride / 0 - 20 °C
4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C
View Scheme
C53H48O5S2
1452863-03-4

C53H48O5S2

Hg(2+)

Hg(2+)

A

bis(acetic acid thiolato)mercury(II)

bis(acetic acid thiolato)mercury(II)

B

4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

C

4-ethoxybenzaldehyde
10031-82-0

4-ethoxybenzaldehyde

Conditions
ConditionsYield
In acetonitrile for 0.166667h; pH=4.8;
...Expand
γ-oxo-1-pyrenebutyric acid
7499-60-7

γ-oxo-1-pyrenebutyric acid

4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: potassium hydroxide; hydrazine / diethylene glycol / 2 h / Heating / reflux
1.2: 0 °C
2.1: thionyl chloride / 0 - 20 °C
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C
View Scheme
11-(tert-butoxycarbonylamino)undecanoic acid
10436-25-6

11-(tert-butoxycarbonylamino)undecanoic acid

4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

C36H47NO4
1416547-75-5

C36H47NO4

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 120h;99%
4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

4-(pyren-1-yl)butyl methanesulfonate
205488-04-6

4-(pyren-1-yl)butyl methanesulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane Cooling with ice;98%
With triethylamine In dichloromethane at 0℃; for 12h;96%
With triethylamine In dichloromethane Cooling with ice;91.2%
With triethylamine In dichloromethane at 20℃; for 2h; Inert atmosphere;91%
With triethylamine In dichloromethane at 20℃; for 4h;
4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

4-(pyren-1-yl)butanal

4-(pyren-1-yl)butanal

Conditions
ConditionsYield
With pyridinium chlorochromate In dichloromethane at 20℃; for 2h;97%
With dipyridinium dichromate In dichloromethane at 20℃; Inert atmosphere;97%
With pyridinium chlorochromate In dichloromethane at 20℃;95%
4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

1-bromo-4-(1-pyrenyl)butane
117846-05-6

1-bromo-4-(1-pyrenyl)butane

Conditions
ConditionsYield
With carbon tetrabromide; triphenylphosphine In acetonitrile at 25℃; for 0.333333h; Appel Halogenation;96%
With carbon tetrabromide; triphenylphosphine In dichloromethane Bromination; substitution;90%
With carbon tetrabromide; triphenylphosphine In tetrahydrofuran90%
4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

4-cyano-4-(thiobenzoylthio)pentanoic acid
201611-92-9

4-cyano-4-(thiobenzoylthio)pentanoic acid

4-cyano-4-methyl-4-thiobenzoylsulfanyl-butyric acid 4-pyren-1-yl-butyl ester
1048735-14-3

4-cyano-4-methyl-4-thiobenzoylsulfanyl-butyric acid 4-pyren-1-yl-butyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In tetrahydrofuran; dichloromethane at 0 - 20℃;95%
4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

C22H19BrO2

C22H19BrO2

Conditions
ConditionsYield
Stage #1: 4-pyrenylbutanol In dichloromethane Alkaline conditions; Cooling with ice;
Stage #2: 2-Bromoacetyl bromide In dichloromethane at 20℃; for 24h; Cooling with ice;		92%
11-mercaptounadecanoic acid
71310-21-9

11-mercaptounadecanoic acid

4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

4-(pyren-4-yl) butyl-11-mercaptoundecanoate

4-(pyren-4-yl) butyl-11-mercaptoundecanoate

Conditions
ConditionsYield
With hafnium/THF In toluene for 48h; Reflux; Molecular sieve;89%
2,4,6-tri(4-pyridyl)-1,3,5-triazine
42333-78-8

2,4,6-tri(4-pyridyl)-1,3,5-triazine

[Ru2(η6-p-cymene)2(C6H2O4)Cl2]
1039768-31-4

[Ru2(η6-p-cymene)2(C6H2O4)Cl2]

4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

silver trifluoromethanesulfonate
2923-28-6

silver trifluoromethanesulfonate

[(1-pyrenebutanol)*Ru6(p-cymene)6(2,4,6-tris(pyridin-4-yl)-1,3,5-triazine)2(2,5-dioxydo-1,4-benzoquinonato)3](triflate)6

[(1-pyrenebutanol)*Ru6(p-cymene)6(2,4,6-tris(pyridin-4-yl)-1,3,5-triazine)2(2,5-dioxydo-1,4-benzoquinonato)3](triflate)6

Conditions
ConditionsYield
In methanol byproducts: AgCl; Ru complex and AgCF3SO3 stirred in MeOH for 2 h; filtered into suspn. ofN3C3(C5H4N)3 and pyrenyl in MeOH; stirred at room temp. for 18 h; solvent removed under reduced pressure; dissolved in CH2Cl2; filtered; vol. of filtrate reduced; pptd. with Et2O; collected by filtration;88%
...Expand
2-bromoisobutyric acid bromide
20769-85-1

2-bromoisobutyric acid bromide

4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

C24H23BrO2

C24H23BrO2

Conditions
ConditionsYield
With triethylamine In dichloromethane88%
4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

3-oxo-3-(pent-4-yn-1-yloxy)propanoic acid
1448599-87-8

3-oxo-3-(pent-4-yn-1-yloxy)propanoic acid

pent-4-yn-1-yl (4-(pyren-1-yl)butyl) malonate
1448599-89-0

pent-4-yn-1-yl (4-(pyren-1-yl)butyl) malonate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 2h; Cooling with ice; Inert atmosphere;87%
4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

O-(2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-α-D-glucopyranosyl)trichloracetimidat
94715-74-9

O-(2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-α-D-glucopyranosyl)trichloracetimidat

4-(1-pyrenyl)butyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside
1160291-41-7

4-(1-pyrenyl)butyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 20℃; for 3h;85%
4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

N-tert-butyl-O-[1-(4-chloromethyl-phenyl)-ethyl]-N-(2-methyl-1-phenyl-propyl)-hydroxylamine
227000-85-3

N-tert-butyl-O-[1-(4-chloromethyl-phenyl)-ethyl]-N-(2-methyl-1-phenyl-propyl)-hydroxylamine

N-tert-butyl-N-(2-methyl-1-phenyl-propyl)-O-{1-[4-(4-pyren-1-yl-butoxymethyl)-phenyl]-ethyl}-hydroxylamine

N-tert-butyl-N-(2-methyl-1-phenyl-propyl)-O-{1-[4-(4-pyren-1-yl-butoxymethyl)-phenyl]-ethyl}-hydroxylamine

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran for 16h; Heating;84%
4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

malonoyl dichloride
1663-67-8

malonoyl dichloride

bis[4-pyrene-1-butoxy]malonyl ester

bis[4-pyrene-1-butoxy]malonyl ester

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 20℃; for 24h;84%
3,3'-dithiobis(propionic acid)
1119-62-6

3,3'-dithiobis(propionic acid)

4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

3-((3-oxo-3-(4-(pyren-1-yl)butoxy)propyl)disulfanyl)propanoic acid
1259437-62-1

3-((3-oxo-3-(4-(pyren-1-yl)butoxy)propyl)disulfanyl)propanoic acid

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 20h;81.3%
4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

propargyl bromide
106-96-7

propargyl bromide

1-(4-(prop-2-yn-1-yloxy)butyl)pyrene
1211548-30-9

1-(4-(prop-2-yn-1-yloxy)butyl)pyrene

Conditions
ConditionsYield
Stage #1: 4-pyrenylbutanol With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere;
Stage #2: propargyl bromide In tetrahydrofuran; toluene at 0℃; Inert atmosphere; Reflux; Darkness;		81%
Stage #1: 4-pyrenylbutanol With sodium hydride In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;
Stage #2: propargyl bromide In tetrahydrofuran; toluene at 0℃; for 1h; Inert atmosphere; Darkness;		69%
4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

Methacryloyl chloride
920-46-7

Methacryloyl chloride

4-(pyren-1-yl)butyl methacrylate
71254-27-8

4-(pyren-1-yl)butyl methacrylate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere;80%
With triethylamine In dichloromethane at 20℃;
With triethylamine In dichloromethane at 0℃; for 2h;
thionyl chloride
7719-09-7

thionyl chloride

[(C5H5)TiCl(C5H4C(CH3)2CH2CO2)]*0.5C7H8

[(C5H5)TiCl(C5H4C(CH3)2CH2CO2)]*0.5C7H8

4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

[(C5H5)TiCl2(C5H4C(CH3)2CH2C(O)O(CH2)4C16H9)]
864767-17-9

[(C5H5)TiCl2(C5H4C(CH3)2CH2C(O)O(CH2)4C16H9)]

Conditions
ConditionsYield
With NaH In dichloromethane Ti complex was reacted with SOCl2 at room temp. for 1 h; heated at 50°C for 2 h in vac.; dissolved in CH2Cl2; transferred to mixt. of NaHand alcohol in CH2Cl2; stirred at room temp. for 16 h; filtered through Celite; crystd. (CH2Cl2/pentane);79%
...Expand
4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

1,10-dibromodecane
4101-68-2

1,10-dibromodecane

1-[4-(10-bromo-decyloxy)-butyl]-pyrene
244013-58-9

1-[4-(10-bromo-decyloxy)-butyl]-pyrene

Conditions
ConditionsYield
Stage #1: 4-pyrenylbutanol With potassium tert-butylate In toluene at 100℃; for 1h;
Stage #2: 1,10-dibromodecane In toluene for 16h;		79%
3-Thiophene carboxylic acid
88-13-1

3-Thiophene carboxylic acid

4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

4-(pyren-1-yl)butyl thiophene-3-carboxylate

4-(pyren-1-yl)butyl thiophene-3-carboxylate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 12.5h; Inert atmosphere;79%
thiophen-3-yl-acetic acid
6964-21-2

thiophen-3-yl-acetic acid

4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

4-(pyren-1-yl)butyl 2-(thiophen-3-yl)acetate

4-(pyren-1-yl)butyl 2-(thiophen-3-yl)acetate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 12.5h; Inert atmosphere;76%
4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

3-mercaptopropionic acid
107-96-0

3-mercaptopropionic acid

4-(pyren-1-yl)butyl 3-mercaptopropionate
1041403-51-3

4-(pyren-1-yl)butyl 3-mercaptopropionate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene Inert atmosphere; Reflux;75%
4-pentynoic acid
6089-09-4

4-pentynoic acid

4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

4-(pyren-1-yl)butyl pent-4-ynoate
1213789-09-3

4-(pyren-1-yl)butyl pent-4-ynoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane72%
4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

N-tert-butoxycarbonyl-L-phenylalanine
13734-34-4

N-tert-butoxycarbonyl-L-phenylalanine

Boc-Phe-Pyrene
1400924-49-3

Boc-Phe-Pyrene

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; ethyl cyanoglyoxylate-2-oxime In N,N-dimethyl-formamide at 0℃; for 2h;71%
4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

2,6-bis(pyrazole-1-yl)pyridine-4-carboxylic acid
600727-96-6

2,6-bis(pyrazole-1-yl)pyridine-4-carboxylic acid

2,6-d-pyrazol-1-yl-isonicotinic acid 4-pyren-1-yl-butyl ester

2,6-d-pyrazol-1-yl-isonicotinic acid 4-pyren-1-yl-butyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 72h; Inert atmosphere; Schlenk technique;69%
2,6-bis-(bromomethyl)pyridine
7703-74-4

2,6-bis-(bromomethyl)pyridine

4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

2-(bromomethyl)-6-((4-(pyren-1-yl)butoxy)methyl)pyridine

2-(bromomethyl)-6-((4-(pyren-1-yl)butoxy)methyl)pyridine

Conditions
ConditionsYield
Stage #1: 4-pyrenylbutanol With sodium hydride In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere; Cooling with ice;
Stage #2: 2,6-bis-(bromomethyl)pyridine In tetrahydrofuran at 20℃; for 4h; Inert atmosphere;		68%
With sodium hydride In tetrahydrofuran; mineral oil for 18h; Reflux; Inert atmosphere;62%
4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

allyl bromide
106-95-6

allyl bromide

C23H22O

C23H22O

Conditions
ConditionsYield
With potassium hydride In dichloromethane at 0 - 20℃; for 6h;62%
4-pyrenylbutanol
67000-89-9

4-pyrenylbutanol

C13H16O5S2
1452863-02-3

C13H16O5S2

C53H48O5S2
1452863-03-4

C53H48O5S2

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 4h;60%

1-Pyrenebutanol Specification

The 1-Pyrenebutanol, with the CAS registry number 67000-89-9, is also known as 4-(Pyren-1-yl)butan-1-ol. It belongs to the product categories of Alcohols; C9 to C30; Oxygen Compounds. This chemical's molecular formula is C20H18O and molecular weight is 274.36. Its systematic name is called 4-pyren-1-ylbutan-1-ol. The product should be sealed and stored in cool and dry place.

Physical properties of 1-Pyrenebutanol: (1)ACD/LogP: 5.36; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.36; (4)ACD/LogD (pH 7.4): 5.36; (5)ACD/BCF (pH 5.5): 6941.32; (6)ACD/BCF (pH 7.4): 6941.32; (7)ACD/KOC (pH 5.5): 19556.7; (8)ACD/KOC (pH 7.4): 19556.7; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 5; (12)Index of Refraction: 1.761; (13)Molar Refractivity: 92.81 cm3; (14)Molar Volume: 225.3 cm3; (15)Surface Tension: 58.2 dyne/cm; (16)Density: 1.217 g/cm3; (17)Flash Point: 205.4 °C; (18)Enthalpy of Vaporization: 79.46 kJ/mol; (19)Boiling Point: 488.4 °C at 760 mmHg; (20)Vapour Pressure: 2.37E-10 mmHg at 25°C.

Preparation of 1-Pyrenebutanol: this chemical can be prepared by 4-(1-pyrenyl)butanol. This reaction is a kind of Bromination//substitution. It will need reagents tetrabromomethane, triphenylphosphine and solvent CH2Cl2. The yield is about 90%.

1-Pyrenebutanol can be prepared by 4-(1-pyrenyl)butanol

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)SMILES: OCCCCc4ccc2ccc1cccc3c1c2c4cc3
(2)InChI: InChI=1/C20H18O/c21-13-2-1-4-14-7-8-17-10-9-15-5-3-6-16-11-12-18(14)20(17)19(15)16/h3,5-12,21H,1-2,4,13H2
(3)InChIKey: MRENSFROWALQNU-UHFFFAOYAP

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