Product Name

  • Name

    4-FLUORO-1-BUTANOL

  • EINECS
  • CAS No. 372-93-0
  • Article Data8
  • CAS DataBase
  • Density 0.944 g/cm3
  • Solubility
  • Melting Point
  • Formula C4H9FO
  • Boiling Point 101.5 °C at 760 mmHg
  • Molecular Weight 92.1133
  • Flash Point 45.4 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 372-93-0 (4-FLUORO-1-BUTANOL)
  • Hazard Symbols
  • Synonyms 4-Fluoro-1-butanol;
  • PSA 20.23000
  • LogP 0.72840

Synthetic route

4-fluorobutyl acetate
373-09-1

4-fluorobutyl acetate

1-fluoro-4-hydroxybutane
372-93-0

1-fluoro-4-hydroxybutane

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether at 0 - 20℃; for 4h;98%
With sulfuric acid In ethanol for 13.5h; Heating;43%
benzoic acid-(4-fluoro-butyl ester)
326-49-8

benzoic acid-(4-fluoro-butyl ester)

1-fluoro-4-hydroxybutane
372-93-0

1-fluoro-4-hydroxybutane

Conditions
ConditionsYield
With lithium aluminium tetrahydride; diethyl ether
4-chloro-butyric acid ethyl ester
3153-36-4

4-chloro-butyric acid ethyl ester

1-fluoro-4-hydroxybutane
372-93-0

1-fluoro-4-hydroxybutane

Conditions
ConditionsYield
(i) NaI, acetone, (ii) KF, ethane-1,2-diol, (iii) LiAlH4, Et2O; Multistep reaction;
Butane-1,4-diol
110-63-4

Butane-1,4-diol

A

tetrahydrofuran
109-99-9

tetrahydrofuran

B

cyclic sulfite of 1,4-butanediol
5732-45-6

cyclic sulfite of 1,4-butanediol

C

1-fluoro-4-hydroxybutane
372-93-0

1-fluoro-4-hydroxybutane

Conditions
ConditionsYield
With sulfur tetrafluoride In diethyl ether at 20℃; for 45h; stainless-steel autoclave; Yield given;
With sulfur tetrafluoride In diethyl ether at 25℃; for 12h; stainless-steel autoclave; Yield given;
With sulfur tetrafluoride at 20℃; for 45h; Product distribution; solvent; other reaction time; other temperature.;A 60 % Chromat.
B 10 % Chromat.
C 30 % Chromat.
With sulfur tetrafluoride at 20℃; for 45h; stainless-steel autoclave; Yield given;
C4H8FO4S(1-)*Na(1+)
124536-08-9

C4H8FO4S(1-)*Na(1+)

1-fluoro-4-hydroxybutane
372-93-0

1-fluoro-4-hydroxybutane

Conditions
ConditionsYield
With hydrogenchloride at 80℃;
<4-fluoro-butyl>-acetate

<4-fluoro-butyl>-acetate

1-fluoro-4-hydroxybutane
372-93-0

1-fluoro-4-hydroxybutane

Conditions
ConditionsYield
With sulfuric acid
1-benzyloxy-4-fluorobutane

1-benzyloxy-4-fluorobutane

1-fluoro-4-hydroxybutane
372-93-0

1-fluoro-4-hydroxybutane

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In dichloromethane at 20℃; for 1.5h; Inert atmosphere;
5-bromo-2-chloro-3-hydroxypyridine
286946-77-8

5-bromo-2-chloro-3-hydroxypyridine

1-fluoro-4-hydroxybutane
372-93-0

1-fluoro-4-hydroxybutane

5-bromo-2-chloro-3-(4-fluorobutoxy)pyridine
1202796-36-8

5-bromo-2-chloro-3-(4-fluorobutoxy)pyridine

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃;98%
2-methoxy-5-(prop-1-yn-1-yl)pyrimidine

2-methoxy-5-(prop-1-yn-1-yl)pyrimidine

1-fluoro-4-hydroxybutane
372-93-0

1-fluoro-4-hydroxybutane

(3R,4R)-7-fluoro-3-(2-methoxypyrimidin-5-yl)hept-1-en-4-ol

(3R,4R)-7-fluoro-3-(2-methoxypyrimidin-5-yl)hept-1-en-4-ol

Conditions
ConditionsYield
With carbonyl bis(hydrido)tris(triphenylphosphine)ruthenium(II); (R)-1-[(SP)-2-(dicyclohexylphosphino)ferrocenyl]ethyldi-tert-butylphosphine; p-nitrobenzenesulfonic acid; tetra-(n-butyl)ammonium iodide In 1,2-dimethoxyethane at 80℃; for 48h; Inert atmosphere; Sealed tube; stereoselective reaction;73%
1-fluoro-4-hydroxybutane
372-93-0

1-fluoro-4-hydroxybutane

potassium 4-fluorobutyrate

potassium 4-fluorobutyrate

Conditions
ConditionsYield
With ruthenium trichloride; sodium periodate In tetrachloromethane; acetonitrile at 20℃; for 24h;70%
1-fluoro-4-hydroxybutane
372-93-0

1-fluoro-4-hydroxybutane

2-(3,4-dichlorophenyl)-1-[(4aSR,8SR,8aSR)-8-(pyrrolidin-1-yl)-3,4,4a,5,6,7,8,8aoctahydroquinoxaline-1(2H)-yl]ethan-1-one

2-(3,4-dichlorophenyl)-1-[(4aSR,8SR,8aSR)-8-(pyrrolidin-1-yl)-3,4,4a,5,6,7,8,8aoctahydroquinoxaline-1(2H)-yl]ethan-1-one

2-(3,4-dichlorophenyl)-1-[(4aRS,8RS,8aSR)-4-(4-fluorobutyl)-8-(pyrrolidin-1-yl)-3,4,4a,5,6,7,8,8a-octahydroquinoxalin-1(2H)-yl]ethan-1-one

2-(3,4-dichlorophenyl)-1-[(4aRS,8RS,8aSR)-4-(4-fluorobutyl)-8-(pyrrolidin-1-yl)-3,4,4a,5,6,7,8,8a-octahydroquinoxalin-1(2H)-yl]ethan-1-one

Conditions
ConditionsYield
Stage #1: 1-fluoro-4-hydroxybutane With Dess-Martin periodane In dichloromethane at 20℃; Inert atmosphere;
Stage #2: 2-(3,4-dichlorophenyl)-1-[(4aSR,8SR,8aSR)-8-(pyrrolidin-1-yl)-3,4,4a,5,6,7,8,8aoctahydroquinoxaline-1(2H)-yl]ethan-1-one In dichloromethane at 20℃; for 0.5h;
Stage #3: With sodium tris(acetoxy)borohydride In dichloromethane at 20℃;
51%
1-fluoro-4-hydroxybutane
372-93-0

1-fluoro-4-hydroxybutane

C36H40Br2N4O4

C36H40Br2N4O4

7,12-bis(1-(4-fluorobutoxy)ethyl)-3,8,13,17-tetramethylporphyrin-2,18-dipropionic acid

7,12-bis(1-(4-fluorobutoxy)ethyl)-3,8,13,17-tetramethylporphyrin-2,18-dipropionic acid

Conditions
ConditionsYield
Stage #1: 1-fluoro-4-hydroxybutane; C36H40Br2N4O4 at 20℃; for 4h;
Stage #2: In tetrahydrofuran at 20℃; Alkaline conditions;
31%
1-fluoro-4-hydroxybutane
372-93-0

1-fluoro-4-hydroxybutane

4-bromo-1-fluorobutane
462-72-6

4-bromo-1-fluorobutane

Conditions
ConditionsYield
With phosphorus tribromide
1-fluoro-4-hydroxybutane
372-93-0

1-fluoro-4-hydroxybutane

4-fluorobutanoic acid
462-23-7

4-fluorobutanoic acid

Conditions
ConditionsYield
With chromium(III) oxide; sulfuric acid
1-fluoro-4-hydroxybutane
372-93-0

1-fluoro-4-hydroxybutane

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

4-fluorobutyl 4-nitrobenzenesulfonate
34198-13-5

4-fluorobutyl 4-nitrobenzenesulfonate

Conditions
ConditionsYield
In pyridine
With dmap; triethylamine In dichloromethane at 20℃; for 2h; Inert atmosphere;0.67 mg
1-fluoro-4-hydroxybutane
372-93-0

1-fluoro-4-hydroxybutane

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

1,4-dibromo-butane
110-52-1

1,4-dibromo-butane

Conditions
ConditionsYield
at 120℃;
1-fluoro-4-hydroxybutane
372-93-0

1-fluoro-4-hydroxybutane

A

tetrahydrofuran
109-99-9

tetrahydrofuran

B

hydrogen fluoride
7664-39-3

hydrogen fluoride

Conditions
ConditionsYield
zersetzt sich sehr leicht;
PEG 4000-sulfonyl chloride

PEG 4000-sulfonyl chloride

1-fluoro-4-hydroxybutane
372-93-0

1-fluoro-4-hydroxybutane

C4H8FO3PolS

C4H8FO3PolS

Conditions
ConditionsYield
With pyridine In tetrahydrofuran; dichloromethane at 20℃; for 24h; solid phase reaction;
2-methoxy-5-(prop-1-yn-1-yl)pyrimidine

2-methoxy-5-(prop-1-yn-1-yl)pyrimidine

1-fluoro-4-hydroxybutane
372-93-0

1-fluoro-4-hydroxybutane

7-fluoro-3-(2-methoxypyrimidin-5-yl)hept-1-en-4-ol

7-fluoro-3-(2-methoxypyrimidin-5-yl)hept-1-en-4-ol

Conditions
ConditionsYield
With carbonyl bis(hydrido)tris(triphenylphosphine)ruthenium(II); 1,1'-bis(diisopropylphosphino)ferrocene; p-nitrobenzenesulfonic acid; tetra-(n-butyl)ammonium iodide In 1,2-dimethoxyethane at 80℃; for 48h; Inert atmosphere; Sealed tube; diastereoselective reaction;n/a

1-Butanol, 4-fluoro- Specification

The 1-Butanol, 4-fluoro-, with CAS registry number 372-93-0, has the systematic name of 4-fluorobutan-1-ol. Besides this, it is also called omega-Fluorobutanol. And the chemical formula of this chemical is C4H9FO.

Physical properties of 1-Butanol, 4-fluoro-: (1)ACD/LogP: 0.17; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.17; (4)ACD/LogD (pH 7.4): 0.17; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 29.39; (8)ACD/KOC (pH 7.4): 29.39; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 9.23 Å2; (13)Index of Refraction: 1.374; (14)Molar Refractivity: 22.27 cm3; (15)Molar Volume: 97.5 cm3; (16)Polarizability: 8.83×10-24cm3; (17)Surface Tension: 24.7 dyne/cm; (18)Density: 0.944 g/cm3; (19)Flash Point: 45.4 °C; (20)Enthalpy of Vaporization: 39.72 kJ/mol; (21)Boiling Point: 101.5 °C at 760 mmHg; (22)Vapour Pressure: 19.7 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: FCCCCO
(2)InChI: InChI=1/C4H9FO/c5-3-1-2-4-6/h6H,1-4H2
(3)InChIKey: SHOBGSRUFRALBO-UHFFFAOYAG
(4)Std. InChI: InChI=1S/C4H9FO/c5-3-1-2-4-6/h6H,1-4H2
(5)Std. InChIKey: SHOBGSRUFRALBO-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 900ug/kg (0.9mg/kg)   Journal of Organic Chemistry. Vol. 21, Pg. 739, 1956.
mouse LD50 subcutaneous 900ug/kg (0.9mg/kg)   Nature. Vol. 172, Pg. 1139, 1953.

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