Product Name

  • Name

    Butanol

  • EINECS 200-751-6
  • CAS No. 71-36-3
  • Article Data1216
  • CAS DataBase
  • Density 0.805 g/cm3
  • Solubility 80 g/L (20 °C) in water
  • Melting Point -89 °C
  • Formula C4H10O
  • Boiling Point 117.697 °C at 760 mmHg
  • Molecular Weight 74.1228
  • Flash Point 35 °C
  • Transport Information UN 1120 3/PG 3
  • Appearance colourless liquid
  • Safety 13-26-37/39-46-7/9-45-36/37-16-7
  • Risk Codes 10-22-37/38-41-67-39/23/24/25-23/24/25-11
  • Molecular Structure Molecular Structure of 71-36-3 (Butanol)
  • Hazard Symbols HarmfulXn, ToxicT, FlammableF
  • Synonyms Butylalcohol (8CI);1-Butyl alcohol;Butanol;Butyl hydroxide;CCS 203;Hemostyp;Methylolpropane;NSC 62782;Propylcarbinol;n-Butanol;n-Butyl alcohol;
  • PSA 20.23000
  • LogP 0.77880

Synthetic route

butyraldehyde
123-72-8

butyraldehyde

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With Ipc2BOH In pentane at 25℃; for 6h;100%
With Ca2>2*THF In hexane at 20℃; for 0.5h; other carbonyl compounds, var. calcium tetrakis(alkoxy)alanates, solvents, times, temp.;99%
With hydrogen; aluminum oxide; copper at 150℃;99%
n-butyl formate
592-84-7

n-butyl formate

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With hydrogenchloride In acetone at 20℃; for 0.25h; Product distribution; other alkyl formates;100%
dodecacarbonyl-triangulo-triruthenium; P(C4H9)3 In pyridine at 180℃; for 8h;75%
With water; tetraphenylphosphonium bromide; triphenylphosphine; potassium hydroxide In dibutyl ether at 25℃; for 0.166667h;11%
ethyloxirane
106-88-7

ethyloxirane

A

iso-butanol
78-92-2, 15892-23-6

iso-butanol

B

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With lithium dihydrido borata-bicyclo[3.3.0]nonane In tetrahydrofuran at 15℃; for 0.25h; Product distribution; with other oxiranes;A 99%
B 1%
With zeolite supported zinc borohydride In tetrahydrofuran at 20℃; for 12h; Yield given. Yields of byproduct given;
2-butoxytetrahydropyran
1927-68-0

2-butoxytetrahydropyran

A

2-methoxytetrahydropyran
6581-66-4

2-methoxytetrahydropyran

B

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With methanol; DOWEX 50 W-X2 cation exchange resin at 40℃; for 1.13333h;A n/a
B 99%
methyl propargyl alcohol
764-01-2

methyl propargyl alcohol

A

cis-2-buten-1-ol
4088-60-2

cis-2-buten-1-ol

B

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With hydrogen; copper-palladium; silica gel In ethanol at 25℃; under 760 Torr; Kinetics;A 99%
B n/a
Tributoxyoxovanadium
1801-76-9

Tributoxyoxovanadium

(3bR,4aR)-2-(3,4,4-trime-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)-ethanol
200882-13-9

(3bR,4aR)-2-(3,4,4-trime-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)-ethanol

17O-water
13968-48-4

17O-water

A

[V(17)O2((3bR,4aR)-2-(3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)-ethanol)(n-BuOH)]

[V(17)O2((3bR,4aR)-2-(3,4,4-trimethyl-3b,4,4a,5-tetrahydrocyclopropa[3,4]cyclopenta[1,2-c]pyrazol-1-yl)-ethanol)(n-BuOH)]

B

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
In dichloromethane compd. prepd. by react. VO(On-Bu)3 with ligand in CH2Cl2; H2(17)O added to soln.; detn. by NMR;A 99%
B n/a
benzyl 1-butyl ether
588-67-0

benzyl 1-butyl ether

A

toluene
108-88-3

toluene

B

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With 0.5%Pd/TiO2; isopropyl alcohol In water at 24.84℃; for 2h; Inert atmosphere; Sealed tube; Irradiation;A 99%
B 99%
Butane-1,4-diol
110-63-4

Butane-1,4-diol

A

4-butanolide
96-48-0

4-butanolide

B

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With hydrogen; Cu-based catalyst at 190℃; Product distribution; Further Variations:; Temperatures; reaction in vapour phase, fixed bed reactor;A 98.8%
B 0.8%
maleic acid
110-16-7

maleic acid

A

tetrahydrofuran
109-99-9

tetrahydrofuran

B

4-butanolide
96-48-0

4-butanolide

C

methanol
67-56-1

methanol

D

Butane-1,4-diol
110-63-4

Butane-1,4-diol

E

malic acid
617-48-1

malic acid

F

succinic acid
110-15-6

succinic acid

G

acetic acid
64-19-7

acetic acid

H

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With hydrogen; 0.5percent Pd on Rutile TiO2 at 110℃; Product distribution / selectivity;A 0.45%
B 0.06%
C 0%
D 0.21%
E 0.36%
F 98.73%
G 0.04%
H 0.08%
butyric acid
107-92-6

butyric acid

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With hydrogen at 265℃; for 3480h; Reagent/catalyst; Time;98%
With water In aq. phosphate buffer at 20℃; pH=7.4; Electrolysis; Inert atmosphere; Enzymatic reaction;98.5%
With diphenylamine borane In tetrahydrofuran 1.) 0 deg C, 1 h, 2.) 20 deg C, 1 h;61%
maleic acid
110-16-7

maleic acid

A

tetrahydrofuran
109-99-9

tetrahydrofuran

B

4-butanolide
96-48-0

4-butanolide

C

Butane-1,4-diol
110-63-4

Butane-1,4-diol

D

4-hydroxybutanoic acid
591-81-1

4-hydroxybutanoic acid

E

succinic acid
110-15-6

succinic acid

F

acetic acid
64-19-7

acetic acid

G

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With hydrogen; 0.5percent Pd on Rutile TiO2 at 110℃; Product distribution / selectivity;A 0.77%
B 0.38%
C 0.24%
D 0.05%
E 98.28%
F 0.02%
G 0.26%

A

(S)-2-butanol
4221-99-2

(S)-2-butanol

B

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With hydrogen; 10percentPd/C; 1,2-diaminoethane; mixture of at 25℃; under 37503.8 Torr; for 24h; Conversion of starting material;A 98.21%
B 0.99%
With hydrogen; 10percentPd/C; 1,2-diaminoethane; mixture of at 25 - 50℃; under 3750.38 - 7500.75 Torr; for 24h;A 89%
B 0.958%
With hydrogen; palladium 10% on activated carbon In methanol at 25℃; under 3750.38 Torr; for 24h; Conversion of starting material;A 81.752%
B 11.148%
With hydrogen; carbon; Na2PdCl4; sodium hydroxide; 1,2-diaminoethane; mixture of at 25℃; under 3750.38 Torr; for 24h; Conversion of starting material;A 71.379%
B 0.721%
With hydrogen; carbon; Na2PdCl4; sodium hydroxide; 1,2-diaminoethane; mixture of In methanol at 25℃; under 3750.38 Torr; for 24h; Conversion of starting material;A 41.58%
B 0.42%
homoalylic alcohol
627-27-0

homoalylic alcohol

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With 2,6-bis[1-(2,6-diisopropylphenylimino)ethyl]pyridine cobalt(II) dichloride; diethoxymethylane; sodium triethylborohydride In toluene at -78 - 20℃; for 5h;98%
With hydrogen; ruthenium palladium In propan-1-ol at 89.9℃; Rate constant;
With (bis(mesityl-benzimidazol-2-ylidene)phenyl)Co(N2)(PPh3); hydrogen In benzene-d6 at -196.16 - 19.84℃; under 3040.2 Torr; for 2h;
With hydrogen In dichloromethane at 20℃; under 3000.3 Torr; for 24h; Time;
dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

A

tetrahydrofuran
109-99-9

tetrahydrofuran

B

2-methoxytetrahydrofuran
13436-45-8

2-methoxytetrahydrofuran

C

4-butanolide
96-48-0

4-butanolide

D

propan-1-ol
71-23-8

propan-1-ol

E

2-(4'-hydroxybutoxy)-tetrahydrofuran
64001-06-5

2-(4'-hydroxybutoxy)-tetrahydrofuran

F

Butane-1,4-diol
110-63-4

Butane-1,4-diol

G

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With hydrogen; copper catalyst, T 4489, Sud-Chemie AG, Munich at 150 - 280℃; under 187519 Torr; Neat liquid(s) and gas(es)/vapour(s);A 1%
B n/a
C 0.4%
D n/a
E n/a
F 98%
G 0.5%
N,N'-diphenyl-1,4-phenylenediamine
74-31-7

N,N'-diphenyl-1,4-phenylenediamine

dibutoxyphenylborane
7330-48-5

dibutoxyphenylborane

A

BN(C6H5)C6H4N(C6H5)

BN(C6H5)C6H4N(C6H5)

B

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
In xylene at reflux 140-106°C for 165 h, then distilling butanol-borane azeotrop;A 98%
B n/a
catechol butyl borate
3488-87-7

catechol butyl borate

N-(salicylidene)aniline N-oxide
20357-59-9, 97971-52-3

N-(salicylidene)aniline N-oxide

A

8-phenyl-6,6-(1,2-phenylenedioxy)-5,7-dioxa-8-aza-6-bora-6,7-dihydro-5H-benzocycloheptene

8-phenyl-6,6-(1,2-phenylenedioxy)-5,7-dioxa-8-aza-6-bora-6,7-dihydro-5H-benzocycloheptene

B

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
In benzene to benzene soln. of nitrone of salicylaldehyde added (C6H4O2)BOC4H9 (molar ratio 1:1), refluxed for 30 min; concd. in vac., added petroleum ether, ppt. washed with ether, dried, elem. anal.;A 98%
B n/a
butyl butyrate
109-21-7

butyl butyrate

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With C30H34Cl2N2P2Ru; potassium methanolate; hydrogen In tetrahydrofuran at 100℃; under 38002.6 - 76005.1 Torr; for 15h; Glovebox; Autoclave;98%
With hydrogen at 223.84℃; under 5625.56 Torr; Kinetics; Thermodynamic data; Concentration; Pressure; Temperature; neat (no solvent, gas phase);
With [RuH(η2-BH4)(2-di-tert-butylphosphinomethyl-6-diethylaminomethylpyridine)]; hydrogen In tetrahydrofuran at 110℃; under 7600.51 Torr; for 12h; Autoclave;97 %Chromat.
salicylaldehyde-(N-benzyl oxime )
22687-11-2

salicylaldehyde-(N-benzyl oxime )

catechol butyl borate
3488-87-7

catechol butyl borate

A

8-CH2Ph-6,6-(1,2-phenylenedioxy)-5,7-dioxa-8-aza-6-bora-6,7-dihydro-5H-benzocycloheptene

8-CH2Ph-6,6-(1,2-phenylenedioxy)-5,7-dioxa-8-aza-6-bora-6,7-dihydro-5H-benzocycloheptene

B

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
In benzene to benzene soln. of nitrone of salicylaldehyde added (C6H4O2)BOC4H9 (molar ratio 1:1), refluxed for 30 min; concd. in vac., added petroleum ether, ppt. recrystd. from THF/petroleum ether, elem. anal.;A 97%
B n/a
C6H4(OH)CHN(CH3)OB(OC4H9)(C6H4O2)

C6H4(OH)CHN(CH3)OB(OC4H9)(C6H4O2)

A

8-methyl-6,6-(1,2-phenylenedioxy)-5,7-dioxa-8-aza-6-bora-6,7-dihydro-5H-benzocycloheptene

8-methyl-6,6-(1,2-phenylenedioxy)-5,7-dioxa-8-aza-6-bora-6,7-dihydro-5H-benzocycloheptene

B

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
In benzene refluxed in benzene for 30 min;A 96%
B n/a
1-butyn-4-ol
927-74-2

1-butyn-4-ol

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With 2,6-bis[1-(2,6-diisopropylphenylimino)ethyl]pyridine cobalt(II) dichloride; diethoxymethylane; sodium triethylborohydride In neat (no solvent) at -78 - 40℃; for 2h;96%
With hydrogen In ethanol at 27℃; under 2250.23 Torr; for 0.416667h; Kinetics; Solvent; Time; Green chemistry;
dibutyl hydrogen phosphite
1809-19-4

dibutyl hydrogen phosphite

tris(butoxymethyl)amine
176223-09-9

tris(butoxymethyl)amine

A

hexabutyl [nitrilotris(methylene)]tris(phosphonate)

hexabutyl [nitrilotris(methylene)]tris(phosphonate)

B

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene at 110℃; for 3h; High pressure;A 96%
B n/a
crotonaldehyde
123-73-9

crotonaldehyde

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With crosslinked polystirene anion exchange resin in BH4- form In ethanol for 2h; Ambient temperature;95%
With C54H60N6O6Pd(2+)*2Br(1-); hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene In 1,4-dioxane at 75℃; under 7500.75 Torr; for 6h;30%
bei der elektrolytischen Reduktion;
catechol butyl borate
3488-87-7

catechol butyl borate

α-(2-hydroxy-1-phenyl)-N-methylnitrone
41105-99-1

α-(2-hydroxy-1-phenyl)-N-methylnitrone

A

8-methyl-6,6-(1,2-phenylenedioxy)-5,7-dioxa-8-aza-6-bora-6,7-dihydro-5H-benzocycloheptene

8-methyl-6,6-(1,2-phenylenedioxy)-5,7-dioxa-8-aza-6-bora-6,7-dihydro-5H-benzocycloheptene

B

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
In benzene to benzene soln. of nitrone of salicylaldehyde added (C6H4O2)BOC4H9 (molar ratio 1:1), refluxed for 30 min; concd. in vac., added petroleum ether, ppt. washed with ether, dried, elem. anal.;A 95%
B n/a
4-benzyloxycarbonylaminobutyric acid butyl ester
1245613-13-1

4-benzyloxycarbonylaminobutyric acid butyl ester

A

4-(benzyloxycarbonylamino)butyric acid
5105-78-2

4-(benzyloxycarbonylamino)butyric acid

B

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With methanol; recombinant Bacillus subtilis esterase double mutant E188W/M193C In hexane at 37℃; for 0.5h; pH=7.4; Kinetics; Reagent/catalyst; Time; aq. phosphate buffer; Enzymatic reaction;A 95%
B n/a
butyl levulinate
2052-15-5

butyl levulinate

A

γ-hydroxy butyl pentanoate
129549-67-3, 69847-38-7

γ-hydroxy butyl pentanoate

B

5-methyl-dihydro-furan-2-one
108-29-2

5-methyl-dihydro-furan-2-one

C

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With n-butyl formate; water at 170℃; under 7500.75 Torr; for 6h; Inert atmosphere; chemoselective reaction;A n/a
B 95%
C n/a
benzaldehyde
100-52-7

benzaldehyde

N-butylamine
109-73-9

N-butylamine

acetophenone
98-86-2

acetophenone

A

2,4,6-triphenylpyridine
580-35-8

2,4,6-triphenylpyridine

B

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With diphenylammonium trifluoromethanesulfonate at 120℃; for 4h; Neat (no solvent); regioselective reaction;A 95%
B 91 %Chromat.
urethane
51-79-6

urethane

methyloxirane
75-56-9, 16033-71-9

methyloxirane

A

4-methyl-2-oxazolidone
16112-59-7

4-methyl-2-oxazolidone

B

5-methyl-1,3-oxazolidin-2-one
1072-70-4

5-methyl-1,3-oxazolidin-2-one

C

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With basic molar 1:1 Mg-Fe oxide calcined at 400 °C at 140℃; for 8h; Reagent/catalyst; Temperature; Autoclave;A n/a
B 95%
C n/a
2-Butoxy-3,4,5,6-tetrahydro-4-methyl-2H-pyran
7429-33-6

2-Butoxy-3,4,5,6-tetrahydro-4-methyl-2H-pyran

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In methanol at 25℃; for 4h;94.4%
1-(t-butyldiphenylsilyloxy)butane
75031-69-5

1-(t-butyldiphenylsilyloxy)butane

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With Selectfluor In acetonitrile at 150℃; for 0.166667h; Microwave irradiation;94%
With methanol; trimethylsilyl bromide at 20℃; for 9h; chemoselective reaction;90%
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

butan-1-ol
71-36-3

butan-1-ol

2-butoxytetrahydropyran
1927-68-0

2-butoxytetrahydropyran

Conditions
ConditionsYield
With 2Al(3+)*HO(1-)*5CH3O3S(1-) In dichloromethane at 20℃; for 0.75h; Reagent/catalyst;100%
With ruthenium(III) acetate at 20℃; for 0.5h;99%
With aminosulfonic acid at 15℃; for 3h;98%
styrene oxide
96-09-3

styrene oxide

butan-1-ol
71-36-3

butan-1-ol

2-butoxy-2-phenyl-1-ethanol
65792-06-5

2-butoxy-2-phenyl-1-ethanol

Conditions
ConditionsYield
With cucurbit[7]uril at 55℃; for 4h; Time;100%
at 20℃; for 4h;99%
With zirconyl(IV) nitrate hydrate at 45℃; for 0.333333h;97%
phthalic anhydride
85-44-9

phthalic anhydride

butan-1-ol
71-36-3

butan-1-ol

Phthalic acid dibutyl ester
84-74-2

Phthalic acid dibutyl ester

Conditions
ConditionsYield
With diacidic ionic liquid supported on magnetic-silica nanoparticles In neat (no solvent) at 118℃; for 2h; Temperature; Dean-Stark;100%
With sulfuric acid; acetonitrile at 80 - 85℃; for 16 - 18h;99%
With phosphotungstic acid; bis(acetylacetonato)dioxomolybdenum(VI); potassium tetranitroplatinate at 95 - 105℃; under 540.054 Torr; for 1h;99.4%
phenyl isocyanate
103-71-9

phenyl isocyanate

butan-1-ol
71-36-3

butan-1-ol

N-phenyl-carbamic acid butyl ester
1538-74-5

N-phenyl-carbamic acid butyl ester

Conditions
ConditionsYield
chlorodi-(n-butyl)tin acetate In chloroform for 0.833333h; Product distribution; Mechanism; Ambient temperature; catalytic activity, various tin(IV) catalysts;100%
chlorodi-(n-butyl)tin acetate In chloroform for 0.833333h; Ambient temperature;100%
With diallyltin(IV)di(2-ethyl hexanoate) In dichloromethane for 0.0833333h; Product distribution; Heating; other alcohols and isocyanates; var. temp. and time;93%
acetic acid
64-19-7

acetic acid

butan-1-ol
71-36-3

butan-1-ol

acetic acid butyl ester
123-86-4

acetic acid butyl ester

Conditions
ConditionsYield
With crosslinked sulphonated polystyrene at 80℃; for 2h; Product distribution; other acids and solvents; var. catalysts, temp. and time;100%
zirconium(IV) oxide for 2h; Heating;100%
phosphomolybdic acid hydrate at 65 - 70℃; for 1h; Product distribution; Further Variations:; Catalysts; Reaction partners;100%
methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

butan-1-ol
71-36-3

butan-1-ol

n-butyl methanesulfonate
1912-32-9

n-butyl methanesulfonate

Conditions
ConditionsYield
Stage #1: butan-1-ol With triethylamine In dichloromethane at 25℃;
Stage #2: methanesulfonyl chloride In dichloromethane at 0 - 20℃;
100%
With triethylamine In dichloromethane at -15℃; for 1h; Green chemistry;100%
With sodium hydroxide; potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate In benzene at 15 - 20℃; for 1h;99%
allyl alcohol
107-18-6

allyl alcohol

butan-1-ol
71-36-3

butan-1-ol

allyl n-butyl ether
3739-64-8

allyl n-butyl ether

Conditions
ConditionsYield
Stage #1: butan-1-ol With RuCpCl(o-EtOdppe); silver(I) 4-methylbenzenesulfonate In toluene for 0.0833333h; Inert atmosphere;
Stage #2: allyl alcohol In toluene at 100℃; for 2h; Inert atmosphere; regioselective reaction;
100%
With boron fluoride ether; mercury(II) diacetate; benzene
With ammonium chloride; copper; copper(l) chloride Reagens 4: wss. Salzsaeure;
butyric acid
107-92-6

butyric acid

butan-1-ol
71-36-3

butan-1-ol

butyl butyrate
109-21-7

butyl butyrate

Conditions
ConditionsYield
With [Al(H2O)6][MS]3 In cyclohexane for 1h; Reagent/catalyst; Dean-Stark; Reflux;100%
With Candida antarctica B lipase In 2,2,4-trimethylpentane at 40℃; for 3h; Enzymatic reaction;98%
With DOOl-AlCl3 superacid resin for 1.5h; Heating;97%
succinic acid
110-15-6

succinic acid

butan-1-ol
71-36-3

butan-1-ol

dibutyl succinate
141-03-7

dibutyl succinate

Conditions
ConditionsYield
With 3,3′-(2,2-bis(hydroxymethyl)propane-1,3-diyl)bis(1-methyl-1H-imidazol-3-ium) hydrogen sulfate for 2h; Dean-Stark; Reflux;100%
With [3-(1-methylimidazolium-3-yl)propane-1-sulfonate]3PW12O40 at 130℃; for 3h;98.6%
With Candida antarctica lipase B In cyclohexane at 45℃; for 3h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature;92%
butan-1-ol
71-36-3

butan-1-ol

butyl nitrate
928-45-0

butyl nitrate

Conditions
ConditionsYield
With N-nitro-2,4,6-trimethylpyridinium tetrafluoroborate In acetonitrile at 0℃; for 2h;100%
With carbon dioxide; dinitrogen pentoxide at 0℃; under 45004.5 - 60006 Torr; for 0.5h; Autoclave;94%
With nitric acid; urea; europium(III) trifluoromethanesulfonate In cyclohexane at 80℃; for 10h; Schlenk technique;90%
butan-1-ol
71-36-3

butan-1-ol

boric acid tributyl ester
688-74-4

boric acid tributyl ester

Conditions
ConditionsYield
With boric acid In toluene Reflux;100%
With aluminum oxide; sodium borate; carbon dioxide at 80℃; under 1034.32 Torr; for 4h;38%
With boron trichloride; pentane
butan-1-ol
71-36-3

butan-1-ol

phosphoric acid tributyl ester
126-73-8

phosphoric acid tributyl ester

Conditions
ConditionsYield
With oxygen; phosphan; copper dichloride at 24.9℃; Rate constant; Product distribution; other acohols and reagents, var. concentration of reagents and temperatures;100%
With oxygen; phosphan; copper dichloride at 24.9℃;100%
With oxygen; copper dichloride at 59.9℃;100%
butan-1-ol
71-36-3

butan-1-ol

butyl butyrate
109-21-7

butyl butyrate

Conditions
ConditionsYield
With C29H44Cl2N2Ru; potassium tert-butylate In toluene for 15h; Reagent/catalyst; Time; Reflux;100%
Ru complex at 118℃; for 12h; Inert atmosphere;99%
With dihydrogen peroxide; bromine In dichloromethane; water at 20℃; for 2h;99%
butan-1-ol
71-36-3

butan-1-ol

butyraldehyde
123-72-8

butyraldehyde

Conditions
ConditionsYield
With oxidase In water at 40℃; for 1.5h; Reformatsky Reaction; Enzymatic reaction;100%
With tetramethylammonium monofluorochromate(VI) In dichloromethane at 20℃; for 2h;98%
With DIQCC In dichloromethane at 20℃; for 0.5h;98%
butan-1-ol
71-36-3

butan-1-ol

butyric acid
107-92-6

butyric acid

Conditions
ConditionsYield
With ammonium cerium (IV) nitrate; sodium trimethylsilylpropionate-d4; C18H22N4O2Ru(2+)*2F6P(1-); water at 20℃; for 0.5h;100%
With oxygen In water at 80℃; under 760.051 Torr; for 24h;99.7%
With potassium hydroxide at 50℃; electrolysis;98.8%
benzyl chloride
100-44-7

benzyl chloride

butan-1-ol
71-36-3

butan-1-ol

benzyl 1-butyl ether
588-67-0

benzyl 1-butyl ether

Conditions
ConditionsYield
With tetrachloromethane; bis(acetylacetonate)oxovanadium; triethylamine at 175℃; for 5h; Inert atmosphere; Autoclave;100%
With sodium hydroxide; 1,5-bis-(N-benzyl-N,N-diethylammonium)diethylether dichloride at 50 - 60℃; for 4h;90%
With potassium hydroxide; tetrabutylammomium bromide; potassium carbonate at 122℃; for 0.0152778h;86%
3-Phenylpropionic acid
501-52-0

3-Phenylpropionic acid

butan-1-ol
71-36-3

butan-1-ol

3-phenyl-propionic acid butyl ester
20627-49-0

3-phenyl-propionic acid butyl ester

Conditions
ConditionsYield
With 1-chloro-3-hydroxy-1,1,3,3-tetrabutyldistannoxane at 120℃; for 24h; Esterification;100%
Zn4O (OCOCF3)6(CF3COOH)n In di-isopropyl ether for 18h; Product distribution / selectivity; Inert atmosphere; Reflux;100%
With di-tert-butyl dicarbonate; magnesium chloride at 20℃;97%
succinic acid anhydride
108-30-5

succinic acid anhydride

butan-1-ol
71-36-3

butan-1-ol

succinic anhydride monobutyl ester
5150-93-6

succinic anhydride monobutyl ester

Conditions
ConditionsYield
With Amano P at 25℃; for 6h;100%
In toluene at 90℃; Inert atmosphere;90%
at 127℃; for 2h;85%
glutaric anhydride,
108-55-4

glutaric anhydride,

butan-1-ol
71-36-3

butan-1-ol

Pentanedioic acid monobutyl ester
93504-86-0

Pentanedioic acid monobutyl ester

Conditions
ConditionsYield
With Amano P at 25℃; for 6h;100%
Heating;
1,4-diisocyanatobenzene
104-49-4

1,4-diisocyanatobenzene

butan-1-ol
71-36-3

butan-1-ol

(4-Butoxycarbonylamino-phenyl)-carbamic acid butyl ester
130872-00-3

(4-Butoxycarbonylamino-phenyl)-carbamic acid butyl ester

Conditions
ConditionsYield
for 4h; Heating;100%
N,N'-dibenzyl-2,3,5,6-piperazinetetraone
64481-53-4

N,N'-dibenzyl-2,3,5,6-piperazinetetraone

butan-1-ol
71-36-3

butan-1-ol

1,3-Dibenzyl-2-hydroxy-4,5-dioxo-imidazolidine-2-carboxylic acid butyl ester
76952-17-5

1,3-Dibenzyl-2-hydroxy-4,5-dioxo-imidazolidine-2-carboxylic acid butyl ester

Conditions
ConditionsYield
for 6h; Heating;100%
trifluoroacetic acid
76-05-1

trifluoroacetic acid

butan-1-ol
71-36-3

butan-1-ol

n-butyl trifluoroacetate
367-64-6

n-butyl trifluoroacetate

Conditions
ConditionsYield
for 24h;100%
With sulfuric acid for 16h; Heating;78%
1,3-Phenylene diisocyanate
123-61-5

1,3-Phenylene diisocyanate

butan-1-ol
71-36-3

butan-1-ol

(3-Butoxycarbonylamino-phenyl)-carbamic acid butyl ester
130872-01-4

(3-Butoxycarbonylamino-phenyl)-carbamic acid butyl ester

Conditions
ConditionsYield
for 4h; Heating;100%
di(4-isocyanatophenyl)methane
101-68-8

di(4-isocyanatophenyl)methane

butan-1-ol
71-36-3

butan-1-ol

dibutyl diphenyl methane-4,4’-dicarbamate
47636-24-8

dibutyl diphenyl methane-4,4’-dicarbamate

Conditions
ConditionsYield
for 4h; Heating;100%
In tetrahydrofuran at 20℃; for 2h;84%
ethyl 2-hydroxypyrrolidine-1-carboxylate
69352-25-6

ethyl 2-hydroxypyrrolidine-1-carboxylate

butan-1-ol
71-36-3

butan-1-ol

2-Butoxy-pyrrolidine-1-carboxylic acid ethyl ester
110910-77-5

2-Butoxy-pyrrolidine-1-carboxylic acid ethyl ester

Conditions
ConditionsYield
With acetic acid100%
sec-Butyl acetate
105-46-4

sec-Butyl acetate

butan-1-ol
71-36-3

butan-1-ol

A

acetic acid butyl ester
123-86-4

acetic acid butyl ester

B

iso-butanol
78-92-2, 15892-23-6

iso-butanol

Conditions
ConditionsYield
With water; sodium butanolate at 30℃; for 0.0833333h; carried out in a reaction-distillation unit, industrial preparation;A n/a
B 100%
4-hydroxyphenylpropionic acid
501-97-3

4-hydroxyphenylpropionic acid

butan-1-ol
71-36-3

butan-1-ol

3-(4-hydroxyphenyl)propionic acid butyl ester

3-(4-hydroxyphenyl)propionic acid butyl ester

Conditions
ConditionsYield
With chloro-trimethyl-silane at 25℃; for 24h;100%
With hydrogenchloride Heating;
With chloro-trimethyl-silane at 25℃; for 24h;
3-(2-vinyloxyethoxy)-1,2-propylene carbonate
54107-24-3

3-(2-vinyloxyethoxy)-1,2-propylene carbonate

butan-1-ol
71-36-3

butan-1-ol

4-[2-(1-Butoxy-ethoxy)-ethoxymethyl]-[1,3]dioxolan-2-one
126867-31-0

4-[2-(1-Butoxy-ethoxy)-ethoxymethyl]-[1,3]dioxolan-2-one

Conditions
ConditionsYield
With heptafluorobutyric Acid at 20 - 45℃; for 0.333333h;100%

1-Butanol Specification

1-Butanol, also known as butyl alcohol, is a colourless, flammable, volatile liquid with a strong alcoholic odor. It is a four carbon straight chain alcohol. 1-Butanol is slightly soluble in water, miscible with alcohol, ether, benzene and other organic solvents, so it can dissolve alkaloids, camphor, dyes, rubber, ethyl cellulose, grease, wax and a variety of natural and synthetic resins. Naturally, 1-Butanol occurs as a minor product of the fermentation of sugars and other carbohydrates. And it is also present in many foods and beverages. 

Preparation of 1-Butanol:
There are three industry factures of 1-butanol: fermentation, propylene carbonyl synthesis and acetaldehyde aldol condensation.
Fermentation: The grain, cereals, potato or molasses and other raw materials are crushed and adding water to obtain fermentation liquor. After high pressure steam sterilization process, cooled and put in pure acetone - butanol bacteria. Then ferment at 36-37 °C. Fermentation genetates gas containing carbon dioxide and hydrogen generation. The fermentation liquor contains ethanol, butanol and acetone with the ratio of 6:3:1. People can seperate butanol, acetone and ethanol by rectification.
Propylene carbonyl synthesis: The carbon monoxide and hydrogen which are made from coke and propylene go through carbonyl synthesis reaction at high pressure in the presence of cobalt-based or rhodium-based catalyst to get n-butanal and isobutyraldehyde. Then, after hydrogenation and fractionation, 1-butanol can be obtained.
Acetaldehyde aldol condensation: The condensation and dehydration of two molecules of acetaldehyde can obtain crotonaldehyde. Crotonaldehyde can be hydrogenated to produce 1-butanol in the presence of nickel-chromium catalyst at 180 °C and 0.29MPa.

Uses of 1-Butanol:
1-Butanol is used as solvent for paints, coatings, resins, gums, dyes, varnishes, vegetable oils, waxes, dyes, fats, rubbers, resins, shellac, camphor, and alkaloids. It is also used as dehydrating agent, anticreaming agent, extractant of drugs (such as antibiotics, hormones and vitamins) and spices, additive of alkyd paint, etc. As a solvent, 1-butanol is used to separate potassium perchlorate and sodium perchlorate, and sodium chloride and lithium chloride. What's more, it is mainly used in the manufacture of phthalic acid, aliphatic dicarboxylic acid and phosphoric acid butyl acetate plasticizers which are widely used in a variety of plastic and rubber products. Besides, it is also used as a diluent/reactant in the manufacture of urea–formaldehyde and melamine–formaldehyde resins. In addition, it is allowed as artificial flavorant in the United States, used in ice cream and ices, cream, fruit, rum, baked goods, whiskey, candy, butter, and cordials.

Safty informaition of 1-Butanol:
1-Butanol is not only harmful if swallowed, but also irritating to respiratory system and skin. It also has risk of serious damage to the eyes. Vapours may cause drowsiness and dizziness. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If swallowed, seek medical advice immediately and show this container or label. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) But no deaths were reported at an inhaled concentration of 8000 ppm (4-hour exposure, rats). Keep 1-butanol away from food, drink and animal foodstuffs.

Structure Descriptors:
1. Smiles:C(CC)CO
2. InChI:InChI=1/C4H10O/c1-2-3-4-5/h5H,2-4H2,1H3

Toxicity of 1-Butanol are as follows: 

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 2500mg/kg (2500mg/kg)   Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
cat LDLo intravenous 243mg/kg (243mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 16, Pg. 1, 1920.
dog LDLo oral 1760mg/kg (1760mg/kg) GASTROINTESTINAL: OTHER CHANGES

BLOOD: HEMORRHAGE
Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. Vol. 81, Pg. 192, 1875.
dog LDLo subcutaneous 2gm/kg (2000mg/kg) GASTROINTESTINAL: OTHER CHANGES

BLOOD: HEMORRHAGE
Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. Vol. 81, Pg. 192, 1875.
human TCLo inhalation 25ppm (25ppm) SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION

SENSE ORGANS AND SPECIAL SENSES: CONJUNCTIVE IRRITATION: EYE

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Journal of Industrial Hygiene and Toxicology. Vol. 25, Pg. 282, 1943.
mammal (species unspecified) LC50 inhalation 28400mg/m3 (28400mg/m3)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 51(5), Pg. 61, 1986.
mouse LD50 intraperitoneal 254mg/kg (254mg/kg) LIVER: OTHER CHANGES Research Communications in Chemical Pathology and Pharmacology. Vol. 26, Pg. 75, 1979.
mouse LD50 intravenous 377mg/kg (377mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 135, Pg. 330, 1962.
mouse LD50 oral 2680mg/kg (2680mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 25(11), Pg. 57, 1981.
mouse LD50 subcutaneous 3200mg/kg (3200mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.
rabbit LD50 oral 3484mg/kg (3484mg/kg) SENSE ORGANS AND SPECIAL SENSES: CORNEAL DAMAGE: EYE

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

CARDIAC: PULSE RATE
Industrial Medicine and Surgery. Vol. 41, Pg. 31, 1972.
rabbit LD50 skin 3400mg/kg (3400mg/kg)   Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 10, 1974.
rabbit LDLo unreported 3500mg/kg (3500mg/kg)   Therapeutische Monatshefte. Vol. 6, Pg. 327, 1892.
rat LC50 inhalation 8000ppm/4H (8000ppm)   Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 10, 1974.
rat LD50 intraperitoneal 1122mg/kg (1122mg/kg)   EHP, Environmental Health Perspectives. Vol. 61, Pg. 321, 1985.
rat LD50 intravenous 310mg/kg (310mg/kg)   EHP, Environmental Health Perspectives. Vol. 61, Pg. 321, 1985.
rat LD50 oral 790mg/kg (790mg/kg) LIVER: FATTY LIVER DEGERATION

KIDNEY, URETER, AND BLADDER: OTHER CHANGES

BLOOD: OTHER CHANGES
South African Medical Journal. Vol. 43, Pg. 795, 1969.

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