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110-63-4

Basic Information
CAS No.: 110-63-4
Name: 1,4-Butanediol
Molecular Structure:
Molecular Structure of 110-63-4 (1,4-Butanediol)
Formula: C4H10O2
Molecular Weight: 90.121
Synonyms: 1,4-Butyleneglycol;1,4-Dihydroxybutane;1,4-Tetramethylene glycol;DabcoDBO;Diol 14B;NSC 406696;Polycure D;Sucol B;Tetramethylene 1,4-diol;Tetramethylene glycol;Vibracure A 250;ZM 0025;
EINECS: 203-786-5
Density: 1.006 g/cm3
Melting Point: 20 °C
Boiling Point: 227.999 °C at 760 mmHg
Flash Point: 105.909 °C
Solubility: Miscible
Appearance: viscous colourless liquid
Hazard Symbols: HarmfulXn
Risk Codes: 22
Safety: 36
Transport Information:
PSA: 40.46000
LogP: -0.24880
Synthetic route
123-25-1

succinic acid diethyl ester

110-63-4

Butane-1,4-diol

Conditions
ConditionsYield
With C56H70Cl3N10Ru2(1+)*F6P(1-); potassium tert-butylate; hydrogen In tetrahydrofuran; dodecane at 70℃; under 37503.8 Torr; for 16h; Inert atmosphere; Glovebox; Autoclave;100%
With C30H34Cl2N2P2Ru; potassium methanolate; hydrogen In tetrahydrofuran at 100℃; under 38002.6 - 76005.1 Torr; for 15h; Glovebox; Autoclave;91%
With ethanol; sodium
96-48-0

4-butanolide

110-63-4

Butane-1,4-diol

Conditions
ConditionsYield
With sodium aluminum tetrahydride In tetrahydrofuran at 0℃; for 0.0833333h;100%
With C31H33ClN2O3RuS; potassium tert-butylate; hydrogen In isopropyl alcohol at 60℃; under 37503.8 Torr; for 48h; Inert atmosphere;100%
With C39H39N6ORu(1+)*Br(1-); potassium methanolate; hydrogen In tetrahydrofuran at 100℃; under 37503.8 Torr; for 16h; Reagent/catalyst;100%
108-30-5

succinic acid anhydride

110-63-4

Butane-1,4-diol

Conditions
ConditionsYield
With sodium aluminum tetrahydride In tetrahydrofuran for 24h; Ambient temperature;100%
With hydrogen In water at 155℃; under 165017 Torr; Reagent/catalyst;95%
With sodium tetrahydroborate; C36H30F6N10Ni4O10(2+)*2C2F3O2(1-); zinc(II) chloride In tetrahydrofuran at 45℃; for 12h;78%
With [Ru(1,1,1-tris(diphenylphosphinomethyl)ethane)(trimethylenemethane)]; hydrogen In 1,4-dioxane at 195℃; under 37503.8 Torr; for 24h; Autoclave; Inert atmosphere;
With C38H54Cl2N2P2Ru; hydrogen; sodium hydride In toluene at 160 - 190℃; under 60006 Torr; for 23h; Autoclave; Sealed tube;98 %Spectr.
110-16-7

maleic acid

110-63-4

Butane-1,4-diol

Conditions
ConditionsYield
With hydrogen In water100%
With hydrogen In water100%
With hydrogen In water100%
75-21-8

oxirane

(naphthalene)Yb(THF)3

A

91-20-3

naphthalene

B

110-63-4

Butane-1,4-diol

C

ytterbium hydroxide

Conditions
ConditionsYield
With hydrogen cation In tetrahydrofuran shaken for 10 min at room temp.; centrifuged, decanted, soln. contains naphthalene, pptn. hydrolysed in THF: butanediol detd. by GLC in the organic layer and a pptn. (Yb(OH)3);A 83%
B 100%
C 75%
110-65-6

1,4-dihydroxybut-2-yne

A

110-63-4

Butane-1,4-diol

B

6117-80-2

1,4-butenediol

Conditions
ConditionsYield
With hydrogen; copper-palladium; silica gel In ethanol at 25℃; under 760 Torr; Kinetics;A n/a
B 99%
With LaNi5 hydride In tetrahydrofuran; methanol at 0℃; for 6h;A 10%
B 67%
1033736-93-4

4-hydroxybutyl (4-oxo-3-phenyl-4H-thiochromen-2-yl)methylcarbonate

A

110-63-4

Butane-1,4-diol

B

124-38-9

carbon dioxide

C

1033736-87-6

C16H10O3S

Conditions
ConditionsYield
In d(4)-methanol at 20℃; for 1h; Conversion of starting material; light irradiation;A 99%
B n/a
C 85%
110-16-7

maleic acid

A

109-99-9

tetrahydrofuran

B

96-48-0

4-butanolide

C

110-63-4

Butane-1,4-diol

D

110-15-6

succinic acid

E

64-19-7

acetic acid

Conditions
ConditionsYield
With hydrogen; 0.5 percent Pd on Rutile TiO2 at 110℃; Product distribution / selectivity;A 0.37%
B 0.28%
C 0.37%
D 98.89%
E 0.08%
110-16-7

maleic acid

A

109-99-9

tetrahydrofuran

B

96-48-0

4-butanolide

C

67-56-1

methanol

D

110-63-4

Butane-1,4-diol

E

617-48-1

malic acid

F

110-15-6

succinic acid

G

64-19-7

acetic acid

H

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%
110-65-6

1,4-dihydroxybut-2-yne

110-63-4

Butane-1,4-diol

Conditions
ConditionsYield
With hydrogen; Ni catalyst as described in example 1 of U.S. Pat. No. 5,068,468 at 140℃; under 150015 Torr; for 336h; Conversion of starting material;98.3%
With hydrogen; Ni catalyst as described in example 1 of U.S. Pat. No. 5,068,468 In water at 140℃; under 150015 Torr; for 24 - 336h; Product distribution / selectivity;98.3%
With hydrogen In water at 100 - 135℃; under 60006 Torr; for 6h; Reagent/catalyst; Temperature; Pressure;90%
110-16-7

maleic acid

A

109-99-9

tetrahydrofuran

B

96-48-0

4-butanolide

C

110-63-4

Butane-1,4-diol

D

591-81-1

4-hydroxybutanoic acid

E

110-15-6

succinic acid

F

64-19-7

acetic acid

G

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%
122795-01-1

1,4-Bis-(tert-butyl-dimethyl-silanyloxy)-butane

110-63-4

Butane-1,4-diol

Conditions
ConditionsYield
sulfated SnO2 In methanol at 20℃; for 0.166667h;98%
With sodium hydride In N,N,N,N,N,N-hexamethylphosphoric triamide at 25℃; for 12h;70%
624-48-6

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

A

109-99-9

tetrahydrofuran

B

13436-45-8

2-methoxytetrahydrofuran

C

96-48-0

4-butanolide

D

71-23-8

propan-1-ol

E

64001-06-5

2-(4'-hydroxybutoxy)-tetrahydrofuran

F

110-63-4

Butane-1,4-diol

G

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%
106-65-0

Dimethyl succinate

110-63-4

Butane-1,4-diol

Conditions
ConditionsYield
With C24H38Cl2N3PRu; hydrogen; sodium methylate In isopropyl alcohol at 25℃; under 38002.6 Torr; for 6h; Autoclave;97%
With C13H34BFeNOP2; hydrogen In tetrahydrofuran at 100℃; under 22502.3 Torr; for 18h; Autoclave; Inert atmosphere;97%
With C24H38Cl2N3PRu; hydrogen; sodium methylate In isopropyl alcohol at 25℃; under 37503.8 Torr; for 6h;97%
110-15-6

succinic acid

A

96-48-0

4-butanolide

B

110-63-4

Butane-1,4-diol

Conditions
ConditionsYield
With C36H54IrN2P2(1+)*C24H20B(1-); hydrogen; sodium hydride In toluene at 180℃; under 7500.75 - 45004.5 Torr; for 18h; Reagent/catalyst; Temperature; Pressure; Autoclave; Sealed tube;A 5%
B 95%
Stage #1: succinic acid In 1,4-dioxane at 500℃; for 4h;
Stage #2: With hydrogen In 1,4-dioxane at 200℃; under 60006 Torr; for 5h; Catalytic behavior; Reagent/catalyst;
A n/a
B 64.7%
With hydrogen In water at 130℃; under 37503.8 Torr; for 12h; Pressure; Reagent/catalyst; Temperature; Autoclave;A 34%
B 23%
110-15-6

succinic acid

A

110-63-4

Butane-1,4-diol

B

71-36-3

butan-1-ol

Conditions
ConditionsYield
With perrhenic acid anhydride; hydrogen In 1,4-dioxane at 209.84℃; under 187519 Torr; for 4h; Catalytic behavior; Autoclave; Overall yield = 100 %;A 94%
B 6%
With hydrogen In water at 130℃; under 37503.8 Torr; for 12h; Pressure; Reagent/catalyst; Temperature; Autoclave;A 92%
B 5%
With hydrogen In water at 99.84℃; under 45004.5 Torr;
2142-06-5

1-(phenylmethyl)-2,5-pyrrolidinedione

A

110-63-4

Butane-1,4-diol

B

100-46-9

benzylamine

Conditions
ConditionsYield
With C25H19BrMnN2O2P; potassium tert-butylate; hydrogen In tetrahydrofuran at 130℃; under 22502.3 Torr; for 48h; Inert atmosphere; Glovebox; Autoclave; Green chemistry;A 85%
B 93%
With [Ru(PtBuNNHtBu)H(CO)Cl]; potassium tert-butylate; hydrogen In 1,4-dioxane at 135℃; under 30003 Torr; for 40h; Autoclave;
117785-64-5

1-tert-butyldimethylsilyloxy-4-triethylsilyloxybutane

110-63-4

Butane-1,4-diol

Conditions
ConditionsYield
With H-Y zeolite In methanol for 4h; Ambient temperature;92%
5747-23-9

2-phenyl-1,3,2-benzodioxaborole

A

110-63-4

Butane-1,4-diol

B

108-95-2

phenol

Conditions
ConditionsYield
With oxygen; hydrazine hydrate In acetonitrile at 32℃; under 760.051 Torr; for 4h; Schlenk technique;A 92%
B 90%
110-16-7

maleic acid

A

109-99-9

tetrahydrofuran

B

96-48-0

4-butanolide

C

110-63-4

Butane-1,4-diol

D

591-81-1

4-hydroxybutanoic acid

E

617-48-1

malic acid

F

110-15-6

succinic acid

G

64-19-7

acetic acid

Conditions
ConditionsYield
With hydrogen; 0.5percent Pd/2.0percent Re on Rutile TiO2 at 110℃; Product distribution / selectivity;A 1.27%
B 4.78%
C 1.55%
D 1.24%
E 0.48%
F 90.6%
G 0.08%

1-(tert-Butyl-dimethyl-silanyloxy)-4-triisopropylsilanyloxy-butane

A

110-63-4

Butane-1,4-diol

B

175849-51-1

4-((triisopropylsilyl)oxy)butan-1-ol

Conditions
ConditionsYield
With iron(III) chloride In methanol at 23℃; for 4h;A 4%
B 90%
4358-64-9

cis-1,4-anhydroerythritol

110-63-4

Butane-1,4-diol

Conditions
ConditionsYield
With water; hydrogen In 1,4-dioxane at 139.84℃; under 60006 Torr; for 4h; Reagent/catalyst; Solvent;90%
With cerium(IV) oxide; hydrogen In 1,4-dioxane at 139.84℃; under 60006 Torr; for 24h;
1191-99-7

2,3-dihydro-2H-furan

110-63-4

Butane-1,4-diol

Conditions
ConditionsYield
With titanium(III)-tris-(tetrahydridoborate) In dichloromethane at -20℃; for 6h;89%
With chloro-trimethyl-silane; Benzyltriethylammonium borohydride; oxygen In dichloromethane at 0℃; for 8h; other enol ethers;73%
With chloro-trimethyl-silane; Benzyltriethylammonium borohydride; oxygen In dichloromethane at 0℃; for 8h;73%
With hydrogen In 1,4-dioxane; water at 139.84℃; under 60006 Torr; for 4h;24%
With water at 5℃;
51326-51-3

4-(tetrahydropyran-2-yloxy)butan-1-ol

110-63-4

Butane-1,4-diol

Conditions
ConditionsYield
With ammonium nitrate; Montmorillonite-K10 for 0.0416667h; deprotection; microwave irradiation;89%
With lithium bromide In methanol for 6h; Substitution; Heating;80%
110-15-6

succinic acid

A

109-99-9

tetrahydrofuran

B

96-48-0

4-butanolide

C

110-63-4

Butane-1,4-diol

D

71-36-3

butan-1-ol

Conditions
ConditionsYield
With hydrogen In 1,4-dioxane at 139.84℃; under 60006 Torr; for 96h; Catalytic behavior; Reagent/catalyst; Time; Temperature; Autoclave; Overall yield = 100 %;A 0.2%
B 3.1%
C 89%
D 7.6%
With hydrogen; 1.0percent Pd/ 3.0percent Re on Rutile TiO2 at 164 - 185℃; for 21 - 237h; Product distribution / selectivity;A 2.95%
B 0%
C 81.5%
D 3.35%
With hydrogen; 0percent Pd/5.0percent Re on Rutile TiO2 at 170 - 185℃; for 90 - 825h; Product distribution / selectivity;A 3.38%
B 0%
C 64.14%
D 2.86%
110-15-6

succinic acid

A

109-99-9

tetrahydrofuran

B

96-48-0

4-butanolide

C

110-63-4

Butane-1,4-diol

D

107-92-6

butyric acid

E

106-97-8

n-butane

F

71-36-3

butan-1-ol

Conditions
ConditionsYield
With hydrogen In 1,4-dioxane at 139.84℃; under 60006 Torr; for 24h; Catalytic behavior; Reagent/catalyst; Time; Autoclave; Overall yield = > 99 %;A 0.2%
B 3.1%
C 89%
D n/a
E n/a
F 7.6%
110-16-7

maleic acid

A

109-99-9

tetrahydrofuran

B

96-48-0

4-butanolide

C

110-63-4

Butane-1,4-diol

D

617-48-1

malic acid

E

110-15-6

succinic acid

F

64-19-7

acetic acid

G

71-36-3

butan-1-ol

Conditions
ConditionsYield
With hydrogen; 0.5percent Pd on Rutile TiO2 at 110℃; for 96 - 238h; Product distribution / selectivity;A 0.6%
B 0.04%
C 0.62%
D 0.19%
E 88.49%
F 0.12%
G 0.11%
108-59-8

malonic acid dimethyl ester

110-63-4

Butane-1,4-diol

Conditions
ConditionsYield
With sodium tetrahydroborate; C36H30F6N10Ni4O10(2+)*2C2F3O2(1-); zinc(II) chloride In tetrahydrofuran at 45℃; for 12h;87%
6915-18-0

2-butenedioic acid

A

110-63-4

Butane-1,4-diol

B

71-36-3

butan-1-ol

Conditions
ConditionsYield
With hydrogen In water at 130℃; under 37503.8 Torr; for 18h; Pressure; Reagent/catalyst; Autoclave;A 87%
B 13%
110-63-4

Butane-1,4-diol

5732-45-6

cyclic sulfite of 1,4-butanediol

Conditions
ConditionsYield
With methanesulfonic acid; diisopropyl sulfite In toluene at 50℃; under 95 Torr;100%
With pyridine; thionyl chloride In benzene for 4h; Ambient temperature;70%
With thionyl chloride In dichloromethane Heating;67%
110-63-4

Butane-1,4-diol

97-97-2

chloroacetaldehyde dimethyl acetal

54237-96-6

2-Chloromethyl-1,3-dioxepane

Conditions
ConditionsYield
With toluene-4-sulfonic acid Heating;100%
With Dowex 50(H+) at 120℃; for 1h;75%
Substitution;38%
With toluene-4-sulfonic acid at 115℃; for 5h;
110-63-4

Butane-1,4-diol

140-10-3

(E)-3-phenylacrylic acid

Cinnamic acid 1,4-butane diol monoester

Conditions
ConditionsYield
With sulfuric acid In toluene Heating;100%
110-63-4

Butane-1,4-diol

75898-24-7

1,2 bis (tricosa 10,12 diynoyl)-sn-3-glycerophosphocholine, DC8,9PC

150891-85-3

DC8,9 phosphatidylhydroxybutanol

Conditions
ConditionsYield
With acetate buffer In isopropyl alcohol at 37℃; for 10h; phospholipase D;100%
110-63-4

Butane-1,4-diol

18162-48-6

tert-butyldimethylsilyl chloride

87184-99-4

4-(tert-butyldimethylsiloxy)-1-butanol

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 0℃; for 1h;100%
Stage #1: Butane-1,4-diol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.666667h; Inert atmosphere;
Stage #2: tert-butyldimethylsilyl chloride In tetrahydrofuran; mineral oil at 0℃; for 1.75h; Inert atmosphere;
100%
Stage #1: Butane-1,4-diol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h;
Stage #2: tert-butyldimethylsilyl chloride In tetrahydrofuran; mineral oil at 0℃; for 1h;
100%
110-63-4

Butane-1,4-diol

58479-61-1

tert-butylchlorodiphenylsilane

130372-07-5

4-(tret-butyldiphenylsilyloxy)butan-1-ol

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane; N,N-dimethyl-formamide at 0 - 25℃;100%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h; Inert atmosphere;100%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 18℃; for 20h; Inert atmosphere;100%
110-63-4

Butane-1,4-diol

19009-39-3

N,N-diisopropylcarbamoyl chloride

5-hydroxybutyl N,N-diisopropylcarbamate

Conditions
ConditionsYield
Stage #1: Butane-1,4-diol With sodium hydride In tetrahydrofuran at 0℃; for 1h;
Stage #2: N,N-diisopropylcarbamoyl chloride In tetrahydrofuran Heating; Further stages.;
100%
Stage #1: Butane-1,4-diol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 1h;
Stage #2: N,N-diisopropylcarbamoyl chloride In tetrahydrofuran Reflux;
91%
110-63-4

Butane-1,4-diol

[(CH3COCHCOCH3)2Al(μ-OCH(CH3)2)2Al(OCH(CH3)2)2]

163462-32-6

[Al2(OCH(CH3)2)2(CH3COCHCOCH3)2(O(CH2)4O)]2

Conditions
ConditionsYield
In benzene byproducts: i-PrOH; moisture free; refluxing; solvent removal; elem. anal.;100%
110-63-4

Butane-1,4-diol

3282-30-2

pivaloyl chloride

C4H10O2(C5H8O)2

Conditions
ConditionsYield
at 20℃; for 0.25h; Neat (no solvent);100%
108-05-4

vinyl acetate

110-63-4

Butane-1,4-diol

628-67-1

butane-1,4-diol diacetate

Conditions
ConditionsYield
With dilithium tetra(tert-butyl)zincate In toluene at 0℃; for 1h; Inert atmosphere;100%
With steapsin lipase In hexane at 55℃; for 24h; Enzymatic reaction;99 %Chromat.
110-63-4

Butane-1,4-diol

100-07-2

4-methoxy-benzoyl chloride

119649-45-5

4-(p-methoxybenzyloxy)butan-1-ol

Conditions
ConditionsYield
Stage #1: Butane-1,4-diol With sodium hydride In tetrahydrofuran at 0℃; for 0.166667h;
Stage #2: 4-methoxy-benzoyl chloride With tetra-(n-butyl)ammonium iodide In tetrahydrofuran at 0 - 20℃; for 17.5h;
100%
110-63-4

Butane-1,4-diol

108-94-1

cyclohexanone

181-28-2

7,12-dioxaspiro<5.6>dodecane

Conditions
ConditionsYield
With sulfonic group functionalized polyacrylonitrile preoxidated nanofiber mat In cyclohexane at 150℃; for 2h; Dean-Stark;99.7%
With phosphorus modified SO4(2-)/TiO2 In cyclohexane for 2h; Dean-Stark; Reflux;98%
With cyclohexane for 2h; Dean-Stark;92%
110-63-4

Butane-1,4-diol

109-99-9

tetrahydrofuran

Conditions
ConditionsYield
Trichlorbutylstannan at 80 - 84℃; for 9h;99%
Trichlorbutylstannan at 80 - 84℃; for 19h; Mechanism; different molar ratios, different times;99%
zirconium(IV) sulfate at 200℃; under 760.051 Torr; Product distribution / selectivity; Gas phase;99.5%
107-20-0

2-chloroethanal

110-63-4

Butane-1,4-diol

54237-96-6

2-Chloromethyl-1,3-dioxepane

Conditions
ConditionsYield
With cyclohexane for 4h; Dean-Stark;99%
With sulfonic group functionalized polyacrylonitrile preoxidated nanofiber mat In cyclohexane at 150℃; for 2h; Dean-Stark;99.5%
With phosphorus modified SO4(2-)/TiO2 In cyclohexane for 2h; Dean-Stark; Reflux;98%
With [SOClMIm]Cl at 40℃; for 15h;
With melamine formaldehyde resin supported ionic liquid and cuprous catalyst In cyclohexane for 2h; Dean-Stark; Reflux;80.24 %Chromat.
98-01-1

furfural

110-63-4

Butane-1,4-diol

A

534-22-5

2-methylfuran

B

96-48-0

4-butanolide

Conditions
ConditionsYield
With hydrogen; Cu-based catalyst at 210℃; Product distribution; Further Variations:; Temperatures; reaction in vapour phase, fixed bed reactor, coupled dehydrogenation reactions of title comp. and INO 160;A 96.5%
B 99.4%
110-63-4

Butane-1,4-diol

7550-45-0

titanium tetrachloride

C8H16O4Ti

Conditions
ConditionsYield
With calcium hydroxide for 2h; Autoclave; Cooling with ice; Inert atmosphere; Green chemistry;99.3%
110-63-4

Butane-1,4-diol

100-39-0

benzyl bromide

4541-14-4

4-benzyloxy-butan-1-ol

Conditions
ConditionsYield
With potassium hydroxide for 3h; Ambient temperature;99%
With potassium hydroxide at 20℃; Inert atmosphere;99%
Stage #1: Butane-1,4-diol With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 0.833333h;
Stage #2: benzyl bromide In tetrahydrofuran; mineral oil at 20℃; for 14h;
97%
110-63-4

Butane-1,4-diol

98-88-4

benzoyl chloride

32651-37-9

4-benzoyloxybutan-1-ol

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine Inert atmosphere;99%
With N-ethyl-N,N-diisopropylamine In acetonitrile at 0 - 20℃;92%
With triethylamine In dichloromethane at 0 - 20℃; for 6h; Inert atmosphere;90%
110-63-4

Butane-1,4-diol

13154-24-0

triisopropylsilyl chloride

175849-51-1

4-((triisopropylsilyl)oxy)butan-1-ol

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran 1.) room temperature, 45 min, 2.) 0 deg C o room temperature, 30 min;99%
Stage #1: Butane-1,4-diol With sodium hydride In tetrahydrofuran at 0 - 20℃; for 0.75h; Inert atmosphere;
Stage #2: triisopropylsilyl chloride In tetrahydrofuran Inert atmosphere;
97%
Stage #1: Butane-1,4-diol With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 1h; Inert atmosphere; Cooling with ice;
Stage #2: triisopropylsilyl chloride In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;
95.6%
110-63-4

Butane-1,4-diol

38261-81-3

(S)-2-methylbutyl tosylate

104773-60-6

(S)-4-(2-methylbutoxy)butan-1-ol

Conditions
ConditionsYield
Stage #1: Butane-1,4-diol With sodium In tetrahydrofuran at 20℃;
Stage #2: (S)-2-methylbutyl tosylate In tetrahydrofuran at 70 - 80℃;
99%
Stage #1: Butane-1,4-diol With sodium In tetrahydrofuran at 20℃;
Stage #2: (S)-2-methylbutyl tosylate In tetrahydrofuran at 70 - 80℃;
78%
110-63-4

Butane-1,4-diol

498-21-5, 636-60-2

2-methylbutanedioic acid

poly(butylene methylsuccinate), Mn 9.7E3 Da, Mw/Mn 1.5; monomer(s): 1,4-butanediol; methylsuccinic acid

poly(butylene methylsuccinate), Mn 9.7E3 Da, Mw/Mn 1.5; monomer(s): 1,4-butanediol; methylsuccinic acid

Conditions
ConditionsYield
With scandium tris(trifluoromethanesulfonate) at 35℃; under 0.3 - 3 Torr; for 110h;99%
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    Product Name: 1,4-Butanediol CAS: 110-63-4 MF: C4H10O2 MW: 90.12 EINECS: 203-786-5 1,4-Butanediol Structure 1,4-Butanediol Chemical Properties Melting point 16 °C (lit.) Boiling point 230 °C (lit.) density 1.017 g

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History

1,4-butanediol was first prepared in 1890 by acid hydrolysis of N,N'-dinitro- 1,4-butanediamine.
Other early preparations were by reduction of succinaldehyde or succinic esters and by saponification of the diacetate prepared from 1,4-dihalobutanes. Catalytic hydrogenation of butynediol, now the principal commercial route, was first described in 1910.

Analytical Methods

Butanediol is specified as 99.5% minimum pure, determined by gas chromatography, solidifying at 19.6 ℃ minimum. Moisture is 0.04% maximum, determined by Karl Fischer analysis (directly or by a toluene azeotrope).

Specification

The IUPAC name of this chemical is butane-1,4-diol. With the CAS registry number 110-63-4 and EINECS registry number 203-786-5, it is also named as 1,4-Butanediol. In addition, the molecular formula is C4H10O2 and the molecular weight is 90.121. It is odorless colorless liquid or solid (depending upon temperature).This colorless viscous liquid is derived from butane by placement of alcohol groups at each end of the chain. It is one of four stable isomers of butanediol. What's more, it is incompatible with strong oxidizing agents, mineral acids, acid chlorides, acid anhydrides. It should be stored in a cool, ventilated and dry place. The storage place must stay away from oxidant and water.

Physical properties about this chemical are: (1)# of Rule of 5 Violations: 0 ; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 9.112; (5)ACD/KOC (pH 7.4): 9.112; (6)#H bond acceptors: 2; (7)#H bond donors: 2; (8)#Freely Rotating Bonds: 5; (9)Polar Surface Area: 40.46 Å2; (10)Index of Refraction: 1.441; (11)Molar Refractivity: 23.65 cm3; (12)Molar Volume: 89.574 cm3; (13)Polarizability: 9.376 10-24cm3; (14)Surface Tension: 39.637 dyne/cm; (15)Density: 1.006 g/cm3; (16)Flash Point: 105.909 °C; (17)Enthalpy of Vaporization: 54.011 kJ/mol; (18)Boiling Point: 227.999 °C at 760 mmHg; (19)Vapour Pressure: 0.015 mmHg at 25°C.

Preparation of 1,4-Butanediol: it can be prepared by 1,4-dichlorobutene. Through the hydrolysis and hydrogenation, you can get 1,4-Butanediol.

1,4-Butanediol can be prepared by 1,4-dichlorobutene

Uses of 1,4-Butanediol: it can be used in the production of THF, γ-butyllactone and butanediol polyp-phthalate. It also can be used as chain extender and raw materials of polyester to produce polyurethane elastomer and soft polyurethane foam plastics. It has good absorbency and increased flexibility, can make gelatin softener and SAP. In addition, it can prepare derivative of N-methyl pyrrole, N-vinyl pyrrole and other pyrrole, also can be used in preparation of vitamin B6, pesticides and herbicides. What's more, it can react with butylamine to get 1-butyl-pyrrolidine. This reaction will need catalyst RuCl3. The reaction time is 5 hours at reaction temperature of 220 °C. The yield is about 36%.

1,4-Butanediol can react with butylamine to get 1-butyl-pyrrolidine

When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed. You should wear suitable protective clothing during using it.

You can still convert the following datas into molecular structure:
(1)SMILES: C(CCO)CO
(2)InChI: InChI=1/C4H10O2/c5-3-1-2-4-6/h5-6H,1-4H2
(3)InChIKey: WERYXYBDKMZEQL-UHFFFAOYAD

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 1200mg/kg (1200mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BLOOD: OTHER CHANGES
Hygiene and Sanitation Vol. 33(1-3), Pg. 41, 1968.
man LDLo rectal 429mg/kg (429mg/kg)   Pharmazie. Vol. 3, Pg. 110, 1948.
mouse LD50 intraperitoneal 1650mg/kg (1650mg/kg)   Toxicology and Applied Pharmacology. Vol. 49, Pg. 385, 1979.
mouse LD50 oral 2062mg/kg (2062mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BLOOD: OTHER CHANGES
Hygiene and Sanitation Vol. 33(1-3), Pg. 41, 1968.
rabbit LD50 oral 2531mg/kg (2531mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BLOOD: OTHER CHANGES

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Hygiene and Sanitation Vol. 33(1-3), Pg. 41, 1968.
rat LCLo inhalation 15gm/m3/4H (15000mg/m3) SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Inhalation Toxicology. Vol. 3, Pg. 379, 1991.
rat LD50 intraperitoneal 1070mg/kg (1070mg/kg)   Journal of Pharmacy and Pharmacology. Vol. 26, Pg. 597, 1974.
rat LD50 oral 1525mg/kg (1525mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BLOOD: OTHER CHANGES
Hygiene and Sanitation Vol. 33(1-3), Pg. 41, 1968.
women LDLo unreported 300mg/kg (300mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) Pharmazie. Vol. 3, Pg. 110, 1948.

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