Product Name

  • Name

    1,2-Butanediol

  • EINECS
  • CAS No. 584-03-2
  • Article Data137
  • CAS DataBase
  • Density 1.001g/cm3
  • Solubility 100-1000g/L at 25℃
  • Melting Point -50 °C
  • Formula C4H10 O2
  • Boiling Point 191-192 °C747 mm Hg(lit.)
  • Molecular Weight 90.1222
  • Flash Point 93.3°C
  • Transport Information
  • Appearance clear colorless liquid
  • Safety Moderately toxic by ingestion. Combustible when exposed to heat or flame. To fight fire, use alcohol foam. When heated to decomposition it emits acrid and irritating fumes.
  • Risk Codes
  • Molecular Structure Molecular Structure of 584-03-2 (1,2-Butanediol)
  • Hazard Symbols
  • Synonyms (?à)-Butane-1,2-diol; 1,2-Butyleneglycol; 1,2-Dihydroxybutane; DL-1,2-Butanediol; NSC 24242
  • PSA 40.46000
  • LogP -0.25040

Synthetic route

4-ethyl-2-methyl-1,3-dioxolane
59765-97-8

4-ethyl-2-methyl-1,3-dioxolane

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With water under 76.0051 - 760.051 Torr; Reflux;98.5%

A

methanol
67-56-1

methanol

B

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With (bis[(2-diisopropylphosphino)ethyl]amine)Mn(CO)2Br; hydrogen; sodium t-butanolate In tetrahydrofuran at 120℃; under 22502.3 Torr; for 26h; Schlenk technique; Glovebox; Autoclave;A 74%
B 97%
With carbonylhydrido(tetrahydroborato)[bis(2-diphenylphosphinoethyl)-amino]ruthenium(II); potassium carbonate In isopropyl alcohol at 140℃; Glovebox;A 94 %Chromat.
B 94%
With [bis({2‐[bis(propan‐2‐yl)phosphanyl]ethyl})amine](bromo)(carbonyl)(hydride)iron(II); potassium tert-butylate; isopropyl alcohol In tetrahydrofuran at 140℃; for 18h; Catalytic behavior; Mechanism; Concentration; Solvent; Temperature; Reagent/catalyst; Time; Inert atmosphere; Schlenk technique; Green chemistry;A 83 %Chromat.
B 72%
Trifluoro-acetic acid 1-(2,2,2-trifluoro-acetoxymethyl)-propyl ester

Trifluoro-acetic acid 1-(2,2,2-trifluoro-acetoxymethyl)-propyl ester

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With silica gel; triethylamine In diethyl ether; Petroleum ether Substitution; Detrifluoroacetylation;96%
ethyloxirane
106-88-7

ethyloxirane

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With water In N,N-dimethyl-formamide at 110℃; for 20h;92%
With water at 90℃; under 11251.1 Torr;92.8%
With water at 90℃; under 11251.1 Torr;92.7%
1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With potassium tert-butylate; hydrogen; C16H18BrCoINO2 In dibutyl ether at 160℃; under 45004.5 Torr; for 20h; Sealed tube; Autoclave;92%
With ammonium bromide; ethylenediamine at 80℃; for 5h; Microwave irradiation;> 95 %Spectr.
2-Hydroxybutanoic acid
600-15-7, 565-70-8

2-Hydroxybutanoic acid

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With hydrogen In water at 119.84℃; under 7500.75 - 60006 Torr; for 2h; Catalytic behavior; Reagent/catalyst; Autoclave; Sealed tube;92%
1-butylene
106-98-9

1-butylene

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
Stage #1: 1-butylene With Oxone; potassium chloride In water; acetone at 30℃; for 12h; Large scale;
Stage #2: With water; potassium hydroxide at 25 - 40℃; for 4h; pH=12; Large scale;
88%
With dihydrogen peroxide; tungsten(VI) oxide; acetic acid at 70℃;
With formic acid; dihydrogen peroxide at -17℃; beim anschliessenden Erwaermen mit wss. Natronlauge;
ethyloxirane
106-88-7

ethyloxirane

carbon dioxide
124-38-9

carbon dioxide

aniline
62-53-3

aniline

A

5-ethyl-3-phenyl-1,3-oxazolidine-2-one
101835-17-0

5-ethyl-3-phenyl-1,3-oxazolidine-2-one

B

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With C24H25N4O3(1+)*I(1-); 1,8-diazabicyclo[5.4.0]undec-7-ene at 110℃; under 3750.38 Torr; for 25h; Autoclave;A 80%
B n/a
meso-erythritol
909878-64-4

meso-erythritol

A

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

Butane-1,4-diol

B

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With hydrogen In 1,4-dioxane at 159.84℃; under 60006 Torr; for 24h; Autoclave;A 12%
B 79%
With hydrogen In 1,4-dioxane at 139.84℃; under 60006 Torr; for 4h; Autoclave;
(2R)-1-(benzyloxy)-2-butanol
167354-12-3

(2R)-1-(benzyloxy)-2-butanol

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In ethanol79%
(2S)-but-3-ene-1,2-diol
62214-39-5

(2S)-but-3-ene-1,2-diol

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
In palladium-carbon; ethanol68%
<(2-tetrahydropyranoyloxy)methyl>oxirane
64244-53-7

<(2-tetrahydropyranoyloxy)methyl>oxirane

methylmagnesium bromide
75-16-1

methylmagnesium bromide

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
Stage #1: <(2-tetrahydropyranoyloxy)methyl>oxirane; methylmagnesium bromide With copper(I) bromide In tetrahydrofuran at -10℃; for 1h; Inert atmosphere;
Stage #2: With toluene-4-sulfonic acid In methanol at 20℃;
64%
glycerol
56-81-5

glycerol

A

propylene glycol
57-55-6

propylene glycol

B

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

Butane-1,4-diol

C

2.3-butanediol
513-85-9

2.3-butanediol

D

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With sodium hydroxide; hydrogen at 212℃; under 51716.2 Torr; Product distribution / selectivity;A 60%
B n/a
C n/a
D n/a
E n/a
carbon dioxide
124-38-9

carbon dioxide

carbon monoxide
201230-82-2

carbon monoxide

A

methanol
67-56-1

methanol

B

propan-1-ol
71-23-8

propan-1-ol

C

propylene glycol
57-55-6

propylene glycol

D

1,4-Pentanediol
626-95-9

1,4-Pentanediol

E

1 ,5-pentanediol
111-29-5

1 ,5-pentanediol

F

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

Butane-1,4-diol

G

diethyl ether
60-29-7

diethyl ether

H

methane
34557-54-5

methane

I

ethanol
64-17-5

ethanol

J

(+/-)-2-pentanol
6032-29-7

(+/-)-2-pentanol

K

1.3-butanediol
18826-95-4, 107-88-0

1.3-butanediol

L

1,2-pentanediol
5343-92-0

1,2-pentanediol

M

ethane
74-84-0

ethane

N

propane
74-98-6

propane

O

Dimethyl ether
115-10-6

Dimethyl ether

P

ethyl methyl ether
540-67-0

ethyl methyl ether

Q

2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

R

2-pentanol
584-02-1

2-pentanol

S

pentan-1-ol
71-41-0

pentan-1-ol

T

1,3-pentanediol
3174-67-2

1,3-pentanediol

U

acetic acid methyl ester
79-20-9

acetic acid methyl ester

V

isopropyl alcohol
67-63-0

isopropyl alcohol

W

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

iso-butanol

X

tert-butyl alcohol
75-65-0

tert-butyl alcohol

Y

butan-1-ol
71-36-3

butan-1-ol

Z

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With hydrogen; Cu/Co/Al at 260 - 320℃; under 45004.5 - 75007.5 Torr; Conversion of starting material;A 57.5%
B n/a
C n/a
D n/a
E n/a
F n/a
G n/a
H n/a
I 28.5%
J n/a
K n/a
L n/a
M n/a
N n/a
O n/a
P n/a
Q n/a
R n/a
S n/a
T n/a
U n/a
V n/a
W n/a
X n/a
Y n/a
Z n/a
With hydrogen; Cu/ZnO/Al2O3 at 285 - 300℃; under 45004.5 - 67506.8 Torr; Conversion of starting material;A 57.5%
B n/a
C n/a
D n/a
E n/a
F n/a
G n/a
H n/a
I 28.5%
J n/a
K n/a
L n/a
M n/a
N n/a
O n/a
P n/a
Q n/a
R n/a
S n/a
T n/a
U n/a
V n/a
W n/a
X n/a
Y n/a
Z n/a
carbon dioxide
124-38-9

carbon dioxide

carbon monoxide
201230-82-2

carbon monoxide

A

methanol
67-56-1

methanol

B

propan-1-ol
71-23-8

propan-1-ol

C

propylene glycol
57-55-6

propylene glycol

D

1,4-Pentanediol
626-95-9

1,4-Pentanediol

E

1 ,5-pentanediol
111-29-5

1 ,5-pentanediol

F

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

Butane-1,4-diol

G

diethyl ether
60-29-7

diethyl ether

H

ethanol
64-17-5

ethanol

I

(+/-)-2-pentanol
6032-29-7

(+/-)-2-pentanol

J

1.3-butanediol
18826-95-4, 107-88-0

1.3-butanediol

K

1,2-pentanediol
5343-92-0

1,2-pentanediol

L

Dimethyl ether
115-10-6

Dimethyl ether

M

ethyl methyl ether
540-67-0

ethyl methyl ether

N

2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

O

2-pentanol
584-02-1

2-pentanol

P

pentan-1-ol
71-41-0

pentan-1-ol

Q

1,3-pentanediol
3174-67-2

1,3-pentanediol

R

acetic acid methyl ester
79-20-9

acetic acid methyl ester

S

isopropyl alcohol
67-63-0

isopropyl alcohol

T

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

iso-butanol

U

tert-butyl alcohol
75-65-0

tert-butyl alcohol

V

butan-1-ol
71-36-3

butan-1-ol

W

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With hydrogen; Zn/Cr/K at 350 - 420℃; under 75007.5 - 135014 Torr; Conversion of starting material;A 57.5%
B n/a
C n/a
D n/a
E n/a
F n/a
G n/a
H 28.5%
I n/a
J n/a
K n/a
L n/a
M n/a
N n/a
O n/a
P n/a
Q n/a
R n/a
S n/a
T n/a
U n/a
V n/a
W n/a
glycerol
56-81-5

glycerol

A

propylene glycol
57-55-6

propylene glycol

B

ethylene glycol
107-21-1

ethylene glycol

C

2.3-butanediol
513-85-9

2.3-butanediol

D

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With sodium hydroxide; hydrogen; HC-1 catalyst at 193 - 216℃; under 82745.9 Torr; Product distribution / selectivity;A 56%
B 4.37%
C n/a
D n/a
cellulose

cellulose

A

propylene glycol
57-55-6

propylene glycol

B

D-sorbitol
50-70-4

D-sorbitol

C

ethylene glycol
107-21-1

ethylene glycol

D

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With phosphotungstic acid; ruthenium-carbon composite; hydrogen In water at 250℃; under 45004.5 Torr; for 0.833333h; Autoclave;A 5.5%
B 12.4%
C 53.1%
D 6.2%
1,2-butanediol diacetate
13814-27-2

1,2-butanediol diacetate

A

1-hydroxy-2-acetoxybutane
55378-41-1

1-hydroxy-2-acetoxybutane

B

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
1,3-disubstituted tetraalkyldistannoxane (X = Y = Cl) In methanol; chloroform for 120h; Ambient temperature;A 53%
B 22%
glycerol
56-81-5

glycerol

A

propylene glycol
57-55-6

propylene glycol

B

2.3-butanediol
513-85-9

2.3-butanediol

C

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With sodium hydroxide; hydrogen at 209 - 213℃; under 51716.2 - 82745.9 Torr; Product distribution / selectivity;A 51%
B n/a
C n/a
D n/a
1-butylene
106-98-9

1-butylene

A

(+/-)-2-hydroxybutanal
86943-35-3

(+/-)-2-hydroxybutanal

B

propionaldehyde
123-38-6

propionaldehyde

C

1-Hydroxy-2-butanone
5077-67-8

1-Hydroxy-2-butanone

D

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With air; dihydrogen peroxide for 0.5h; Product distribution; Kinetics; Further Variations:; reaction time; Oxidation; UV-irradiation;A 7%
B 50.6%
C 24.2%
D 18.2%
cellulose

cellulose

A

propylene glycol
57-55-6

propylene glycol

B

ethylene glycol
107-21-1

ethylene glycol

C

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With Rh/C; hydrogen; ortho-tungstic acid; copper(II) sulfate In water at 245℃; under 45004.5 Torr; for 0.5h; Autoclave;A 7.4%
B 50%
C 6.7%
With phosphotungstic acid; platinum on activated charcoal; hydrogen In water at 250℃; under 45004.5 Torr; for 0.833333h; Autoclave;A 12.8%
B 23.2%
C 6%
With hydrogen In water at 219.84℃; under 31503.2 - 48754.9 Torr; for 8h; Autoclave;
glycerol
56-81-5

glycerol

A

methanol
67-56-1

methanol

B

LACTIC ACID
849585-22-4

LACTIC ACID

C

propylene glycol
57-55-6

propylene glycol

D

ethanol
64-17-5

ethanol

E

ethylene glycol
107-21-1

ethylene glycol

F

2.3-butanediol
513-85-9

2.3-butanediol

G

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With sodium hydroxide; hydrogen; solid catalyst similar to the “G” catalyst disclosed in U.S. Pat. No. 6,479,713 or the “HC-1” catalyst available from Sud Chemie (Louisville, Ky.) In water at 154 - 229℃; under 62059.4 - 82745.9 Torr; Product distribution / selectivity;A 0.6%
B 0.7%
C 47.3%
D 0.1%
E 2.1%
F n/a
G n/a
H n/a
D-sorbitol
50-70-4

D-sorbitol

A

hexane-1,2,6-triol
106-69-4

hexane-1,2,6-triol

B

1,4,5-hexanetriol
140946-33-4

1,4,5-hexanetriol

D

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With propylene glycol; hydrogen; copper In water at 210℃; under 93089.1 Torr; Concentration;A 5.51%
B 26.54%
C 46.12%
D 10.26%
glycerol
56-81-5

glycerol

A

propylene glycol
57-55-6

propylene glycol

B

2.3-butanediol
513-85-9

2.3-butanediol

C

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With sodium hydroxide; hydrogen at 202℃; under 82745.9 Torr; Product distribution / selectivity;A 43%
B n/a
C n/a
With sodium hydroxide; hydrogen; solid catalyst similar to the "G" catalyst disclosed in US 6,479,713 or the "HC-1" catalyst available from Sd Chemie (Louisville, KY) at 154 - 229℃; under 62059.4 - 82745.9 Torr; Product distribution / selectivity;A 33.2%
B n/a
C n/a
With sodium hydroxide; hydrogen at 196℃; under 82745.9 Torr; Product distribution / selectivity;A 27%
B n/a
C n/a
With sodium hydroxide; hydrogen; solid catalyst similar to the “G” catalyst disclosed in U.S. Pat. No. 6,479,713 or the “HC-1” catalyst available from Sud Chemie (Louisville, Ky.) In water at 150 - 210℃; under 51716.2 Torr; Product distribution / selectivity;A 10%
B n/a
C n/a
With sodium hydroxide; hydrogen; Süd Chemie HC-1 catalyst In water at 159 - 212℃; under 96435 Torr; Product distribution / selectivity;
cellulose

cellulose

A

propylene glycol
57-55-6

propylene glycol

C

ethylene glycol
107-21-1

ethylene glycol

D

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With ruthenium-carbon composite; hydrogen In water at 215℃; under 39003.9 Torr; for 1.5h; Catalytic behavior; Reagent/catalyst; Autoclave;A 9.6%
B 9%
C 40.6%
D 7.8%
glycerol
56-81-5

glycerol

A

LACTIC ACID
849585-22-4

LACTIC ACID

B

propylene glycol
57-55-6

propylene glycol

C

ethanol
64-17-5

ethanol

D

ethylene glycol
107-21-1

ethylene glycol

E

2.3-butanediol
513-85-9

2.3-butanediol

F

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With sodium hydroxide; hydrogen; solid catalyst similar to the “G” catalyst disclosed in U.S. Pat. No. 6,479,713 or the “HC-1” catalyst available from Sud Chemie (Louisville, Ky.) In water at 178 - 198℃; under 62059.4 Torr; Product distribution / selectivity;A 1%
B 38%
C 0.1%
D 1.6%
E n/a
F n/a
G n/a
3,4-butenediol
497-06-3

3,4-butenediol

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With hydrogen; 5%-palladium/activated carbon In ethanol at 20℃; under 2625.26 Torr; for 16h;37%
D-glucose
50-99-7

D-glucose

A

propylene glycol
57-55-6

propylene glycol

B

ethylene glycol
107-21-1

ethylene glycol

C

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With palladium on activated charcoal; water; zinc at 250℃; for 0.5h; Temperature;A 33.3%
B 7.1%
C 7.6%
With 5% active carbon-supported ruthenium; hydrogen; ortho-tungstic acid; sodium hydroxide In water; glycerol at 200℃; under 37503.8 Torr; for 4h;
glycerol
56-81-5

glycerol

A

methanol
67-56-1

methanol

B

LACTIC ACID
849585-22-4

LACTIC ACID

C

propylene glycol
57-55-6

propylene glycol

D

ethylene glycol
107-21-1

ethylene glycol

E

2.3-butanediol
513-85-9

2.3-butanediol

F

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With sodium hydroxide; hydrogen; solid catalyst similar to the “G” catalyst disclosed in U.S. Pat. No. 6,479,713 or the “HC-1” catalyst available from Sud Chemie (Louisville, Ky.) In water at 185 - 205℃; under 82745.9 Torr; Product distribution / selectivity;A 0.7%
B 0.5%
C 33.2%
D 1.5%
E n/a
F n/a
G n/a
glycerol
56-81-5

glycerol

A

LACTIC ACID
849585-22-4

LACTIC ACID

B

propylene glycol
57-55-6

propylene glycol

C

ethylene glycol
107-21-1

ethylene glycol

D

2.3-butanediol
513-85-9

2.3-butanediol

E

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With sodium hydroxide; hydrogen at 177 - 228℃; under 62059.4 - 82745.9 Torr; Product distribution / selectivity;A 0.5%
B 33.2%
C 1.5%
D n/a
E n/a
F n/a
dibromotriphenylphosphorane
1034-39-5

dibromotriphenylphosphorane

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

4-ethyl-2,2,2-triphenyl-1,3,2λ5-dioxaphospholane

4-ethyl-2,2,2-triphenyl-1,3,2λ5-dioxaphospholane

Conditions
ConditionsYield
With triethylamine In toluene Cyclization;99%
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

1-OTHP-2-BuOH
78791-18-1

1-OTHP-2-BuOH

Conditions
ConditionsYield
With ruthenium(III) acetate at 20℃; for 8h;99%
[Ti(N-phenylsalicylideneimine(-H))2(O-i-Pr)2]

[Ti(N-phenylsalicylideneimine(-H))2(O-i-Pr)2]

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

[Ti(N-phenylsalicylideneimine(-H))2(OCH2CH(C2H5)O)]
943433-23-6

[Ti(N-phenylsalicylideneimine(-H))2(OCH2CH(C2H5)O)]

Conditions
ConditionsYield
In benzene byproducts: (CH3)2CHOH; under unhydrous atm., soln. of ligand added to soln. of Ti compd. (3.06:3.01), refluxed, monitored by isopropanol liberated; concd., crystd., elem. anal.;99%
carbon dioxide
124-38-9

carbon dioxide

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With 2-Cyanopyridine; cerium(IV) oxide at 139.84℃; under 37503.8 Torr; for 1h; Autoclave;99%
With 1,10-Phenanthroline; calcium carbide; zinc trifluoromethanesulfonate In 1-methyl-pyrrolidin-2-one at 180℃; under 37503.8 Torr; for 24h; Autoclave; Glovebox; Sealed tube;82%
Stage #1: carbon dioxide With 1-butyl-3-methyl-1H-imidazol-3-iumhydrogencarbonate at 25℃; under 760.051 Torr; for 6h;
Stage #2: 1,2-dihydroxybutane at 25℃; under 760.051 Torr; for 12h;
40.4%
With 1,8-diazabicyclo[5.4.0]undec-7-ene; 2-methyl-but-3-yn-2-ol In N,N-dimethyl-formamide at 120℃; under 22502.3 Torr; for 10h; Autoclave;99 %Chromat.
With tetraethylammonium iodide In acetonitrile at 20℃; under 760.051 Torr; Electrolysis;47.6 %Chromat.
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
In neat (no solvent) at 110℃; for 24h; Temperature; Green chemistry;99%
With zinc(II) trifluoroacetate hydrate; 1,3-bis(imidazol-1-ylmethyl)benzene for 9h; Reagent/catalyst; Reflux;
With tetrabutylammomium bromide at 180℃; under 8250.83 Torr; for 0.05h; Flow reactor;
With sodium methylate In methanol at 64 - 90℃;
1,4-diaza-bicyclo[2.2.2]octane
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

Thiophene-2,5-dicarboxylic acid
4282-31-9

Thiophene-2,5-dicarboxylic acid

zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

[Zn12(thiophene-2,5-dicarboxylic acid)6(1,2-butanediol)6(1,4-diaza-bicyclo[2.2.2]octane)3]

[Zn12(thiophene-2,5-dicarboxylic acid)6(1,2-butanediol)6(1,4-diaza-bicyclo[2.2.2]octane)3]

Conditions
ConditionsYield
Stage #1: 1,4-diaza-bicyclo[2.2.2]octane; Thiophene-2,5-dicarboxylic acid; zinc(II) nitrate hexahydrate In N,N-dimethyl-formamide for 1h;
Stage #2: 1,2-dihydroxybutane In N,N-dimethyl-formamide at 130℃; for 48h; Sealed tube;
99%
(C9H6NO)B(OCH(CH3)2)2

(C9H6NO)B(OCH(CH3)2)2

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

(C9H6NO)B(OCH2CH(C2H5)O)
185610-99-5

(C9H6NO)B(OCH2CH(C2H5)O)

Conditions
ConditionsYield
In benzene refluxing (10 h); recrystn. (benzene/CH2Cl2); elem. anal.;98.95%
acetone
67-64-1

acetone

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

4-Ethyl-2,2-dimethyl-[1,3]dioxolane

4-Ethyl-2,2-dimethyl-[1,3]dioxolane

Conditions
ConditionsYield
With iron(III) chloride hexahydrate at 20℃; for 2h;98%
aniline
62-53-3

aniline

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

1-(phenylamino)-butan-2-ol
114010-10-5

1-(phenylamino)-butan-2-ol

Conditions
ConditionsYield
With C29H44IrN5P2; potassium tert-butylate In diethylene glycol dimethyl ether at 130℃; for 20h; Solvent; Reagent/catalyst; Temperature; Inert atmosphere; Glovebox;98%
carbon monoxide
201230-82-2

carbon monoxide

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With N-chloro-succinimide; (neocuproine)Pd(OAc)2; sodium acetate In acetonitrile at 55℃; under 760.051 Torr; for 24h; Molecular sieve;97%
With air; potassium iodide; palladium(II) iodide In ISOPROPYLAMIDE at 100℃; under 15201 Torr; for 15h; Autoclave;94%
With oxygen; potassium iodide; palladium(II) iodide In N,N-dimethyl acetamide at 100℃; under 15201 Torr; for 15h;94%
With triethylamine; copper dichloride 1.) THF, 30 kg/cm2, 80 deg C, 4h, 2.) room temp, 18 h, 1 atm; Yield given. Multistep reaction;
With oxygen; sodium carbonate; copper dichloride In acetonitrile at 100℃; under 22502.3 Torr; for 3h; Autoclave;
tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

1-(tert-butyl-diphenyl-silanyloxy)-butan-2-ol

1-(tert-butyl-diphenyl-silanyloxy)-butan-2-ol

Conditions
ConditionsYield
With 4-methylpyridine-1-oxide In dichloromethane at 20℃; Molecular sieve; regioselective reaction;97%
carbon dioxide
124-38-9

carbon dioxide

2-methyl-but-3-yn-2-ol
115-19-5

2-methyl-but-3-yn-2-ol

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

B

3-Hydroxy-3-methyl-2-butanone
115-22-0

3-Hydroxy-3-methyl-2-butanone

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc(II) chloride In acetonitrile at 80℃; under 7500.75 Torr; for 24h; Autoclave; Sealed tube; chemoselective reaction;A 97%
B 65 %Chromat.
Stage #1: carbon dioxide; 2-methyl-but-3-yn-2-ol With C15H18N2O2 In acetonitrile at 25℃; under 760.051 Torr; for 24h; Inert atmosphere; Schlenk technique;
Stage #2: 1,2-dihydroxybutane With 1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine In acetonitrile at 25℃; for 24h; Inert atmosphere; Schlenk technique;
A 89 %Spectr.
B n/a
1,4-diaza-bicyclo[2.2.2]octane
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

isophthalic acid
121-91-5

isophthalic acid

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

12Zn(2+)*6C8H4O4(2-)*3C6H12N2*6C4H8O2(2-)

12Zn(2+)*6C8H4O4(2-)*3C6H12N2*6C4H8O2(2-)

Conditions
ConditionsYield
Stage #1: 1,4-diaza-bicyclo[2.2.2]octane; zinc(II) nitrate hexahydrate; isophthalic acid In N,N-dimethyl-formamide for 1h;
Stage #2: 1,2-dihydroxybutane In N,N-dimethyl-formamide at 130℃; for 48h;
96%
acetic anhydride
108-24-7

acetic anhydride

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

1,2-butanediol diacetate
13814-27-2

1,2-butanediol diacetate

Conditions
ConditionsYield
With phosphorus pentoxide; silica gel at 20℃;95%
With dmap; triethylamine In dichloromethane at 20℃; for 16h; Cooling with ice;86%
With sulfuric acid for 0.25h; Heating;73%
With pyridine
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

2-ethylquinoxaline
29750-44-5

2-ethylquinoxaline

Conditions
ConditionsYield
With C39H31BMnNO2P2; potassium hydride In toluene at 150℃; for 36h;95%
With cesiumhydroxide monohydrate In toluene at 150℃; for 24h; Inert atmosphere; Sealed tube;94%
With 1,10-Phenanthroline; cesiumhydroxide monohydrate; nickel dibromide In toluene at 150℃; for 24h; Inert atmosphere; Sealed tube;93%
vanillin
121-33-5

vanillin

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

vanillin-1,2-butylene glycol acetal

vanillin-1,2-butylene glycol acetal

Conditions
ConditionsYield
toluene-4-sulfonic acid In water; toluene at 135℃; for 4h; Heating / reflux; with Dean-Stark tube;94.3%
urea
57-13-6

urea

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With 1-hexadecyl-3-methylimidazolium chloride; zinc(II) chloride In neat (no solvent) at 160℃; under 112.511 Torr; for 3h; Green chemistry;94.3%
1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

C4H9O5P(2-)*Ba(2+)

C4H9O5P(2-)*Ba(2+)

Conditions
ConditionsYield
With water-d2; phospho(enol)pyruvic acid mono potassium salt; adenosine 5'-triphosphate disodium salt; barium(II) chloride; magnesium chloride; glycerol kinase from S. cerevisiae or from E. coli and pyruvate kinase In various solvent(s) for 72h; Ambient temperature;94%
2-nitro-aniline
88-74-4

2-nitro-aniline

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

2-ethylquinoxaline
29750-44-5

2-ethylquinoxaline

Conditions
ConditionsYield
With cesiumhydroxide monohydrate In toluene at 150℃; for 24h; Inert atmosphere; Sealed tube;94%
With 1,10-Phenanthroline; cesiumhydroxide monohydrate; nickel dibromide In toluene at 150℃; for 24h; Inert atmosphere; Sealed tube;92%
With trimethylamine-N-oxide; tricarbonyl(η4-1,3-bis(trimethylsilyl)-4,5,6,7-tetrahydro-2H-inden-2-one)iron In toluene at 150℃; for 24h; Green chemistry;78%
1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

ethyl propanoylacetate
4949-44-4

ethyl propanoylacetate

C10H18O4

C10H18O4

Conditions
ConditionsYield
With Amberlyst15 In cyclohexane Reflux;94%
1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

1-(exo-5-methylbicyclo[2.2.1]hept-exo-2-yloxy)butan-2-ol

1-(exo-5-methylbicyclo[2.2.1]hept-exo-2-yloxy)butan-2-ol

Conditions
ConditionsYield
With naphthalene-1,5-disulfonate In benzene at 80℃; for 3h;92.9%
acetyl chloride
75-36-5

acetyl chloride

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

A

1,2-butanediol diacetate
13814-27-2

1,2-butanediol diacetate

B

(+/-)-2-hydroxybutyl acetate
24469-20-3

(+/-)-2-hydroxybutyl acetate

Conditions
ConditionsYield
With 2,4,6-trimethyl-pyridine In dichloromethane at -78℃; Yields of byproduct given;A n/a
B 92%
With 2,4,6-trimethyl-pyridine In dichloromethane at -78℃; Yield given. Yields of byproduct given;
1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

2-Hydroxybutanoic acid
600-15-7, 565-70-8

2-Hydroxybutanoic acid

Conditions
ConditionsYield
With C24H33IrN4O3; water; sodium carbonate for 18h; Reflux;92%
at 35℃; for 12h; Product distribution; production by resting cells of sp. strain TB-42; optimization of culture medium for preparation of this strain; effect of CaCO3; effect of aeration; pH 7.0; effect of temperature;
p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

1,2-Bis(4-toluenesulfonyloxy)butane
185215-29-6

1,2-Bis(4-toluenesulfonyloxy)butane

Conditions
ConditionsYield
With trimethylamine hydrochloride; triethylamine In acetonitrile at 0 - 5℃; for 1h;92%
With N,N,N',N'-tetramethylhexamethylenediamine In acetonitrile at 0 - 5℃; for 1h; Tosylation;91%

1,2-BUTANEDIOL Chemical Properties

MF: C4H10O2
MW: 90.12
EINECS: 209-527-2
mp:  -50 °C 
bp:  191-192 °C747 mm Hg(lit.)
density:  1.006 g/mL at 25 °C(lit.)
refractive index:  n20/D 1.438(lit.)
Fp:  200 °F
CAS DataBase Reference: 584-03-2(CAS DataBase Reference)
The structure of 1,2-BUTANEDIOL is:

             

1,2-BUTANEDIOL Toxicity Data With Reference

1、RTECS#: CAS# 584-03-2: EK0380000
2、LD50/LC50: RTECS: CAS# 584-03-2: Oral, mouse: LD50 = 3720 mg/kg;Oral, rat: LD50 = 16 gm/kg;
3、Carcinogenicity: 1,2-Butanediol - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.
4、Other: The toxicological properties have not been fully investigated. 

 

       
       

1,2-BUTANEDIOL Consensus Reports

1,2-BUTANEDIOL is reported in EPA TSCA Inventory.

1,2-BUTANEDIOL Safety Profile

Safety Statements:  24/25
WGK Germany:  2
RTECS:  EK0380000
 Moderately toxic by ingestion. Combustible when exposed to heat or flame. To fight fire, use alcohol foam. When heated to decomposition it emits acrid and irritating fumes.

1,2-BUTANEDIOL Specification

1、Fire Fighting Measures of 1,2-BUTANEDIOL
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. 
Extinguishing Media: In case of fire, use water, dry chemical, chemical foam, or alcohol-resistant foam. 
2、Handling and Storage of 1,2-BUTANEDIOL 
Handling: Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation. 
Storage: Store in a cool, dry place. Keep container closed when not in use. 
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