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584-03-2

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584-03-2 Usage

Chemical Properties

clear colorless liquid

Uses

1,2-Butanediol was used in the synthesis of (R)-2-hydroxybutyric acid.

Definition

ChEBI: A butanediol in which the two hydroxy groups are located at positions 1 and 2.

Flammability and Explosibility

Nonflammable

Safety Profile

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.

Check Digit Verification of cas no

The CAS Registry Mumber 584-03-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,8 and 4 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 584-03:
(5*5)+(4*8)+(3*4)+(2*0)+(1*3)=72
72 % 10 = 2
So 584-03-2 is a valid CAS Registry Number.
InChI:InChI=1/C4H10O2/c1-2-4(6)3-5/h4-6H,2-3H2,1H3

584-03-2 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Sigma-Aldrich

  • (18930)  1,2-Butanediol  purum, ≥98.0% (GC)

  • 584-03-2

  • 18930-250ML

  • 500.76CNY

  • Detail
  • Sigma-Aldrich

  • (18930)  1,2-Butanediol  purum, ≥98.0% (GC)

  • 584-03-2

  • 18930-1L

  • 1,415.70CNY

  • Detail
  • Aldrich

  • (177652)  1,2-Butanediol  98%

  • 584-03-2

  • 177652-250G

  • 463.32CNY

  • Detail

584-03-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name butane-1,2-diol

1.2 Other means of identification

Product number -
Other names 1,2-butylene glycol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Solvents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:584-03-2 SDS

584-03-2Synthetic 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%

584-03-2Relevant articles and documents

Ce promoted Cu/γ-Al2O3 catalysts for the enhanced selectivity of 1,2-propanediol from catalytic hydrogenolysis of glucose

Balachandran Kirali, Arun Arunima,Marimuthu, Banu,Sreekantan, Sreejith

, (2022/03/31)

Ce promoted Cu/γ-Al2O3 catalysts were prepared with varying amounts of Cu (x = 0–10 wt%) and Ce (y = 0–15 wt%). The prepared catalysts were characterized and tested for the conversion of aqueous glucose (5 wt%) to 1,2-propanediol in a batch reactor. 10%Ce-8%Cu/γ-Al2O3 showed the complete conversion of glucose with 62.7% selectivity of 1,2-propanediol and total glycols (1,2-propanediol, ethylene glycol & 1,2-butanediol) of 81% at milder reaction conditions. Cu facilitated the hydrogenation activity and Ce loading optimize the acid/base sites of Cu/γ-Al2O3 which obtain high selectivity of 1, 2-propanediol. Catalyst reusability is reported.

Catalytic Diastereo- and Enantioconvergent Synthesis of Vicinal Diamines from Diols through Borrowing Hydrogen

Feng, Wei,Gao, Taotao,Lau, Kai Kiat,Lin, Yamei,Pan, Hui-Jie,Yang, Binmiao,Zhao, Yu

supporting information, p. 18599 - 18604 (2021/08/09)

We present herein an unprecedented diastereoconvergent synthesis of vicinal diamines from diols through an economical, redox-neutral process. Under cooperative ruthenium and Lewis acid catalysis, readily available anilines and 1,2-diols (as a mixture of diastereomers) couple to forge two C?N bonds in an efficient and diastereoselective fashion. By identifying an effective chiral iridium/phosphoric acid co-catalyzed procedure, the first enantioconvergent double amination of racemic 1,2-diols has also been achieved, resulting in a practical access to highly valuable enantioenriched vicinal diamines.

Well-defined Cp*Co(III)-catalyzed Hydrogenation of Carbonates and Polycarbonates

Dahiya, Pardeep,Gangwar, Manoj Kumar,Sundararaju, Basker

, p. 934 - 939 (2020/12/15)

We herein report the catalytic hydrogenation of carbonates and polycarbonates into their corresponding diols/alcohols using well-defined, air-stable, high-valent cobalt complexes. Several novel Cp*Co(III) complexes bearing N,O-chelation were isolated for the first time and structurally characterized by various spectroscopic techniques including single crystal X-ray crystallography. These novel Co(III) complexes have shown excellent catalytic activity to produce value added diols/alcohols from carbonate and polycarbonates through hydrogenation using molecular hydrogen as sole reductant or iPrOH as transfer hydrogenation source. To demonstrate the developed methodology's practical applicability, we have recycled the bisphenol A monomer from compact disc (CD) through hydrogenation under the established reaction conditions using phosphine-free, earth-abundant, air- and moisture-stable high-valent cobalt catalysts.

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