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Isopropyl formate has a characteristic fruity, ether-like odor and a sweet taste reminiscent of plum. May be synthesized by direct esterification. In addition to food use, isopropyl formate is used as a fungicide, bactericide and wood preservative.

625-55-8

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625-55-8 Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 625-55-8 differently. You can refer to the following data:
1. Isopropyl formate has a characteristic fruity, ether-like odor and a sweet taste reminiscent of plum
2. Clear colorless liquid

Occurrence

Reported found in mushrooms, plum brandy, dwarf quince, currants, grapes, sherry and coffee.

Uses

Isopropyl formate, is a flavoring agent. It can also be used as fragrance agent.

Preparation

By direct esterification.

Taste threshold values

Taste characteristics at 35 ppm: sweet, fruity with a berry lift

Check Digit Verification of cas no

The CAS Registry Mumber 625-55-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,2 and 5 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 625-55:
(5*6)+(4*2)+(3*5)+(2*5)+(1*5)=68
68 % 10 = 8
So 625-55-8 is a valid CAS Registry Number.
InChI:InChI=1/C4H8O2/c1-4(2)6-3-5/h3-4H,1-2H3

625-55-8 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • Detail
  • Alfa Aesar

  • (A17222)  Isopropyl formate, 98%   

  • 625-55-8

  • 50g

  • 330.0CNY

  • Detail
  • Alfa Aesar

  • (A17222)  Isopropyl formate, 98%   

  • 625-55-8

  • 250g

  • 1244.0CNY

  • Detail

625-55-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Formic acid isopropyl ester

1.2 Other means of identification

Product number -
Other names propan-2-yl formate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
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:625-55-8 SDS

625-55-8Synthetic route

formic acid
64-18-6

formic acid

isopropyl alcohol
67-63-0

isopropyl alcohol

isopropyl formate
625-55-8

isopropyl formate

Conditions
ConditionsYield
With phosphotungstic acid at 70℃; for 0.75h;95%
With trifluoromethanesulfonic acid based UiO-67 metal organic framework at 90℃; for 18h;
at 120℃; under 22502.3 Torr; for 4h; Equilibrium constant; Temperature; Concentration; Autoclave;
isopropyl alcohol
67-63-0

isopropyl alcohol

formic acid ethyl ester
109-94-4

formic acid ethyl ester

isopropyl formate
625-55-8

isopropyl formate

Conditions
ConditionsYield
With phosphotungstic acid at 70℃; for 0.75h;95%
2-oxopyridine-1(2H)-carbaldehyde
74885-84-0

2-oxopyridine-1(2H)-carbaldehyde

isopropyl alcohol
67-63-0

isopropyl alcohol

isopropyl formate
625-55-8

isopropyl formate

Conditions
ConditionsYield
In dichloromethane for 12h; Ambient temperature;92%
1-Formyl-4(1H)-pyridinon
74885-83-9

1-Formyl-4(1H)-pyridinon

isopropyl alcohol
67-63-0

isopropyl alcohol

isopropyl formate
625-55-8

isopropyl formate

Conditions
ConditionsYield
In dichloromethane for 3h; Ambient temperature;90%
methanol
67-56-1

methanol

isopropyl alcohol
67-63-0

isopropyl alcohol

isopropyl formate
625-55-8

isopropyl formate

Conditions
ConditionsYield
With [bis({2‐[bis(propan‐2‐yl)phosphanyl]ethyl})amine](borohydride)(carbonyl)(hydride)iron(II); acetone In toluene at 140℃; under 13689.1 Torr; for 4h; Autoclave; Inert atmosphere;83%
phenylacetylene
536-74-3

phenylacetylene

isopropyl alcohol
67-63-0

isopropyl alcohol

A

isopropyl formate
625-55-8

isopropyl formate

B

isopropyl benzoate
939-48-0

isopropyl benzoate

Conditions
ConditionsYield
With bis-[(trifluoroacetoxy)iodo]benzene at 60℃; for 15h; Sealed tube;A n/a
B 67%
formic acid cyanomethyl ester
150760-95-5

formic acid cyanomethyl ester

isopropyl alcohol
67-63-0

isopropyl alcohol

isopropyl formate
625-55-8

isopropyl formate

Conditions
ConditionsYield
With 1H-imidazole for 24h; Ambient temperature;62%
With 1H-imidazole Yield given;
formic acid
64-18-6

formic acid

propene
187737-37-7

propene

isopropyl formate
625-55-8

isopropyl formate

Conditions
ConditionsYield
With hydrogen fluoride; boron trifluoride at 100℃;
Methyl formate
107-31-3

Methyl formate

isopropyl alcohol
67-63-0

isopropyl alcohol

isopropyl formate
625-55-8

isopropyl formate

Conditions
ConditionsYield
at 200℃;
diisopropyl pyrocarbonate
24425-00-1

diisopropyl pyrocarbonate

isopropyl formate
625-55-8

isopropyl formate

Conditions
ConditionsYield
With pyridine N-oxide In 1,2-dichloro-benzene
diisopropoxymethane
2568-89-0

diisopropoxymethane

A

propane
74-98-6

propane

B

isopropyl formate
625-55-8

isopropyl formate

Conditions
ConditionsYield
With di-tert-butyl peroxide at 130℃; Product distribution; Rate constant; Mechanism; other temperatures.;
Triisopropoxymethan
4447-60-3

Triisopropoxymethan

A

propane
74-98-6

propane

B

isopropyl formate
625-55-8

isopropyl formate

C

bis-2-propyl carbonate
6482-34-4

bis-2-propyl carbonate

D

acetone
67-64-1

acetone

Conditions
ConditionsYield
With di-tert-butyl peroxide In chlorobenzene at 140℃; for 4h; Kinetics; Mechanism; Product distribution; various temperatures, rates of formation;
propane
74-98-6

propane

formyloxy radical
16499-21-1

formyloxy radical

isopropyl formate
625-55-8

isopropyl formate

Conditions
ConditionsYield
Thermodynamic data; Mechanism; calculated (BEBO and equibonding method) activation energies for hydrogen atom transfer reaction, anodic formylation;
N,N-Dimethylformamide Hydrochloride
3397-76-0, 100508-13-2

N,N-Dimethylformamide Hydrochloride

isopropyl alcohol
67-63-0

isopropyl alcohol

A

isopropyl chloride
75-29-6

isopropyl chloride

B

isopropyl formate
625-55-8

isopropyl formate

Conditions
ConditionsYield
at 100℃; for 0.833333h;
2-(1-methylethoxy)-ethanol
109-59-1

2-(1-methylethoxy)-ethanol

A

isopropyl formate
625-55-8

isopropyl formate

B

2-hydroxyethyl acetate
542-59-6

2-hydroxyethyl acetate

Conditions
ConditionsYield
With air; methyl nitrite; nitrogen(II) oxide at 24.85℃; under 740 Torr; Product distribution; Irradiation;
sodium isopropylate
683-60-3

sodium isopropylate

isopropyl alcohol
67-63-0

isopropyl alcohol

CO

CO

isopropyl formate
625-55-8

isopropyl formate

Conditions
ConditionsYield
Geschwindigkeit;
isobutyraldehyde
78-84-2

isobutyraldehyde

A

propene
187737-37-7

propene

B

propane
74-98-6

propane

C

isopropyl formate
625-55-8

isopropyl formate

D

isopropyl alcohol
67-63-0

isopropyl alcohol

E

acetone
67-64-1

acetone

F

isobutyric Acid
79-31-2

isobutyric Acid

G

CO, CO2

CO, CO2

Conditions
ConditionsYield
With oxygen; manganese(II) In propionic acid at 45℃; Product distribution; Mechanism;
isobutyraldehyde
78-84-2

isobutyraldehyde

A

isopropyl formate
625-55-8

isopropyl formate

B

carbon dioxide
124-38-9

carbon dioxide

C

2-methylperoxypropionic acid
13122-72-0

2-methylperoxypropionic acid

D

isopropyl alcohol
67-63-0

isopropyl alcohol

E

acetone
67-64-1

acetone

F

isobutyric Acid
79-31-2

isobutyric Acid

G

other peracids, water and some gaseous products

other peracids, water and some gaseous products

Conditions
ConditionsYield
With oxygen at 10℃; for 2.66667h; Product distribution; Mechanism; other temperatures 20 and 30 deg C, various reaction time;A 2.73 % Chromat.
B n/a
C 4.36 % Chromat.
D 0.18 % Chromat.
E 0.87 % Chromat.
F 78.38 % Chromat.
G n/a
1-isopropoxy-2-methyl-propane
78448-33-6

1-isopropoxy-2-methyl-propane

A

isopropyl nitrate
1712-64-7

isopropyl nitrate

B

isopropyl formate
625-55-8

isopropyl formate

C

2-methylpropyl acetate
110-19-0

2-methylpropyl acetate

D

acetic acid-(β-hydroxy-isobutyl ester)
42125-48-4

acetic acid-(β-hydroxy-isobutyl ester)

E

isobutyraldehyde
78-84-2

isobutyraldehyde

F

acetone
67-64-1

acetone

G

isopropyl isobutyrate, 1,1,4-trimethyl-3-oxapentyl nitrate

isopropyl isobutyrate, 1,1,4-trimethyl-3-oxapentyl nitrate

Conditions
ConditionsYield
With air; methyl nitrite; nitric oxide Product distribution; Rate constant; Mechanism; Ambient temperature; Irradiation; OH radical initiated oxidation of title comp. under laboratory conditions related to troposphere;
propene
187737-37-7

propene

carbon dioxide
124-38-9

carbon dioxide

A

isopropyl formate
625-55-8

isopropyl formate

B

isopropyl alcohol
67-63-0

isopropyl alcohol

C

acetone
67-64-1

acetone

D

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

methyloxirane

Conditions
ConditionsYield
With stainless steel; oxygen; isobutyraldehyde In carbon dioxide at 55℃; under 142514 Torr; for 18h; Epoxidation; Oxidation; Further byproducts.;
diisopropyl sulfate
2973-10-6

diisopropyl sulfate

sodium formate
141-53-7

sodium formate

isopropyl formate
625-55-8

isopropyl formate

Conditions
ConditionsYield
Substitution;
Reaxys ID: 11463886

Reaxys ID: 11463886

isopropyl alcohol
67-63-0

isopropyl alcohol

isopropyl formate
625-55-8

isopropyl formate

Conditions
ConditionsYield
Conversion of starting material;
isobutyraldehyde
78-84-2

isobutyraldehyde

isopropyl formate
625-55-8

isopropyl formate

Conditions
ConditionsYield
With water; difluoro[4-(trifluoromethyl)phenyl]-λ3-bromane In dichloromethane at 0℃; for 1h; Baeyer-Villiger type oxidation; Inert atmosphere;81 %Chromat.
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 1h;
carbon dioxide
124-38-9

carbon dioxide

isopropyl alcohol
67-63-0

isopropyl alcohol

A

diisopropoxymethane
2568-89-0

diisopropoxymethane

B

isopropyl formate
625-55-8

isopropyl formate

Conditions
ConditionsYield
Stage #1: isopropyl alcohol With aluminium(III) triflate; [Ru(1,1,1-tris(diphenylphosphinomethyl)ethane)(trimethylene methane)] for 0.0833333h; Inert atmosphere; Schlenk technique;
Stage #2: carbon dioxide With hydrogen at 80℃; under 60006 Torr; for 18h; Catalytic behavior; Schlenk technique; Autoclave;
carbon dioxide
124-38-9

carbon dioxide

isopropyl alcohol
67-63-0

isopropyl alcohol

A

methanol
67-56-1

methanol

B

diisopropoxymethane
2568-89-0

diisopropoxymethane

C

isopropyl formate
625-55-8

isopropyl formate

Conditions
ConditionsYield
With cobalt(II) tetrafluoroborate hexahydrate; hydrogen; bis(trifluoromethanesulfonyl)amide; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran at 80℃; under 15001.5 - 60006 Torr; for 22h; Catalytic behavior; Schlenk technique; Autoclave;
carbon dioxide
124-38-9

carbon dioxide

isopropyl alcohol
67-63-0

isopropyl alcohol

A

methanol
67-56-1

methanol

B

isopropyl formate
625-55-8

isopropyl formate

Conditions
ConditionsYield
With cobalt(II) tetrafluoroborate hexahydrate; hydrogen; bis(trifluoromethanesulfonyl)amide; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran at 100℃; under 15001.5 - 60006 Torr; for 22h; Catalytic behavior; Schlenk technique; Autoclave;
carbon monoxide
201230-82-2

carbon monoxide

potassium isopropoxide
6831-82-9

potassium isopropoxide

isopropyl alcohol
67-63-0

isopropyl alcohol

isopropyl formate
625-55-8

isopropyl formate

Conditions
ConditionsYield
at 30℃; under 78307.8 Torr; for 24h; Autoclave; Inert atmosphere; Large scale;26800 g
isopropyl alcohol
67-63-0

isopropyl alcohol

A

methanol
67-56-1

methanol

B

isopropyl formate
625-55-8

isopropyl formate

C

1,2-dihydroxybutane
584-03-2

1,2-dihydroxybutane

Conditions
ConditionsYield
With [bis({2‐[bis(propan‐2‐yl)phosphanyl]ethyl})amine](bromo)(carbonyl)(hydride)iron(II); potassium tert-butylate In tetrahydrofuran at 140℃; Inert atmosphere; Schlenk technique; Green chemistry;
ethylene glycol monoformate
628-35-3

ethylene glycol monoformate

isopropyl alcohol
67-63-0

isopropyl alcohol

A

methanol
67-56-1

methanol

B

isopropyl formate
625-55-8

isopropyl formate

C

ethylene glycol
107-21-1

ethylene glycol

Conditions
ConditionsYield
With [bis({2‐[bis(propan‐2‐yl)phosphanyl]ethyl})amine](bromo)(carbonyl)(hydride)iron(II); potassium tert-butylate In tetrahydrofuran at 140℃; for 3h; Inert atmosphere; Schlenk technique; Green chemistry;A 62 %Chromat.
B 18 %Chromat.
C 85 %Chromat.
isopropyl formate
625-55-8

isopropyl formate

trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

Thianthrene
92-85-3

Thianthrene

5-(isopropyl)thianthrenium triflate

5-(isopropyl)thianthrenium triflate

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃; for 10h;94%
isopropyl formate
625-55-8

isopropyl formate

benzonitrile
100-47-0

benzonitrile

N-isopropylbenzamide
5440-69-7

N-isopropylbenzamide

Conditions
ConditionsYield
With iron (III) perchlorate monohydrate In neat (no solvent) at 80℃; for 5h; Ritter Amidation;90%
formic acid
64-18-6

formic acid

isopropyl formate
625-55-8

isopropyl formate

isopropenylbenzene
98-83-9

isopropenylbenzene

C13H16O4

C13H16O4

Conditions
ConditionsYield
With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; 4-cyano-1-isopropoxypyridin-1-ium trifluoromethanesulfonate In ethanol; acetonitrile at 20℃; for 1h; Inert atmosphere; Irradiation;90%
isopropyl formate
625-55-8

isopropyl formate

debenzyldonepezil
120014-30-4

debenzyldonepezil

4-(2,3-dihydro-5,6-dimethoxy-1-indanone-2-ylmethyl)piperidine-1-carbaldehyde

4-(2,3-dihydro-5,6-dimethoxy-1-indanone-2-ylmethyl)piperidine-1-carbaldehyde

Conditions
ConditionsYield
Stage #1: debenzyldonepezil With potassium carbonate In methanol; water at 20℃; for 2h;
Stage #2: isopropyl formate at 50℃; for 2h;
88%
di-isopropyl ether
108-20-3

di-isopropyl ether

isopropyl formate
625-55-8

isopropyl formate

Triisopropoxymethan
4447-60-3

Triisopropoxymethan

Conditions
ConditionsYield
With boron trifluoride In Hexadecane at 110℃; for 8h; Autoclave;88%
isopropyl formate
625-55-8

isopropyl formate

p-toluidine
106-49-0

p-toluidine

N-(4-methylphenyl)formamide
3085-54-9

N-(4-methylphenyl)formamide

Conditions
ConditionsYield
With 1-(3-sulfopropyl)pyridinium phosphotungstate In neat (no solvent) at 70℃; for 0.166667h; Microwave irradiation; Sealed tube; Inert atmosphere;82%
trans-bisdinitrogenbis(1,2-diphenylphosphinoethane)molybdenum(0)

trans-bisdinitrogenbis(1,2-diphenylphosphinoethane)molybdenum(0)

isopropyl formate
625-55-8

isopropyl formate

cis-[Mo(CO)2(dppe)2]

cis-[Mo(CO)2(dppe)2]

trans-{Mo(N2)(CO)(dppe)2}*0.5C6H6

trans-{Mo(N2)(CO)(dppe)2}*0.5C6H6

C

propene
187737-37-7

propene

D

hydrogen
1333-74-0

hydrogen

E

isopropyl alcohol
67-63-0

isopropyl alcohol

Conditions
ConditionsYield
In benzene byproducts: CO2; ratio of HCOOCHMe2/trans-Mo(N2)2(dpe)2 10/1, refluxed under nitrogen for 30 min; cooling, addn. of n-hexane, filtered, washed with ether and n-hexane, dried in vac.;A 7%
B 55%
C 6%
D 2%
E 81%
isopropyl formate
625-55-8

isopropyl formate

bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

methyl (Z)-2-bromo-3-isopropoxyacrylate

methyl (Z)-2-bromo-3-isopropoxyacrylate

Conditions
ConditionsYield
With titanium tetrachloride; triethylamine In dichloromethane at -40 - 5℃; for 1.16667h; Temperature; Inert atmosphere; stereoselective reaction;81%
isopropyl formate
625-55-8

isopropyl formate

methyl chloroacetate
96-34-4

methyl chloroacetate

methyl (Z)-2-chloro-3-isopropoxyacrylate

methyl (Z)-2-chloro-3-isopropoxyacrylate

Conditions
ConditionsYield
With tributyl-amine; titanium tetrachloride In dichloromethane at -78 - 5℃; for 1.16667h; Inert atmosphere; stereoselective reaction;81%
isopropyl formate
625-55-8

isopropyl formate

aniline
62-53-3

aniline

Formanilid
103-70-8

Formanilid

Conditions
ConditionsYield
With 1-(3-sulfopropyl)pyridinium phosphotungstate In neat (no solvent) at 70℃; for 0.166667h; Microwave irradiation; Sealed tube; Inert atmosphere;78%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

isopropyl formate
625-55-8

isopropyl formate

diethyl 3-methylbut-2-enylphosphonate
51795-72-3

diethyl 3-methylbut-2-enylphosphonate

{1-[1-Isopropoxy-meth-(Z)-ylidene]-3-methyl-but-2-enyl}-phosphonic acid diethyl ester

{1-[1-Isopropoxy-meth-(Z)-ylidene]-3-methyl-but-2-enyl}-phosphonic acid diethyl ester

Conditions
ConditionsYield
With hydrogenchloride; lithium diisopropyl amide In tetrahydrofuran at -70℃;72%
isopropyl formate
625-55-8

isopropyl formate

(methoxycarbonyl)methyl p-toluenesulfonate
88016-30-2

(methoxycarbonyl)methyl p-toluenesulfonate

methyl (Z)-3-isopropoxy-2-(tosyloxy)acrylate

methyl (Z)-3-isopropoxy-2-(tosyloxy)acrylate

Conditions
ConditionsYield
With titanium tetrachloride; triethylamine In dichloromethane at -45℃; for 1h; Inert atmosphere; stereoselective reaction;72%
isopropyl formate
625-55-8

isopropyl formate

isopropyl alcohol
67-63-0

isopropyl alcohol

Conditions
ConditionsYield
dodecacarbonyl-triangulo-triruthenium; P(C4H9)3 In pyridine at 180℃; for 10h;68%
isopropyl formate
625-55-8

isopropyl formate

(trifluoromethanesulfonyloxy)acetic acid methyl ester
88016-31-3

(trifluoromethanesulfonyloxy)acetic acid methyl ester

methyl (Z)-3-isopropoxy-2-(((trifluoromethyl)sulfonyl)oxy)acrylate

methyl (Z)-3-isopropoxy-2-(((trifluoromethyl)sulfonyl)oxy)acrylate

Conditions
ConditionsYield
With titanium tetrachloride; triethylamine In dichloromethane at -78 - 5℃; for 1.16667h; Inert atmosphere; stereoselective reaction;65%
isopropyl formate
625-55-8

isopropyl formate

p-trifluoromethylphenyl bromide
402-43-7

p-trifluoromethylphenyl bromide

4-trifluoromethyl-benzoic acid isopropyl ester
444993-17-3

4-trifluoromethyl-benzoic acid isopropyl ester

Conditions
ConditionsYield
Stage #1: p-trifluoromethylphenyl bromide With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h;
Stage #2: isopropyl formate In tetrahydrofuran; hexane at -78℃; for 3h;
Stage #3: With iodine; potassium carbonate; isopropyl alcohol In tetrahydrofuran; hexane at -78 - 20℃; for 14h;
60%
isopropyl formate
625-55-8

isopropyl formate

benzoic acid
65-85-0

benzoic acid

isopropyl benzoate
939-48-0

isopropyl benzoate

Conditions
ConditionsYield
With tert.-butylhydroperoxide; copper(II) bis(trifluoromethanesulfonate) at 130℃; for 12h; Sealed tube;51%
isopropyl formate
625-55-8

isopropyl formate

N-pivaloyl-piperonylmethylamine
120226-50-8

N-pivaloyl-piperonylmethylamine

N-[(4-formyl-1,3-benzodioxol-5-yl)methyl]-2,2-dimethylpropanamide

N-[(4-formyl-1,3-benzodioxol-5-yl)methyl]-2,2-dimethylpropanamide

Conditions
ConditionsYield
Stage #1: N-pivaloyl-piperonylmethylamine With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere;
Stage #2: isopropyl formate In tetrahydrofuran for 0.5h;
50%
methyl 2-iodoacetate
5199-50-8

methyl 2-iodoacetate

isopropyl formate
625-55-8

isopropyl formate

methyl (Z)-2-iodo-3-isopropoxyacrylate

methyl (Z)-2-iodo-3-isopropoxyacrylate

Conditions
ConditionsYield
With titanium tetrachloride; triethylamine In dichloromethane at -40 - 5℃; for 1.16667h; Inert atmosphere; stereoselective reaction;50%
isopropyl formate
625-55-8

isopropyl formate

(S)-1-tert-butoxycarbonyl-5-methoxycarbonyl-pyrrolidin-2-one
108963-96-8

(S)-1-tert-butoxycarbonyl-5-methoxycarbonyl-pyrrolidin-2-one

γ-formyl-N-Boc-L-pyroglutamic acid methyl ester
127706-22-3

γ-formyl-N-Boc-L-pyroglutamic acid methyl ester

Conditions
ConditionsYield
With lithium hexamethyldisilazane In tetrahydrofuran; hexane at -78 - -40℃;46%
isopropyl formate
625-55-8

isopropyl formate

isopropenylbenzene
98-83-9

isopropenylbenzene

C15H22O3

C15H22O3

Conditions
ConditionsYield
With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; 4-cyano-1-isopropoxypyridin-1-ium trifluoromethanesulfonate In ethanol at 20℃; for 1h; Inert atmosphere; Irradiation;45%
isopropyl formate
625-55-8

isopropyl formate

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid
84358-13-4

N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid

tert-butyl 4-(3-isopropyl-1,2,4-oxadiazol-5-yl)piperidine-1-carboxylate
913264-42-3

tert-butyl 4-(3-isopropyl-1,2,4-oxadiazol-5-yl)piperidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: isopropyl formate; N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid With 4-methyl-morpholine In ethyl acetate at 0 - 20℃; for 12h;
Stage #2: With N-hydroxybutyramide In N,N-dimethyl-formamide at 110℃; for 7h;
39.5%
isopropyl formate
625-55-8

isopropyl formate

isopropenylbenzene
98-83-9

isopropenylbenzene

isopropyl 3-hydroxy-3-phenyl-propanoate
27751-80-0

isopropyl 3-hydroxy-3-phenyl-propanoate

Conditions
ConditionsYield
With potassium dihydrogenphosphate; (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; 4-cyano-1-isopropoxypyridin-1-ium trifluoromethanesulfonate In ethanol; acetonitrile at 20℃; for 1h; Inert atmosphere; Irradiation;35%

625-55-8Relevant academic research and scientific papers

Transfer hydrogenation of cyclic carbonates and polycarbonate to methanol and diols by iron pincer catalysts

Liu, Xin,De Vries, Johannes G.,Werner, Thomas

, p. 5248 - 5255 (2019/10/11)

Herein, we report the first example on the use of an earth-abundant metal complex as the catalyst for the transfer hydrogenation of cyclic carbonates to methanol and diols. The advantage of this method is the use of isopropanol as the hydrogen source, thus avoiding the handling of flammable hydrogen under high pressure. The reaction offers an indirect route for the reduction of CO2 to methanol. In addition, poly(propylene carbonate) was converted to methanol and propylene glycol. This methodology can be considered as an attractive opportunity for the chemical recycling of polycarbonates.

PROCESS FOR MAKING FORMIC ACID UTILIZING LOWER-BOILING FORMATE ESTERS

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Paragraph 00179, (2019/02/15)

Disclosed is a process for recovering formic acid from a formate ester of a C3 to C4 alcohol. Disclosed is also a process for producing formic acid by carbonylating a C3 to C4 alcohol, hydrolyzing the formate ester of the alcohol, and recovering a formic acid product. The alcohol may be dried and returned to the reactor. The process enables a more energy efficient production of formic acid than the carbonylation of methanol to produce methyl formate.

IRON-CATALYZED CROSS-COUPLING OF METHHANOL WITH SECONDARY OR TERTIARY ALCOHOLS TO PRODUCE FORMATE ESTERS

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Paragraph 0121; 0122, (2019/02/17)

A process for preparing a variety of secondary and tertiary alkyl formate esters via the coupling of methanol and secondary (or tertiary) alcohols. Iron-based catalysts, supported by pincer ligands, are employed to produce these formate esters in high yields and unprecedentedly high selectivities (>99%). Remarkably, the coupling strategy is also applicable to bulkier tertiary alcohols, which afford corresponding tertiary formate esters in moderately high yields and high selectivities.

Acidic ionic liquid based UiO-67 type MOFs: A stable and efficient heterogeneous catalyst for esterification

Xu, Zichen,Zhao, Guoying,Ullah, Latif,Wang, Meng,Wang, Aoyun,Zhang, Yanqiang,Zhang, Suojiang

, p. 10009 - 10016 (2018/03/23)

A facile strategy for the synthesis of acidic ionic liquid based UiO-67 type MOFs was developed in this study. Br?nsted acids (H2SO4, CF3SO3H and hifpOSO3H (hexafluoroisopropyl sulfuric acid)) were introduced into UiO-67-bpy (bpy = 2,2′-bipyridine-5,5′-dicarboxylic acid) frameworks by reacting with bipyridyl nitrogen to introduce the properties of an acidic ionic liquid into the frameworks. The prepared catalysts, denoted as UiO-67-HSO4, UiO-67-CF3SO3 and UiO-67-hifpOSO3, were characterized by XRD, SEM, FT-IR, EA, TGA and N2 adsorption-desorption studies. The relatively high surface area was still maintained and acidic active groups were uniformly dispersed in the frameworks. The catalytic performance of UiO-67-HSO4, UiO-67-CF3SO3 and UiO-67-hifpOSO3 was evaluated by the esterification of acetic acid with isooctyl alcohol. The prepared catalysts showed good catalytic activities in the esterification, of which UiO-67-CF3SO3 gave the maximum isooctyl alcohol conversion of 98.6% under optimized conditions. The catalyst could be reused five times without a significant decrease in the conversion of isooctyl alcohol, and almost no active species were leached, indicating the excellent stability and reusability of the catalyst. Our study provides one effective way to synthesize heterogeneous acidic ionic liquid catalysts consisting of isolated, well defined acidic groups that will probably attract interest in acid catalyst chemistry.

Purified mCPBA, a Useful Reagent for the Oxidation of Aldehydes

Horn, Alexander,Kazmaier, Uli

, p. 2531 - 2536 (2018/03/21)

Purified mCPBA is a useful reagent for the oxidation of several classes of aldehyde. Although linear unbranched aliphatic aldehydes are oxidized to the corresponding carboxylic acids, α-branched ones undergo Baeyer–Villiger oxidation to formates. α-Branched α,β-unsaturated aldehydes provide enolformates and/or epoxides, which can be saponified to α-hydroxy ketones with shortening of the carbon chain by 1 carbon. Unbranched α,β-unsaturated aldehydes undergo an interesting Baeyer–Villiger oxidation/epoxidation/formate migration/BV oxidation cascade, which results in formyl-protected hydrates with an overall loss of two carbon atoms.

Method for preparing formate-type compound

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Paragraph 0039; 0047; 0048, (2018/07/30)

The invention discloses a method for preparing a formate-type compound. The method comprises the following steps of: adopting an alcohol-type compound and 1,3-dihydroxyacetone as reaction raw materials, and under the existence of a composite catalyst and an oxidant, reacting for 2-48 hours in a reaction medium in a reactor at a reaction temperature of 25-100 DEG C so as to obtain the formate-typecompound. The method disclosed by the invention is simple, and is mild in reaction condition, and by the method, a target product can be obtained by low cost and high yield; the used catalyst has highcatalytic activity, and is easily separated from a reaction system to be repeatedly used; the whole process is environment-friendly, and the reaction raw material (1,3-dihydroxyacetone) is easily converted from a side product (glycerol) of biodiesel, so that the utilization of the glycerol is promoted.

Tailor-made Molecular Cobalt Catalyst System for the Selective Transformation of Carbon Dioxide to Dialkoxymethane Ethers

Schieweck, Benjamin G.,Klankermayer, Jürgen

supporting information, p. 10854 - 10857 (2017/08/30)

Herein a non-precious transition-metal catalyst system for the selective synthesis of dialkoxymethane ethers from carbon dioxide and molecular hydrogen is presented. The development of a tailored catalyst system based on cobalt salts in combination with selected Triphos ligands and acidic co-catalysts enabled a synthetic pathway, avoiding the oxidation of methanol to attain the formaldehyde level of the central CH2 unit. This unprecedented productivity based on the molecular cobalt catalyst is the first example of a non-precious transition-metal system for this transformation utilizing renewable carbon dioxide sources.

Ruthenium-Catalyzed Synthesis of Dialkoxymethane Ethers Utilizing Carbon Dioxide and Molecular Hydrogen

Thenert, Katharina,Beydoun, Kassem,Wiesenthal, Jan,Leitner, Walter,Klankermayer, Jürgen

supporting information, p. 12266 - 12269 (2016/10/13)

The synthesis of dimethoxymethane (DMM) by a multistep reaction of methanol with carbon dioxide and molecular hydrogen is reported. Using the molecular catalyst [Ru(triphos)(tmm)] in combination with the Lewis acid Al(OTf)3resulted in a versatile catalytic system for the synthesis of various dialkoxymethane ethers. This new catalytic reaction provides the first synthetic example for the selective conversion of carbon dioxide and hydrogen into a formaldehyde oxidation level, thus opening access to new molecular structures using this important C1source.

PIFA-mediated esterification reaction of alkynes with alcohols via oxidative cleavage of carbon triple bonds

Jiang, Qing,Zhao, An,Xu, Bin,Jia, Jing,Liu, Xin,Guo, Cancheng

supporting information, p. 2709 - 2715 (2014/04/17)

A metal-free esterification of alkynes via C≡C triple bond cleavage has been developed. In the presence of phenyliodine bis(trifluoroacetate), a diverse range of alkyne and alcohol substrates undergoes triple bond cleavage to produce carboxylic ester motifs in moderate to good yields. The transformation is proposed to proceed via hydroxyethanones and ethanediones as intermediates on the basis of mechanistic studies and exhibits a broad substrate scope and good functional group tolerance.

Effect of protecting agent concentration, catalyst (mol %) and temperature on the protection of 2-propanol catalyzed by dodeca-tungstophosphoric acid

Tayebee, Reza,Cheravi, Fatemeh

scheme or table, p. 5567 - 5574 (2012/07/31)

Protection of various alcohols with carboxylic acids catalyzed by heteropolyacids is realized as an efficient method among different familiar reaction pathways. Herein, effective reaction parameters such as temperature, alcohol:protecting agent mole ratio and catalyst (mol %) were investigated on the acetylation and formylation of 2-propanol with acetic acid, formic acid and ethyl formate, as acetylating agents, in the presence of dodeca- tungstophosphoric acid, H3PW12O40. Findings showed that efficiency of the protection system was increased by enhancing temperature, using higher amounts of catalyst and increasing concentration of the protecting agent. Obviously, enhancing concentration of the protecting agent was more effective than elevation of temperature on the reaction progress.

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