Product Name

  • Name

    DIFLUOROACETALDEHYDE ETHYL HEMIACETAL

  • EINECS
  • CAS No. 148992-43-2
  • Article Data16
  • CAS DataBase
  • Density 1.145g/cm3
  • Solubility
  • Melting Point
  • Formula C4H8 F2 O2
  • Boiling Point 85.1°C at 760 mmHg
  • Molecular Weight 126.103
  • Flash Point 46.2°C
  • Transport Information
  • Appearance
  • Safety
    Risk Statements 10
    Safety Statements 16
    RIDADR 3271
  • Risk Codes 10
  • Molecular Structure Molecular Structure of 148992-43-2 (DIFLUOROACETALDEHYDE ETHYL HEMIACETAL)
  • Hazard Symbols
  • Synonyms Difluoroacetaldehydeethyl hemiacetal
  • PSA 29.46000
  • LogP 0.60640

Synthetic route

ethyl difluoroacetate
454-31-9

ethyl difluoroacetate

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether at -78℃; for 2.75h;100%
With lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether at -78℃; for 3h;60%
With lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether at -78℃; for 3h; Reagent/catalyst; Solvent;60%
ethanol
64-17-5

ethanol

ethyl difluoroacetate
454-31-9

ethyl difluoroacetate

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride 1.) Et2O, THF, -78 deg C, 3 h, 2.) Et2O, THF, rt, 2 h;
ethyl difluoroacetate
454-31-9

ethyl difluoroacetate

A

difluoroethanol
359-13-7

difluoroethanol

B

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

Conditions
ConditionsYield
With sodium tetrahydroborate; cerium(III) chloride In methanol; water at -15℃; for 1h; Title compound not separated from byproducts;
With ruthenium(bis[2‐(ethylsulfanyl)ethyl]amine)(dichloro)(triphenylphosphine); hydrogen; sodium ethanolate In ethanol at 25℃; under 22502.3 Torr; for 4h; Reagent/catalyst; Solvent; Temperature; Pressure;
difluoroacetic acid methyl ester
433-53-4

difluoroacetic acid methyl ester

acetic acid
64-19-7

acetic acid

A

difluoroacetaldehyde methyl hemiacetal
129660-32-8

difluoroacetaldehyde methyl hemiacetal

B

C4H6F4O2

C4H6F4O2

C

C6H10F4O3

C6H10F4O3

D

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

Conditions
ConditionsYield
Stage #1: difluoroacetic acid methyl ester With [carbonylchlorohydrido{bis[2-(diphenylphosphinomethyl)ethyl]amino}ethylamino] ruthenium(II); hydrogen; sodium methylate In methanol at 15℃; under 7500.75 Torr; for 8h; Large scale;
Stage #2: acetic acid In methanol at 66℃; under 15.7516 Torr; Reagent/catalyst; Solvent; Pressure; Temperature; Large scale;
ethyl difluoroacetate
454-31-9

ethyl difluoroacetate

A

difluoroethanol
359-13-7

difluoroethanol

B

difluoroacetaldehyde methyl hemiacetal
129660-32-8

difluoroacetaldehyde methyl hemiacetal

C

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

Conditions
ConditionsYield
With [carbonylchlorohydrido{bis[2-(diphenylphosphinomethyl)ethyl]amino}ethylamino] ruthenium(II); hydrogen; sodium methylate In methanol at 15℃; under 7500.75 Torr; for 8.16667h; Pressure;
para-xylene
106-42-3

para-xylene

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

1,1-difluoro-2,2-bis(2',5'-dimethylphenyl)ethane
1314534-86-5

1,1-difluoro-2,2-bis(2',5'-dimethylphenyl)ethane

Conditions
ConditionsYield
With boron trifluoride monohydrate In water at 0℃; for 0.5h; Friedel Crafts hydroxyalkylation;98%
2-nitropropane
79-46-9

2-nitropropane

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

1,1-difluoro-3-methyl-3-nitro-2-butanol

1,1-difluoro-3-methyl-3-nitro-2-butanol

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran96%
With potassium carbonate In tetrahydrofuran Ambient temperature;82%
3-(tertbutyldimethylsiloxyl)propylamine
115306-75-7

3-(tertbutyldimethylsiloxyl)propylamine

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

(E)-N-(3-((tert-butyldimethylsilyl)oxy)propyl)-2,2-difluoroethan-1-imine

(E)-N-(3-((tert-butyldimethylsilyl)oxy)propyl)-2,2-difluoroethan-1-imine

Conditions
ConditionsYield
In benzene for 18h; Dean-Stark; Reflux;94%
Glycine tert-butyl ester
6456-74-2

Glycine tert-butyl ester

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

tert-butyl (E)-2-((2,2-difluoroethylidene)amino)acetate

tert-butyl (E)-2-((2,2-difluoroethylidene)amino)acetate

Conditions
ConditionsYield
In benzene for 18h; Dean-Stark; Reflux;93%
p-nitrophenoxyamine
33543-55-4

p-nitrophenoxyamine

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

C8H6F2N2O3

C8H6F2N2O3

Conditions
ConditionsYield
at 50℃; for 24h; Sealed tube; Acidic conditions;93%
nitroacetic acid ethyl ester
626-35-7

nitroacetic acid ethyl ester

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

ethyl 4,4-difluoro-3-hydroxy-2-nitro-2-butanoate

ethyl 4,4-difluoro-3-hydroxy-2-nitro-2-butanoate

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran Ambient temperature;92%
With 2,8,9-(i-Pr)3-2,5,8,9-tetraza-1-phosphabicyclo[3,3,3]undecen In tetrahydrofuran
4-methoxy-aniline
104-94-9

4-methoxy-aniline

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

N-(2,2-difluoroethylidene)-4-methoxyaniline

N-(2,2-difluoroethylidene)-4-methoxyaniline

Conditions
ConditionsYield
In toluene at 100℃; for 3h;91%
methyl 2-acetylamino-2-(dimethoxyphosphinyl)acetate
89524-99-2

methyl 2-acetylamino-2-(dimethoxyphosphinyl)acetate

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

(Z)-2-Acetylamino-4,4-difluoro-but-2-enoic acid methyl ester

(Z)-2-Acetylamino-4,4-difluoro-but-2-enoic acid methyl ester

Conditions
ConditionsYield
With potassium tert-butylate In dichloromethane91%
methyl 4-nitrobutyrate
13013-02-0

methyl 4-nitrobutyrate

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

methyl 6,6-difluoro-5-hydroxy-4-nitrohexanoate

methyl 6,6-difluoro-5-hydroxy-4-nitrohexanoate

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran Ambient temperature;90%
para-difluorobenzene
540-36-3

para-difluorobenzene

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

1,1-difluoro-2,2-bis(2',5'-difluorophenyl)ethane
1314534-92-3

1,1-difluoro-2,2-bis(2',5'-difluorophenyl)ethane

Conditions
ConditionsYield
With boron trifluoride monohydrate In water at 20℃; for 5h; Friedel Crafts hydroxyalkylation;90%
O-(2-nitrophenyl)hydroxylamine
38100-30-0

O-(2-nitrophenyl)hydroxylamine

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

C8H6F2N2O3

C8H6F2N2O3

Conditions
ConditionsYield
at 50℃; for 24h; Sealed tube; Acidic conditions;90%
1-(benzo[d][1,3]dioxol-5-yl)allyl acetate
34627-78-6

1-(benzo[d][1,3]dioxol-5-yl)allyl acetate

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

(2S,3R)-3-(benzo[d][1,3]dioxol-5-yl)-1,1-difluoropent-4-en-2-ol

(2S,3R)-3-(benzo[d][1,3]dioxol-5-yl)-1,1-difluoropent-4-en-2-ol

Conditions
ConditionsYield
With C49H36Cl2IrN2O6P2; potassium carbonate In tetrahydrofuran; ethanol; isopropyl alcohol at 100℃; for 24h; Inert atmosphere; Sealed tube; Molecular sieve; enantioselective reaction;89%
1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

O-(4-cyanophenyl)hydroxylamine
94831-79-5

O-(4-cyanophenyl)hydroxylamine

C9H6F2N2O

C9H6F2N2O

Conditions
ConditionsYield
at 50℃; for 24h; Sealed tube; Acidic conditions;89%
N-(benzyloxycarbonyl)phosphonoglycine trimethyl ester
100945-15-1

N-(benzyloxycarbonyl)phosphonoglycine trimethyl ester

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

N-benzyloxycarbonyl-2-amino-4,4-difluoro-2-butenoic acid methyl ester

N-benzyloxycarbonyl-2-amino-4,4-difluoro-2-butenoic acid methyl ester

Conditions
ConditionsYield
Stage #1: N-(benzyloxycarbonyl)phosphonoglycine trimethyl ester With potassium tert-butylate In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere;
Stage #2: 1-ethoxy-2,2-difluoroethanol In tetrahydrofuran at 20℃; for 18h; Inert atmosphere;
87%
(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

(αR)-N-(2,2-difluoroethylidene)(α-methylbenzyl)amine

(αR)-N-(2,2-difluoroethylidene)(α-methylbenzyl)amine

Conditions
ConditionsYield
In toluene at 100℃; for 3h;86%
1-trifluoromethoxybenzene
456-55-3

1-trifluoromethoxybenzene

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

1,1-difluoro-2,2-bis[p-(trifluoromethoxy)benzene]ethane
1314534-88-7

1,1-difluoro-2,2-bis[p-(trifluoromethoxy)benzene]ethane

Conditions
ConditionsYield
With boron trifluoride monohydrate In water at 0℃; for 1h; Friedel Crafts hydroxyalkylation;86%
1-(quinolin-4-yl)allyl acetate

1-(quinolin-4-yl)allyl acetate

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

(2S,3R)-1,1-difluoro-3-(quinolin-4-yl)pent-4-en-2-ol

(2S,3R)-1,1-difluoro-3-(quinolin-4-yl)pent-4-en-2-ol

Conditions
ConditionsYield
With C49H36Cl2IrN2O6P2; potassium carbonate In tetrahydrofuran; ethanol; isopropyl alcohol at 100℃; for 24h; Inert atmosphere; Sealed tube; Molecular sieve; enantioselective reaction;86%
4-chlorobenzylamine
104-86-9

4-chlorobenzylamine

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

C9H8ClF2N
906559-43-1

C9H8ClF2N

Conditions
ConditionsYield
In toluene at 0 - 100℃; for 2h;85%
4'-Methoxy-acetophenon-cyclohexylimin
41801-73-4

4'-Methoxy-acetophenon-cyclohexylimin

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

4,4-difluoro-3-hydroxy-1-(4-methoxyphenyl)-1-butanone

4,4-difluoro-3-hydroxy-1-(4-methoxyphenyl)-1-butanone

Conditions
ConditionsYield
In hexane Heating;84%
N-benzyl hydroxylalmine
622-30-0

N-benzyl hydroxylalmine

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

N-benzyl C-(difluoromethyl)nitrone

N-benzyl C-(difluoromethyl)nitrone

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 0.1h; Dean-Stark; Reflux;84%
With toluene-4-sulfonic acid In toluene for 0.5h; Reflux; Dean-Stark;
1-acetoxy-1-(4-bromophenyl)-2-propylene
1337953-40-8

1-acetoxy-1-(4-bromophenyl)-2-propylene

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

(2S,3R)-3-(4-bromophenyl)-1,1-difluoropent-4-en-2-ol

(2S,3R)-3-(4-bromophenyl)-1,1-difluoropent-4-en-2-ol

Conditions
ConditionsYield
With C49H36Cl2IrN2O6P2; potassium carbonate In tetrahydrofuran; ethanol; isopropyl alcohol at 100℃; for 24h; Inert atmosphere; Sealed tube; Molecular sieve; enantioselective reaction;84%
1-Nitropropane
108-03-2

1-Nitropropane

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

1,1-difluoro-3-nitro-2-pentanol

1,1-difluoro-3-nitro-2-pentanol

Conditions
ConditionsYield
With 2,8,9-(i-Pr)3-2,5,8,9-tetraza-1-phosphabicyclo[3.3.3]undecen In tetrahydrofuran83%
With potassium carbonate In tetrahydrofuran Ambient temperature;68%
ethyl 3-nitropropanoate
3590-37-2

ethyl 3-nitropropanoate

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

ethyl 5,5-difluoro-4-hydroxy-3-nitropentanoate

ethyl 5,5-difluoro-4-hydroxy-3-nitropentanoate

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran Ambient temperature;82%
1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

3-acetoxy-3-(4-(trifluoromethyl)phenyl)-1-propene
169172-22-9

3-acetoxy-3-(4-(trifluoromethyl)phenyl)-1-propene

(2S,3R)-1,1-difluoro-3-(4-(trifluoromethyl)phenyl)pent-4-en-2-ol

(2S,3R)-1,1-difluoro-3-(4-(trifluoromethyl)phenyl)pent-4-en-2-ol

Conditions
ConditionsYield
With C49H36Cl2IrN2O6P2; potassium carbonate In tetrahydrofuran; ethanol; isopropyl alcohol at 100℃; for 24h; Inert atmosphere; Sealed tube; Molecular sieve; enantioselective reaction;82%
1'-acetoxyestragole
61691-82-5

1'-acetoxyestragole

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

(2S,3R)-1,1-difluoro-3-(4-methoxyphenyl)pent-4-en-2-ol

(2S,3R)-1,1-difluoro-3-(4-methoxyphenyl)pent-4-en-2-ol

Conditions
ConditionsYield
With C49H36Cl2IrN2O6P2; potassium carbonate In tetrahydrofuran; ethanol; isopropyl alcohol at 100℃; for 24h; Inert atmosphere; Sealed tube; Molecular sieve; enantioselective reaction;82%
N-((1S)-1-phenylethyl)hydroxylamine
53933-47-4

N-((1S)-1-phenylethyl)hydroxylamine

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

N-(S)-(α-methylbenzyl)-C-(difluoromethyl)nitrone

N-(S)-(α-methylbenzyl)-C-(difluoromethyl)nitrone

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 0.5h; Reflux; Dean-Stark;80%
1-phenyl-2-propenyl acetate
7217-71-2

1-phenyl-2-propenyl acetate

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

(2S,3R)-1,1-difluoro-3-phenylpent-4-en-2-ol

(2S,3R)-1,1-difluoro-3-phenylpent-4-en-2-ol

Conditions
ConditionsYield
With C49H36Cl2IrN2O6P2; potassium carbonate In tetrahydrofuran; ethanol; isopropyl alcohol at 100℃; for 24h; Inert atmosphere; Sealed tube; Molecular sieve; enantioselective reaction;80%
nitromethane
75-52-5

nitromethane

1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

1,1-difluoro-3-nitro-2-propanol

1,1-difluoro-3-nitro-2-propanol

Conditions
ConditionsYield
With 2,8,9-(i-Pr)3-2,5,8,9-tetraza-1-phosphabicyclo[3,3,3]undecen In tetrahydrofuran79%
With potassium carbonate In tetrahydrofuran for 3h; Ambient temperature;65%
With sodium carbonate
With sodium carbonate at 20 - 60℃;
With sodium carbonate at 20 - 60℃;
1-ethoxy-2,2-difluoroethanol
148992-43-2

1-ethoxy-2,2-difluoroethanol

benzylamine
100-46-9

benzylamine

N-(2,2-difluoroethylidene)benzylamine
148628-63-1

N-(2,2-difluoroethylidene)benzylamine

Conditions
ConditionsYield
In toluene at 100℃; for 1h;78%
In toluene Reflux;
With toluene-4-sulfonic acid In toluene Reflux; Dean-Stark;

1-Ethoxy-2,2-difluoroethanol Chemical Properties

Molecular Structure:

Molecular Formula: C4H8F2O2
Molecular Weight: 126.1019 
Product Name: 1-Ethoxy-2,2-difluoroethanol
Synonyms of 1-Ethoxy-2,2-difluoroethanol (CAS NO.148992-43-2): Difluoroacetaldehyde ethyl hemiacetal
CAS NO: 148992-43-2
Product Categories: Fluorinated Building Blocks ; Fluorinating Reagents & Building Blocks for Fluorinated Biochemical Compounds ; Synthetic Organic Chemistry 
Index of Refraction: 1.356
Molar Refractivity: 24.1 cm3
Molar Volume: 110 cm3
Surface Tension: 23.1 dyne/cm
Density: 1.145 g/cm3
Flash Point: 46.2 °C
Enthalpy of Vaporization: 37.95 kJ/mol
Boiling Point: 85.1 °C at 760 mmHg
Vapour Pressure of 1-Ethoxy-2,2-difluoroethanol (CAS NO.148992-43-2): 44.9 mmHg at 25°C

1-Ethoxy-2,2-difluoroethanol Safety Profile

Risk Statements of 1-Ethoxy-2,2-difluoroethanol (CAS NO.148992-43-2): 10 
R10: Flammable.
Safety Statements: 16 
S16: Keep away from sources of ignition.
RIDADR: 3271

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