Product Name

  • Name

    Formic acid

  • EINECS 200-579-1
  • CAS No. 64-18-6
  • Article Data2895
  • CAS DataBase
  • Density 1.155 g/cm3
  • Solubility miscible with water
  • Melting Point 8 °C
  • Formula CH2O2
  • Boiling Point 100.56 °C at 760 mmHg
  • Molecular Weight 46.0257
  • Flash Point 29.888 °C
  • Transport Information UN 1198 3/PG 3
  • Appearance colorless liquid with a pungent odor
  • Safety 36/37-45-26-23-36/37/39
  • Risk Codes 23/24/25-34-40-43-35-36/38
  • Molecular Structure Molecular Structure of 64-18-6 (Formic acid)
  • Hazard Symbols ToxicT, CorrosiveC, IrritantXi
  • Synonyms Amasil;Ameisensaure;Aminic acid;Bilorin;Collo-Bueglatt;Collo-Didax;Ensilox;Formira;Formisoton;Formylic acid;Hydrogen carboxylicacid;Methanoic acid;Methanoic acid monomer;Myrmicyl;Sybest;
  • PSA 37.30000
  • LogP 0.33670

Synthetic route

carbon dioxide
124-38-9

carbon dioxide

formic acid
64-18-6

formic acid

Conditions
ConditionsYield
With chlorotris(sodium 3-sulfonatophenyldiphenylphosphine)rhodium(I); hydrogen; sodium formate In water at 50℃; under 75007.5 Torr; for 20h; Inert atmosphere;100%
With sodium hydrogencarbonate In water for 18h; Reagent/catalyst; Electrochemical reaction;93.6%
Stage #1: carbon dioxide With phenylsilane In N,N-dimethyl acetamide at 50℃; under 22502.3 Torr; for 4h; pH=Ca. 1.2; Autoclave; Green chemistry;
Stage #2: With water In N,N-dimethyl acetamide at 100℃; for 0.25h; Pressure; Temperature; Reagent/catalyst; Time; Green chemistry;
91%
methanol
67-56-1

methanol

formic acid
64-18-6

formic acid

Conditions
ConditionsYield
Stage #1: methanol With oxygen; nickel dichloride In water at 20℃; for 0.166667h; Flow reactor;
Stage #2: With copper(II) sulfate In water at 55℃; for 0.166667h; Flow reactor;
98%
With sodium hydroxide; potassium hexacyanoferrate(III); iridium(III) chloride at 35℃; Rate constant; Thermodynamic data; ΔE, ΔS(excit.), ΔF(excit.);
With dipotassium peroxodisulfate In water at 45℃; Kinetics; Rate constant; Thermodynamic data; mechanism, concentration, temperature, overall energy of activation;
1-ethenyl-4-methylbenzene
622-97-9

1-ethenyl-4-methylbenzene

A

formic acid
64-18-6

formic acid

B

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
With iron(III) trifluoromethanesulfonate; 2-((4R,5R)-1-((4-(tert-butyl)phenyl)sulfonyl)-4,5-diphenylimidazolidin-2-yl)-6-((4R,5R)-1-((4-(tert-butyl)phenyl)sulfonyl)-4,5-diphenylimidazolidin-2-yl)pyridine; oxygen at 70℃; under 760.051 Torr; for 6h; Solvent; Green chemistry;A n/a
B 96%
2-((tert-butyl-diphenyl-silanyloxy)methyl)-2-methyl-malonaldehyde

2-((tert-butyl-diphenyl-silanyloxy)methyl)-2-methyl-malonaldehyde

A

formic acid
64-18-6

formic acid

B

3-(tert-butyldiphenylsilanyloxy)-2-methylpropionic acid
820963-51-7

3-(tert-butyldiphenylsilanyloxy)-2-methylpropionic acid

Conditions
ConditionsYield
With camphor-10-sulfonic acid; dihydrogen peroxide In chloroform-d1A 50%
B 96%
formic acid 2-formyloxy-1-methylpropyl ester
56153-29-8

formic acid 2-formyloxy-1-methylpropyl ester

A

formic acid
64-18-6

formic acid

B

trans-2-Butene
624-64-6

trans-2-Butene

C

buta-1,3-diene
106-99-0

buta-1,3-diene

D

butanone
78-93-3

butanone

Conditions
ConditionsYield
at 500℃; for 5h; Mechanism; Inert atmosphere; Flow reactor; Pyrolysis; chemoselective reaction;A 20%
B n/a
C 94%
D n/a
styrene
292638-84-7

styrene

A

formaldehyd
50-00-0

formaldehyd

B

formic acid
64-18-6

formic acid

C

benzaldehyde
100-52-7

benzaldehyde

D

benzoic acid
65-85-0

benzoic acid

Conditions
ConditionsYield
With pyridine; ozone at 20℃; for 1.16667h; Oxidation; ozonolysis;A 2%
B 2.4%
C 2.6%
D 93%
2 HCOOH/NHex3 adduct

2 HCOOH/NHex3 adduct

A

formic acid
64-18-6

formic acid

B

tri-n-hexylamine
102-86-3

tri-n-hexylamine

Conditions
ConditionsYield
at 160℃; under 99.76 Torr;A 92%
B n/a
cerium (IV) ammonium nitrate

cerium (IV) ammonium nitrate

pentamine methylmalonatocobalt(III)

pentamine methylmalonatocobalt(III)

A

formic acid
64-18-6

formic acid

B

carbon dioxide
124-38-9

carbon dioxide

C

cobalt(II)

cobalt(II)

D

cerium(III) ion

cerium(III) ion

Conditions
ConditionsYield
In perchloric acid; water Kinetics; react. at 30 +/- 0.2°C; detection by spectrophotometry;A 90%
B n/a
C >99
D n/a
cerium (IV) ammonium nitrate

cerium (IV) ammonium nitrate

pentamine malonatocobalt(III)

pentamine malonatocobalt(III)

A

formic acid
64-18-6

formic acid

B

carbon dioxide
124-38-9

carbon dioxide

C

cobalt(II)

cobalt(II)

D

cerium(III) ion

cerium(III) ion

Conditions
ConditionsYield
In perchloric acid; water Kinetics; react. at 30 +/- 0.2°C; detection by spectrophotometry;A 90%
B n/a
C >99
D n/a
dimethyl(phenyl)silyl formate

dimethyl(phenyl)silyl formate

formic acid
64-18-6

formic acid

Conditions
ConditionsYield
With water at 20℃; for 0.5h;90%
syringic aldehyde
134-96-3

syringic aldehyde

A

formic acid
64-18-6

formic acid

B

2,6-dimethoxy-1,4-hydroquinone
15233-65-5

2,6-dimethoxy-1,4-hydroquinone

Conditions
ConditionsYield
Stage #1: syringic aldehyde With sodium percarbonate In tetrahydrofuran; water at 25℃; Dakin Phenol Oxidation; Inert atmosphere;
Stage #2: With hydrogenchloride In tetrahydrofuran; water pH=1; Inert atmosphere;
A n/a
B 90%
6-methyl-6-phenyl-3-(1-phenylethyl)-5-(m-toluidino)-1,2,4-trioxan
76182-15-5

6-methyl-6-phenyl-3-(1-phenylethyl)-5-(m-toluidino)-1,2,4-trioxan

A

formic acid
64-18-6

formic acid

B

2-Phenylpropanal
34713-70-7

2-Phenylpropanal

C

acetophenone
98-86-2

acetophenone

D

1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

Conditions
ConditionsYield
With hydrogenchloride In ethanol for 0.0833333h; Ambient temperature; Further byproducts given;A 58%
B 69%
C 89%
D 75%
triethylsilyl formate
18296-01-0

triethylsilyl formate

A

formic acid
64-18-6

formic acid

B

Triethylsilanol
597-52-4

Triethylsilanol

Conditions
ConditionsYield
In water at 20℃; for 0.333333h; Schlenk technique; Inert atmosphere; Glovebox;A 88%
B n/a
sodium hydrogencarbonate
144-55-8

sodium hydrogencarbonate

formic acid
64-18-6

formic acid

Conditions
ConditionsYield
Stage #1: sodium hydrogencarbonate With hydrogen In water at 200℃; under 45004.5 Torr; for 4h; Autoclave;
Stage #2: Pressure; Reagent/catalyst;
86.1%
With nickel; hydrazine hydrate In water at 300℃; for 2h; Reagent/catalyst; Green chemistry;50%
With sodium chloride at 40℃; for 2h; Irradiation; Halobacterium halobium MMT22; Yield given;
glycolic Acid
79-14-1

glycolic Acid

formic acid
64-18-6

formic acid

Conditions
ConditionsYield
With potassium bromate; ruthenium trichloride; perchloric acid at 39.85℃; Kinetics; Further Variations:; Reagents; Temperatures; Oxidation;86%
With phosphovanadomolybdic acid; oxygen In water at 150℃; under 15001.5 Torr; for 3h;73.9%
With aluminium(III) triflate; dihydrogen peroxide In acetonitrile at 70℃; for 12h;63.1%
dihydroxyacetone
96-26-4

dihydroxyacetone

A

formic acid
64-18-6

formic acid

B

glycolic Acid
79-14-1

glycolic Acid

Conditions
ConditionsYield
With dihydrogen peroxide In neat (no solvent) at 25℃; for 24h; Catalytic behavior; Reagent/catalyst;A n/a
B 86%
With oxygen; vanadia In water at 79.84℃; under 2250.23 Torr; for 1h; Autoclave;A 14 %Chromat.
B 13 %Chromat.
Methyl formate
107-31-3

Methyl formate

formic acid
64-18-6

formic acid

Conditions
ConditionsYield
With 2,6-dimethylpyridine; water at 120℃; under 9000.9 Torr;85%
With sulfuric acid Hydrolysis;
With water; N-cyclohexyl-cyclohexanamine at 130℃; Equilibrium constant; Reagent/catalyst;
Glyoxal
131543-46-9

Glyoxal

formic acid
64-18-6

formic acid

Conditions
ConditionsYield
With phosphovanadomolybdic acid; oxygen In water at 150℃; under 15001.5 Torr; for 3h;84.3%
With dihydrogen peroxide; sodium molybdate; mercury(II) diacetate In 1,4-dioxane; water at 25℃; for 0.5h; Yield given;
With TiClO4 at 39.9℃; Rate constant; Kinetics; Thermodynamic data; E(excit.), ΔH(excit.), ΔS(excit.); var. temp.;
With sodium vanadate; sulfuric acid; oxygen In water at 160℃; under 22502.3 Torr; for 0.0166667h; Autoclave;
With H(1+)*Mo11O40PV(4-)*3C7H13N2O3S(1+); oxygen In water at 180℃; under 7500.75 Torr; for 1h; Autoclave;74.2 %Chromat.
potassium hydrogencarbonate
298-14-6

potassium hydrogencarbonate

formic acid
64-18-6

formic acid

Conditions
ConditionsYield
With hydrogen In water at 200℃; under 45004.5 Torr; for 4h; Autoclave;83.7%
With [{Ir(pentamethylcyclopentadienyl)(Cl)}2(4,4',6,6'-tetrahydroxybipyrimidine)](Cl2); hydrogen In water at 50℃; under 30003 Torr; for 8h; Catalytic behavior; Reagent/catalyst; Pressure; Time; Temperature;
With hydrogen carbonate reductase; hydrogen under 750.075 Torr; Kinetics; Reagent/catalyst; Enzymatic reaction;
dihydroxyacetone
96-26-4

dihydroxyacetone

A

formic acid
64-18-6

formic acid

B

glycolic Acid
79-14-1

glycolic Acid

Conditions
ConditionsYield
With dihydrogen peroxide In neat (no solvent) at 25℃; for 24h; Catalytic behavior; Reagent/catalyst;A n/a
B 86%
With oxygen; vanadia In water at 79.84℃; under 2250.23 Torr; for 1h; Autoclave;A 14 %Chromat.
B 13 %Chromat.
With iron hydroxide oxide; manganese(IV) oxide; dihydrogen peroxide In water at 25℃; for 24h; Reagent/catalyst; Autoclave;
cellulose

cellulose

A

formic acid
64-18-6

formic acid

B

levulinic acid
123-76-2

levulinic acid

Conditions
ConditionsYield
With hydrogenchloride; water at 199.84℃; for 0.166667h; Concentration; Temperature; Time;A 83%
B 43%
With water at 185 - 205℃; for 0.420833h; Product distribution / selectivity; Acidic conditions;A 82%
B n/a
With 5-methyl-dihydro-furan-2-one at 159.84℃; for 16h;A 20%
B 69%
3-methyl-butan-2-one
563-80-4

3-methyl-butan-2-one

A

formic acid
64-18-6

formic acid

B

isobutyric Acid
79-31-2

isobutyric Acid

Conditions
ConditionsYield
With perchloric acid; bromamine T In water at 35 - 40℃; Kinetics; Mechanism; Thermodynamic data; ΔH and ΔS; var. solv.: D2O;A 82%
B 82%
With perchloric acid; mercury(II) diacetate; N-bromoacetamide In water at 30℃; Kinetics; Mechanism; effect of the concentrations of NBA, MIK, acid and Hg(OAc)2; effect of the ionic strength; D2O isotopic effect; further temperatures;
D-Glucose
2280-44-6

D-Glucose

A

5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

B

formic acid
64-18-6

formic acid

Conditions
ConditionsYield
With phosphoric acid immobilized anatase TiO2 In tetrahydrofuran; water at 119.84℃; for 2h; Sealed tube; Green chemistry;A 81.2%
B 10.5%
With dihydrogen peroxide In water at 200℃; for 1h; pH=5.4;A 11.55%
B 5.68%
alpha-D-glucopyranose
492-62-6

alpha-D-glucopyranose

A

5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

B

formic acid
64-18-6

formic acid

C

levulinic acid
123-76-2

levulinic acid

D

levoglucosan
498-07-7

levoglucosan

Conditions
ConditionsYield
With 15 wtpercent phosphate impregnated titania In water; butan-1-ol at 175℃; under 22502.3 Torr; for 3h; Catalytic behavior; Temperature; Inert atmosphere; Autoclave;A 81%
B n/a
C n/a
D n/a
Glycolaldehyde
141-46-8

Glycolaldehyde

A

formic acid
64-18-6

formic acid

B

glycolic Acid
79-14-1

glycolic Acid

C

Glyoxal
131543-46-9

Glyoxal

D

carbon dioxide
124-38-9

carbon dioxide

E

acetic acid
64-19-7

acetic acid

Conditions
ConditionsYield
With water; oxygen at 90℃; under 7500.75 Torr; for 8h; Catalytic behavior; Mechanism; Temperature; Pressure; Time; Reagent/catalyst;A 80.5%
B 4.2%
C 6.2%
D 2.6%
E 0.3%
D-Arabinose
10323-20-3

D-Arabinose

formic acid
64-18-6

formic acid

Conditions
ConditionsYield
With dihydrogen peroxide In ethanol; water at 69.84℃; for 5h; Inert atmosphere; Schlenk technique; chemoselective reaction;79.7%
D-xylose
58-86-6

D-xylose

formic acid
64-18-6

formic acid

Conditions
ConditionsYield
With dihydrogen peroxide In ethanol; water at 69.84℃; for 5h; Inert atmosphere; Schlenk technique; chemoselective reaction;79.6%
With phosphovanadomolybdic acid; oxygen In water at 180℃; under 15001.5 Torr; for 3h;33.1%
With sodium chloride In water at 189.84℃; under 15001.5 Torr; for 2h; Reagent/catalyst; Temperature; Sealed tube; Inert atmosphere;9.6%
With sodium vanadate; sulfuric acid; oxygen In water at 160℃; under 22502.3 Torr; for 0.0166667h; Autoclave;
With C13H16ClN3O2Pd; dihydrogen peroxide; sodium hydroxide In water at 25℃; for 16h; Catalytic behavior;
sodium formate
141-53-7

sodium formate

formic acid
64-18-6

formic acid

Conditions
ConditionsYield
With sulfuric acid79%
With water Electrolysis.Mehrkammersystem mit Kammerwaenden aus semipermeablen Ionenaustauschern;
With sulfuric acid; sulfur trioxide
1-octen-3-ol
3391-86-4

1-octen-3-ol

A

formic acid
64-18-6

formic acid

B

hexanoic acid
142-62-1

hexanoic acid

C

valeric acid
109-52-4

valeric acid

Conditions
ConditionsYield
With tert.-butylhydroperoxide; bis(acetylacetonato)dioxidomolybdenum(VI) In benzene at 70℃; for 48h; Product distribution; other reaction times, other catalysts, other allylic alcohols and olefins as substrates;A n/a
B 79%
C 6%
3β-formyloxy-5αH-cholestane
10437-24-8

3β-formyloxy-5αH-cholestane

A

formic acid
64-18-6

formic acid

B

cholestane
481-21-0

cholestane

C

Cholestanol
80-97-7

Cholestanol

Conditions
ConditionsYield
In N,N,N,N,N,N-hexamethylphosphoric triamide; water for 5h; Irradiation;A n/a
B 79%
C 19%
phenylacetylene
536-74-3

phenylacetylene

A

formic acid
64-18-6

formic acid

B

benzoic acid
65-85-0

benzoic acid

Conditions
ConditionsYield
With iodopentafluorobenzene bis(trifluoroacetate); water In benzene Product distribution; Heating; other alkynes or α-hydroxy-p-nitroacetophenone;A n/a
B 79%
piperidine
110-89-4

piperidine

formic acid
64-18-6

formic acid

N-Formylpiperidine
2591-86-8

N-Formylpiperidine

Conditions
ConditionsYield
With cyano-hydroxyimino-acetic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 20℃; for 3h; Reagent/catalyst; Solvent;100%
With aminoproplylated mesoporous SBA-15 silica at 40℃; for 0.25h; Neat (no solvent); chemoselective reaction;95%
With NH2-MIL-53 at 50℃; for 0.333333h;95%
morpholine
110-91-8

morpholine

formic acid
64-18-6

formic acid

4-morpholinecarboxaldehyde
4394-85-8

4-morpholinecarboxaldehyde

Conditions
ConditionsYield
With cyano-hydroxyimino-acetic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 20℃; for 3h; Reagent/catalyst; Solvent;100%
In butan-1-ol at 120℃; Solvent; Temperature;99.35%
In ethanol at 140℃; for 24h; Solvent; Autoclave;98%
formic acid
64-18-6

formic acid

n-Octylamine
111-86-4

n-Octylamine

N-octylformamide
6282-06-0

N-octylformamide

Conditions
ConditionsYield
With sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; ethyl cyanoglyoxylate-2-oxime In water; N,N-dimethyl-formamide at 20℃; for 3h; Reagent/catalyst; Solvent;100%
formic acid
64-18-6

formic acid

1-dodecyl alcohol
112-53-8

1-dodecyl alcohol

1-dodecanyl formate
28303-42-6

1-dodecanyl formate

Conditions
ConditionsYield
toluene-4-sulfonic acid at 85℃; for 4h; Esterification;100%
With 2-methyl-1-butylimidazolium trifluoroacetate In neat (no solvent) at 70℃; for 1h;96%
Stage #1: formic acid With acetic anhydride at 40℃; for 2h;
Stage #2: 1-dodecyl alcohol at 0 - 20℃; for 15.25h;
94%
With hydrogenchloride
formic acid
64-18-6

formic acid

dehydroepiandrosterone
53-43-0

dehydroepiandrosterone

3β-formyl-oxy-5-androsten-17-one
29163-23-3

3β-formyl-oxy-5-androsten-17-one

Conditions
ConditionsYield
In water for 19h;100%
at 20 - 25℃; for 4h;100%
for 5h; Reflux;89.3%
for 5h; Reflux;
formic acid
64-18-6

formic acid

2,3-diaminochlorobenzene
21745-41-5

2,3-diaminochlorobenzene

4-chloro-1H-1,3-benzodiazole
16931-35-4

4-chloro-1H-1,3-benzodiazole

Conditions
ConditionsYield
In water at 100℃; for 3h; Phillips cyclization;100%
In water at 100℃; for 3h;84.1%
formic acid
64-18-6

formic acid

Phenylalanine
150-30-1

Phenylalanine

N-formyl-phenylalanine
4289-95-6

N-formyl-phenylalanine

Conditions
ConditionsYield
With acetic anhydride at 20℃; for 1h;100%
With acetic anhydride at 20℃; for 19h;87%
In N,N-dimethyl-formamide for 0.166667h; Heating;81%
formic acid
64-18-6

formic acid

methanol
67-56-1

methanol

Conditions
ConditionsYield
With water In aq. phosphate buffer at 20℃; for 1h; pH=7.4; Catalytic behavior; Reagent/catalyst; Electrolysis; Inert atmosphere; Enzymatic reaction;100%
With cobalt(III) acetylacetonate; hydrogen; bis(trifluoromethanesulfonyl)amide; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran; ethanol at 100℃; under 52505.3 Torr; for 24h; Autoclave; Inert atmosphere;59%
With C36H54IrN2P2(1+)*C24H20B(1-); hydrogen; sodium hydride In ethanol; toluene at 180℃; under 7500.75 - 45004.5 Torr; for 18h; Autoclave;31%
formic acid
64-18-6

formic acid

acetic anhydride
108-24-7

acetic anhydride

Acetic formic anhydride
2258-42-6

Acetic formic anhydride

Conditions
ConditionsYield
at 60℃; for 1h; Inert atmosphere;100%
at 0 - 60℃; for 3.5h;78%
at 50℃; Fraktionierung im Vakuum;
formic acid
64-18-6

formic acid

4-chloro-aniline
106-47-8

4-chloro-aniline

N-(4-chlorophenyl)formamide
2617-79-0

N-(4-chlorophenyl)formamide

Conditions
ConditionsYield
In toluene Reflux;100%
With sodium formate at 20℃; for 2h; Neat (no solvent);98%
With TiO2-SO4(2-) In acetonitrile at 20℃; for 6h;98.3%
formic acid
64-18-6

formic acid

4-methoxy-aniline
104-94-9

4-methoxy-aniline

4-methoxyformanilide
5470-34-8

4-methoxyformanilide

Conditions
ConditionsYield
In toluene Reflux;100%
With sodium formate at 20℃; for 3h; Neat (no solvent);99%
With TiO2-SO4(2-) In acetonitrile at 20℃; for 4h;99%
formic acid
64-18-6

formic acid

2-(3,4-dimethoxyphenyl)-ethylamine
120-20-7

2-(3,4-dimethoxyphenyl)-ethylamine

N-[2-(3,4-dimethoxyphenyl)ethyl]formamide
14301-36-1

N-[2-(3,4-dimethoxyphenyl)ethyl]formamide

Conditions
ConditionsYield
With acetic anhydride 1.) 60 deg C, 30 min, 2.) 20 deg C, overnight;100%
With 4-methyl-morpholine; dmap; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine In dichloromethane at 35℃; for 0.05h; microwave irradiation;98%
In dichloromethane at 80℃; for 8h;95%
formic acid
64-18-6

formic acid

phenethylamine
64-04-0

phenethylamine

N-(2-phenylethyl)formamide
23069-99-0

N-(2-phenylethyl)formamide

Conditions
ConditionsYield
Stage #1: formic acid With acetic acid at 25℃; for 1h;
Stage #2: phenethylamine at 0 - 25℃;
100%
With sulfated tungstate at 70℃; for 0.166667h; Neat (no solvent);98%
With pyridine; diisopropyl-carbodiimide at 20℃; for 72h;15%
formic acid
64-18-6

formic acid

4-Chloro-1,2-phenylenediamine
95-83-0

4-Chloro-1,2-phenylenediamine

5-chloro-1H-benzimidazole
4887-82-5

5-chloro-1H-benzimidazole

Conditions
ConditionsYield
With hydrogenchloride In water for 3h; Reflux;100%
at 110℃; for 4h;95%
With tetrabutyl-ammonium chloride In water; toluene at 160℃; for 0.25h; Microwave irradiation;89%
formic acid
64-18-6

formic acid

aniline
62-53-3

aniline

Formanilid
103-70-8

Formanilid

Conditions
ConditionsYield
With sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; ethyl cyanoglyoxylate-2-oxime In water; N,N-dimethyl-formamide at 20℃; for 3h; Reagent/catalyst; Solvent;100%
With zinc(II) oxide at 70℃; for 0.166667h;99%
Stage #1: formic acid With silica gel at 20℃; for 0.0166667h;
Stage #2: aniline With silica gel at 110℃; for 0.05h;
99%
formic acid
64-18-6

formic acid

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

5-nitrobenzimidazole
94-52-0

5-nitrobenzimidazole

Conditions
ConditionsYield
With hydrogenchloride In water for 8h; Reflux;100%
With tetrabutyl-ammonium chloride In water; toluene at 160℃; for 0.2h; Microwave irradiation;90%
With chloro-trimethyl-silane In water; N,N-dimethyl-formamide at 120℃; for 0.2h; Microwave irradiation;90%
formic acid
64-18-6

formic acid

glycine
56-40-6

glycine

formylglycine
2491-15-8

formylglycine

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 110℃; for 0.666667h;100%
In N,N-dimethyl-formamide at 153℃; for 0.333333h; futher solvents, further temperatures, further reaction times;97%
Stage #1: formic acid With acetic anhydride at 45℃; for 1h; Inert atmosphere;
Stage #2: glycine at 20℃; for 72h; Inert atmosphere;
93%
formic acid
64-18-6

formic acid

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

2,6-dimethylformanilide
607-92-1

2,6-dimethylformanilide

Conditions
ConditionsYield
In toluene Reflux;100%
In toluene Reflux;100%
In toluene Reflux;100%
formic acid
64-18-6

formic acid

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

4-methoxy-, benzenemethanol, formate
122-91-8

4-methoxy-, benzenemethanol, formate

Conditions
ConditionsYield
Stage #1: formic acid With silica gel at 20℃; for 0.0166667h;
Stage #2: 4-Methoxybenzyl alcohol With silica gel at 110℃; for 0.0166667h;
100%
With aminopropylated mesoporous SBA-15 silica at 40℃; for 0.0833333h; Neat (no solvent); chemoselective reaction;95%
With iodine at 20℃; for 0.116667h; neat (no solvent);94%
formic acid
64-18-6

formic acid

benzylamine
100-46-9

benzylamine

N-benzylformamide
6343-54-0

N-benzylformamide

Conditions
ConditionsYield
With sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; ethyl cyanoglyoxylate-2-oxime In water; N,N-dimethyl-formamide at 20℃; for 3h; Reagent/catalyst; Solvent;100%
With 4-methyl-morpholine; dmap; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine In dichloromethane at 35℃; for 0.1h; microwave irradiation;99%
With sulfated tungstate at 70℃; for 0.166667h; Neat (no solvent);99%
formic acid
64-18-6

formic acid

4-bromo-aniline
106-40-1

4-bromo-aniline

N-(4-bromophenyl)formamide
2617-78-9

N-(4-bromophenyl)formamide

Conditions
ConditionsYield
In toluene Reflux;100%
With sodium formate at 20℃; for 2.75h; Neat (no solvent);99%
With zinc(II) oxide at 70℃; for 0.333333h;98%
formic acid
64-18-6

formic acid

4-Bromo-benzene-1,2-diamine
1575-37-7

4-Bromo-benzene-1,2-diamine

5-bromo-1H-benzo[d]imidazole
4887-88-1

5-bromo-1H-benzo[d]imidazole

Conditions
ConditionsYield
at 100℃;100%
With hydrogenchloride In water for 3h; Reflux;97.5%
for 2h; Reflux;85%
With hydrogenchloride
Stage #1: formic acid; 4-Bromo-benzene-1,2-diamine for 2h; Reflux;
Stage #2: With sodium hydroxide In water at 20℃;
formic acid
64-18-6

formic acid

methyl α-chloro-α-phenylbenzeneacetate
54311-64-7

methyl α-chloro-α-phenylbenzeneacetate

methyl (formyloxy)diphenylacetate
133217-21-7

methyl (formyloxy)diphenylacetate

Conditions
ConditionsYield
With sodium formate for 4h; Ambient temperature;100%
With sodium formate In N,N-dimethyl-formamide for 3h; Ambient temperature;96%
formic acid
64-18-6

formic acid

2-iodophenylamine
615-43-0

2-iodophenylamine

N-formyl-2-iodoaniline
10113-39-0

N-formyl-2-iodoaniline

Conditions
ConditionsYield
Stage #1: formic acid With acetic anhydride In dichloromethane at 20℃; for 0.166667h;
Stage #2: 2-iodophenylamine In dichloromethane at 20℃;
100%
In water; toluene at 110℃; for 4h;99%
Stage #1: formic acid With acetic anhydride at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: 2-iodophenylamine In dichloromethane at 20℃; for 2h; Inert atmosphere;
98%
formic acid
64-18-6

formic acid

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

tetra(n-butyl)ammonium formate
35733-58-5

tetra(n-butyl)ammonium formate

Conditions
ConditionsYield
In water pH=Ca. 8.45; Glovebox;100%
In methanol; water at 20 - 60℃;99%
In methanol at 20℃; for 2h; Inert atmosphere;85%
formic acid
64-18-6

formic acid

4-(2-aminoethyl)-1-(phenylmethyl)piperidine
86945-25-7

4-(2-aminoethyl)-1-(phenylmethyl)piperidine

1-benzyl-4-<2-(N-formylamino)ethyl>piperidine
144319-70-0

1-benzyl-4-<2-(N-formylamino)ethyl>piperidine

Conditions
ConditionsYield
With acetic anhydride100%
at 100℃; for 6h;38%
formic acid
64-18-6

formic acid

1-(4-hydroxy-phenyl)-piperazine dihydrobromide
38869-37-3

1-(4-hydroxy-phenyl)-piperazine dihydrobromide

1-Formyl-4-(4-hydroxyphenyl)piperazine
112190-13-3

1-Formyl-4-(4-hydroxyphenyl)piperazine

Conditions
ConditionsYield
With sodium carbonate In water; toluene for 18h; Heating;100%
formic acid
64-18-6

formic acid

1-(2,2-dimethyl-3-but-enyl)-5-hydroxy-2-pyrrolid-one
84665-97-4

1-(2,2-dimethyl-3-but-enyl)-5-hydroxy-2-pyrrolid-one

rel-(6R,7aS)-6-<2-(formyloxy)prop-2-yl>hexahydro-3H-pyrrolizin-3-one
84665-98-5, 94162-37-5

rel-(6R,7aS)-6-<2-(formyloxy)prop-2-yl>hexahydro-3H-pyrrolizin-3-one

Conditions
ConditionsYield
for 0.0833333h; Ambient temperature;100%
at 40℃; for 0.0833333h;0.462 g
formic acid
64-18-6

formic acid

shinjulactone C
82470-74-4, 130195-55-0

shinjulactone C

20-O-formylshinjulactone

20-O-formylshinjulactone

Conditions
ConditionsYield
for 2h; Ambient temperature;100%

Formic acid History

 Some alchemists and naturalists were aware that ant hills gave off an acidic vapor as early as the 15th century. The English naturalist,John Ray was the first person to describe the isolation of this substance (by the distillation of large numbers of ants) in 1671. Ants secrete the formic acid for attack and defense purposes. 
  The French chemist Joseph Gay-Lussac, first synthesized formic acid from hydrocyanic acid . In 1855, another French chemist, Marcellin Berthelot, developed a synthesis from carbon monoxide that is similar to that used today. In the late 1960s, significant quantities of it became available as a byproduct of acetic acid production.

Formic acid Consensus Reports

Reported in EPA TSCA Inventory.

Formic acid Standards and Recommendations

OSHA PEL: TWA 5 ppm
ACGIH TLV: 5 ppm; STEL 10 ppm
DFG MAK: 5 ppm (9.5 mg/m3)
DOT Classification:  8; Label: Corrosive

Formic acid Analytical Methods

 For occupational chemical analysis use OSHA: #ID-112 or NIOSH: Formic Acid S173.

Formic acid Specification

Formic acid (CAS NO.64-18-6) is a flammable colorless fuming liquid with a strong irritating smell, it is soluble in water, ethanol and ether, slightly soluble in benzene. Burning will produce nitrogen oxides emitted toxic fumes. Besides should be stored and transported in low-temperature, drying environment. Separately with bases, oxidizing agents, H hair pore-forming agent, cyanide, sand, water mist, carbon dioxide would be used if emergency.

Physical properties about Formic acid are: (1)ACD/LogP: -0.54; (2)ACD/LogD (pH 5.5): -2.30; (3)ACD/LogD (pH 7.4): -3.94; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 1.00; (7)ACD/KOC (pH 7.4): 1.00; (8)#H bond acceptors: 2 ; (9)#H bond donors: 1; (10)Index of Refraction:1.342; (11)Molar Refractivity: 8.404 cm3; (12)Molar Volume: 39.867 cm3; (13)Polarizability: 3.331 10-24cm3; (14)Surface Tension: 35.8489990234375 dyne/cm; (15)Density: 1.155 g/cm3; (16)Flash Point: 29.888 °C; (17)Enthalpy of Vaporization: 22.69 kJ/mol; (18)Boiling Point: 100.56 °C at 760 mmHg; (19)Vapour Pressure: 36.4770011901855 mmHg at 25°C

Preparation of Formic acid: Formic acid is often produced as a byproduct in the manufacture of other chemicals, especially acetic acid. But This production is insufficient to meet the present demand for formic acid. In the laboratory, formic acid can be obtained by heating oxalic acid in anhydrous glycerol and extraction by steam distillation. Another preparation (it must be performed under a fume hood) is the acid hydrolysis of ethyl isonitrile using HCl solution:

C2H5NC + 2H2O → C2H5NH2 + HCOOH

Uses of Formic acid:  The main use of formic acid is as a preservative and antibacterial agent in livestock feed. Formic acid  also can be used in other fields:
1.To process organic latex (sap) into raw rubber.
2.Used in the textile industry and for the tanning of leather.
3.Beekeepers use formic acid as a miticide against the Tracheal (Acarapis woodi) mite and the Varroa mite.
4.Some formate esters are artificial flavorings or perfumes.
5.It is used in laboratories as a solvent modifier for HPLC separations of proteins and peptides, especially when the sample is being prepared for mass spectrometry analysis.
6.In 2006 researchers of EPFL, Switzerland, reported the use of formic acid as a hydrogen storage material.
7.Formic acid is often used as a source of hydride ion in synthetic organic chemistry.
8.In the laboratory, formic acid is also used as source for carbon monoxide.

When you are using this chemical, please be cautious about it as the following:
Wear suitable protective clothing and gloves;
In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);
In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer);
Wear suitable protective clothing, gloves and eye/face protection;

You can still convert the following datas into molecular structure:
(1)InChI=1S/CH2O2/c2-1-3/h1H,(H,2,3);
(2)InChIKey=BDAGIHXWWSANSR-UHFFFAOYSA-N;
(3)SmilesC(O)=O;

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral 4gm/kg (4000mg/kg)   AMA Archives of Industrial Health. Vol. 20, Pg. 517, 1959.
dog LDLo intravenous 3gm/kg (3000mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 1, Pg. 146, 1955.
man TCLo inhalation 7300ug/m3/8H (7.3mg/m3) KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION Archives of Toxicology. Vol. 66, Pg. 522, 1992.
 
mouse LC50 inhalation 6200mg/m3/15M (6200mg/m3) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 23(12), Pg. 49, 1979.
mouse LD50 intraperitoneal 940mg/kg (940mg/kg)   Igiena. Vol. 11, Pg. 507, 1962.
mouse LD50 intravenous 145mg/kg (145mg/kg)   Zeitschrift fuer Ernaehrungswissenschaft. Vol. 9, Pg. 332, 1969.
 
mouse LD50 oral 700mg/kg (700mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 23(12), Pg. 49, 1979.
rabbit LDLo intravenous 239mg/kg (239mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 1, Pg. 146, 1955.
rat LC50 inhalation 15gm/m3/15M (15000mg/m3) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 23(12), Pg. 49, 1979.
rat LD50 oral 1100mg/kg (1100mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 23(12), Pg. 49, 1979.
women LDLo oral 2440ug/kg (2.44mg/kg)   American Journal of Emergency Medicine. Vol. 7, Pg. 286, 1989.
 
women LDLo oral 2440ug/kg (2.44mg/kg) BLOOD: OTHER HEMOLYSIS WITH OR WITHOUT ANEMIA

VASCULAR: SHOCK
American Journal of Emergency Medicine. Vol. 7, Pg. 286, 1989.
 
women TDLo oral 2200mg/kg (2200mg/kg)   Journal of Toxicology, Clinical Toxicology. Vol. 32, Pg. 199, 1994.
 
women TDLo oral 2200mg/kg (2200mg/kg) KIDNEY, URETER, AND BLADDER: HEMATURIA

LUNGS, THORAX, OR RESPIRATION: SPUTUM
Journal of Toxicology, Clinical Toxicology. Vol. 32, Pg. 199, 1994.
 

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