Product Name

  • Name

    Tripropyl orthoformate

  • EINECS 210-704-1
  • CAS No. 621-76-1
  • Density 0.879
  • Solubility
  • Melting Point
  • Formula C10H22 O3
  • Boiling Point 106-108 ºC (40 mmHg)
  • Molecular Weight 190.283
  • Flash Point 72 ºC
  • Transport Information
  • Appearance clear colorless liquid
  • Safety 26-36/37/39-37/39
  • Risk Codes R36/37/38   
  • Molecular Structure Molecular Structure of 621-76-1 (Tripropyl orthoformate)
  • Hazard Symbols
  • Synonyms Orthoformicacid, tripropyl ester (6CI,7CI,8CI);Propyl orthoformate;Tripropoxymethane;Tripropyl orthoformate;
  • PSA 27.69000
  • LogP 2.54980

Synthetic route

propan-1-ol
71-23-8

propan-1-ol

hydrogen cyanide
74-90-8

hydrogen cyanide

tripropyl orthoformate
621-76-1

tripropyl orthoformate

Conditions
ConditionsYield
Stage #1: hydrogen cyanide With hydrogenchloride In propan-1-ol; mineral oil at -5 - 25℃; for 2.75h; Large scale;
Stage #2: propan-1-ol In mineral oil at 30 - 55℃; for 5h; Large scale;		85.2%
propan-1-ol
71-23-8

propan-1-ol

chloroform
67-66-3

chloroform

tripropyl orthoformate
621-76-1

tripropyl orthoformate

Conditions
ConditionsYield
With sodium hydroxide; 1,8-bis(pyperidin-1-yl)-1,6-dioxaoctane In dichloromethane53%
With sodium
propan-1-ol
71-23-8

propan-1-ol

4-(Methoxymethylene)-morpholinium methyl sulfate
5780-15-4

4-(Methoxymethylene)-morpholinium methyl sulfate

tripropyl orthoformate
621-76-1

tripropyl orthoformate

Conditions
ConditionsYield
With propyl methanoate 1) 16h, 2) 4h, 40 deg C;11.2%
propan-1-ol
71-23-8

propan-1-ol

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

tripropyl orthoformate
621-76-1

tripropyl orthoformate

Conditions
ConditionsYield
With sulfuric acid unter Entfernen des entstehenden Aethanols;
propan-1-ol
71-23-8

propan-1-ol

trimethyl orthoformate
149-73-5

trimethyl orthoformate

tripropyl orthoformate
621-76-1

tripropyl orthoformate

Conditions
ConditionsYield
With toluene-4-sulfonic acid Heating;
1-Butylimidazole
4316-42-1

1-Butylimidazole

tripropyl orthoformate
621-76-1

tripropyl orthoformate

1-butyl-3-propylimidazolium tetrafluoroborate

1-butyl-3-propylimidazolium tetrafluoroborate

Conditions
ConditionsYield
Stage #1: 1-Butylimidazole With tetrafluoroboric acid In water at 0℃;
Stage #2: tripropyl orthoformate at 130℃; for 28h; Inert atmosphere;		93%
4-butanolide
96-48-0

4-butanolide

tripropyl orthoformate
621-76-1

tripropyl orthoformate

n-Propyl 4-n-propoxybutanoate
155060-42-7

n-Propyl 4-n-propoxybutanoate

Conditions
ConditionsYield
With sulfuric acid In isopropyl alcohol at 50℃;92%
tripropyl orthoformate
621-76-1

tripropyl orthoformate

N-(5-aminothiophene-2-carbonyl)-L-glutamic acid diethyl ester
106585-63-1

N-(5-aminothiophene-2-carbonyl)-L-glutamic acid diethyl ester

C18H26N2O6S

C18H26N2O6S

Conditions
ConditionsYield
at 80℃; for 2h;92%
4,5-dicyano-1H-imidazole
1122-28-7

4,5-dicyano-1H-imidazole

tripropyl orthoformate
621-76-1

tripropyl orthoformate

1-Propyl-1H-imidazole-4,5-dicarbonitrile
133123-68-9

1-Propyl-1H-imidazole-4,5-dicarbonitrile

Conditions
ConditionsYield
1) 1 h, 105 deg C ) 3 h, 135 deg C;86%
tripropyl orthoformate
621-76-1

tripropyl orthoformate

(2E)-3-phenyl-2-propen-1-ol
4407-36-7

(2E)-3-phenyl-2-propen-1-ol

3-phenyl-(E)-2-propenyl n-propyl ether
14593-45-4

3-phenyl-(E)-2-propenyl n-propyl ether

Conditions
ConditionsYield
With iodine at 20℃; for 0.5h;85%
tripropyl orthoformate
621-76-1

tripropyl orthoformate

Methyl 4-chloroacetoacetate
32807-28-6

Methyl 4-chloroacetoacetate

methyl (E)-4-chloro-3-propoxy-2-butenoate

methyl (E)-4-chloro-3-propoxy-2-butenoate

Conditions
ConditionsYield
Stage #1: tripropyl orthoformate; Methyl 4-chloroacetoacetate With sulfuric acid at 20℃; for 72h;
Stage #2: With phosphorus pentoxide In chloroform for 2h; Reflux;		79%
tripropyl orthoformate
621-76-1

tripropyl orthoformate

isobutyl 4-chloroacetoacetate
97938-39-1

isobutyl 4-chloroacetoacetate

isobutyl (E)-4-chloro-3-propyloxy-2-butenoate

isobutyl (E)-4-chloro-3-propyloxy-2-butenoate

Conditions
ConditionsYield
Stage #1: tripropyl orthoformate; isobutyl 4-chloroacetoacetate With sulfuric acid at 20℃; for 42h;
Stage #2: With phosphorus pentoxide In chloroform for 2h; Reflux;		79%
tripropyl orthoformate
621-76-1

tripropyl orthoformate

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

triphenylphosphine
603-35-0

triphenylphosphine

triphenyl(propyl)phosphonium 4-methylbenzenesulfonate
101610-04-2

triphenyl(propyl)phosphonium 4-methylbenzenesulfonate

Conditions
ConditionsYield
at 130℃; for 68h; Sealed tube;77%
at 130℃; for 68h;76%
...Expand
Methylenediphosphonic acid
1984-15-2

Methylenediphosphonic acid

tripropyl orthoformate
621-76-1

tripropyl orthoformate

Methandiphosphonsaeuretetrapropylester
28254-31-1

Methandiphosphonsaeuretetrapropylester

Conditions
ConditionsYield
76%
tripropyl orthoformate
621-76-1

tripropyl orthoformate

ethyl (2-chloroaceto)acetate
638-07-3

ethyl (2-chloroaceto)acetate

ethyl (E)-4-chloro-3-propoxy-2-butenoate

ethyl (E)-4-chloro-3-propoxy-2-butenoate

Conditions
ConditionsYield
Stage #1: tripropyl orthoformate; ethyl (2-chloroaceto)acetate With sulfuric acid at 20℃; for 72h;
Stage #2: With phosphorus pentoxide In chloroform for 2h; Reflux;		74%
Tetrahydro-4H-pyran-4-one
29943-42-8

Tetrahydro-4H-pyran-4-one

tripropyl orthoformate
621-76-1

tripropyl orthoformate

C8H14O2
41939-29-1

C8H14O2

Conditions
ConditionsYield
Stage #1: Tetrahydro-4H-pyran-4-one; tripropyl orthoformate; amberlyst-15 In chlorobenzene at 5 - 20℃; for 16h;
Stage #2: In chlorobenzene at 85 - 125℃; for 16h;		73%
tripropyl orthoformate
621-76-1

tripropyl orthoformate

4-propylbenzene-1,2-diol
2525-02-2

4-propylbenzene-1,2-diol

(±)-2-propoxy-5-propyl-1,3-benzodioxole

(±)-2-propoxy-5-propyl-1,3-benzodioxole

Conditions
ConditionsYield
With Amberlyst 15 In toluene for 4h; Inert atmosphere; Molecular sieve; Reflux;73%
tripropyl orthoformate
621-76-1

tripropyl orthoformate

benzaldehyde
100-52-7

benzaldehyde

benzaldehyde di-n-propylacetal
13704-53-5

benzaldehyde di-n-propylacetal

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 120℃; for 16h;70%
With sulfuric acid
tripropyl orthoformate
621-76-1

tripropyl orthoformate

1-(3-(5-(4-cyanophenoxy)pyridin-2-yl)-2-(2,4-difluorophenyl)-3,3-difluoro-2-hydroxypropyl)hydrazine-1-carbothioamide

1-(3-(5-(4-cyanophenoxy)pyridin-2-yl)-2-(2,4-difluorophenyl)-3,3-difluoro-2-hydroxypropyl)hydrazine-1-carbothioamide

4-((6-(2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(5-mercapto-1H-1,2,4-triazol-1-yl)-propyl)pyridin-3-yl)oxy)benzonitrile

4-((6-(2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(5-mercapto-1H-1,2,4-triazol-1-yl)-propyl)pyridin-3-yl)oxy)benzonitrile

Conditions
ConditionsYield
at 100℃; for 2h;68.6%
tripropyl orthoformate
621-76-1

tripropyl orthoformate

C40H62N4

C40H62N4

C38H52N4(2+)*2BF4(1-)

C38H52N4(2+)*2BF4(1-)

Conditions
ConditionsYield
With tetrafluoroboric acid diethyl ether complex at 150℃; for 24h; Schlenk technique;64%
tripropyl orthoformate
621-76-1

tripropyl orthoformate

3-methylbenzene-1,2-diol
488-17-5

3-methylbenzene-1,2-diol

(±)-4-methyl-2-propoxy-1,3-benzodioxole

(±)-4-methyl-2-propoxy-1,3-benzodioxole

Conditions
ConditionsYield
With Amberlyst 15 In toluene for 4h; Inert atmosphere; Molecular sieve; Reflux;63%
tripropyl orthoformate
621-76-1

tripropyl orthoformate

methallyl 4-chloroacetoacetate

methallyl 4-chloroacetoacetate

methallyl (E)-4-chloro-3-propyloxy-2-butenoate

methallyl (E)-4-chloro-3-propyloxy-2-butenoate

Conditions
ConditionsYield
Stage #1: tripropyl orthoformate; methallyl 4-chloroacetoacetate With sulfuric acid at 20℃; for 42h;
Stage #2: With phosphorus pentoxide In chloroform for 2h; Reflux;		63%
4-aminopyridine
504-24-5

4-aminopyridine

tripropyl orthoformate
621-76-1

tripropyl orthoformate

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

C8H14N2O6P2
1198228-93-1

C8H14N2O6P2

Conditions
ConditionsYield
Stage #1: 4-aminopyridine; tripropyl orthoformate; phosphonic acid diethyl ester for 12h; Reflux;
Stage #2: With hydrogenchloride; water for 8h; Reflux;		61%
...Expand
di-n-butylphosphine
1732-72-5

di-n-butylphosphine

tripropyl orthoformate
621-76-1

tripropyl orthoformate

tetrabutyl(dipropoxymethylene)bisphosphine

tetrabutyl(dipropoxymethylene)bisphosphine

Conditions
ConditionsYield
Stage #1: di-n-butylphosphine With n-butyllithium In tetrahydrofuran; pentane at -30℃;
Stage #2: tripropyl orthoformate With boron trifluoride diethyl etherate In diethyl ether at -30℃;		61%
tripropyl orthoformate
621-76-1

tripropyl orthoformate

C13H29O4P

C13H29O4P

Conditions
ConditionsYield
With boron trifluoride diethyl etherate; hypophosphorous acid for 3h; Ambient temperature;60%
tripropyl orthoformate
621-76-1

tripropyl orthoformate

1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

O-propyl-O-trimethylsilyl-(dipropoxymethyl) phosphonite
105259-12-9

O-propyl-O-trimethylsilyl-(dipropoxymethyl) phosphonite

Conditions
ConditionsYield
Stage #1: tripropyl orthoformate With hypophosphorous acid; toluene-4-sulfonic acid at 20 - 35℃; under 1 Torr;
Stage #2: 1,1,1,3,3,3-hexamethyl-disilazane Reflux;		60%
With hypophosphorous acid; toluene-4-sulfonic acid 1) r.t., 3 h, 2) 80-100 deg C; Yield given. Multistep reaction;
tripropyl orthoformate
621-76-1

tripropyl orthoformate

di-n-propylphosphine
19357-87-0

di-n-propylphosphine

tetrapropyl(dipropoxymethylene)bisphosphine

tetrapropyl(dipropoxymethylene)bisphosphine

Conditions
ConditionsYield
Stage #1: di-n-propylphosphine With n-butyllithium In tetrahydrofuran; pentane at -30℃;
Stage #2: tripropyl orthoformate With boron trifluoride diethyl etherate In diethyl ether at -30℃;		59%
tripropyl orthoformate
621-76-1

tripropyl orthoformate

4-methyl-1,2-dihydroxybenzene
452-86-8

4-methyl-1,2-dihydroxybenzene

(±)-5-methyl-2-propoxy-1,3-benzodioxole

(±)-5-methyl-2-propoxy-1,3-benzodioxole

Conditions
ConditionsYield
With Amberlyst 15 In toluene for 4h; Inert atmosphere; Molecular sieve; Reflux;53%
tripropyl orthoformate
621-76-1

tripropyl orthoformate

(Z)-2-Amino-3-{[5-oxo-2-phenyl-oxazol-(4Z)-ylidenemethyl]-amino}-but-2-enedinitrile
874117-16-5

(Z)-2-Amino-3-{[5-oxo-2-phenyl-oxazol-(4Z)-ylidenemethyl]-amino}-but-2-enedinitrile

C18H15N5O3

C18H15N5O3

Conditions
ConditionsYield
for 8h; Heating;52%
tripropyl orthoformate
621-76-1

tripropyl orthoformate

3-Phenylpropenol
104-54-1

3-Phenylpropenol

3-phenyl-(E)-2-propenyl n-propyl ether
14593-45-4

3-phenyl-(E)-2-propenyl n-propyl ether

Conditions
ConditionsYield
With Montmorillonite KSF for 12h; Ambient temperature;51%
tripropyl orthoformate
621-76-1

tripropyl orthoformate

(2E)-3-phenyl-2-propen-1-ol
4407-36-7

(2E)-3-phenyl-2-propen-1-ol

A

3-phenyl-(E)-2-propenyl n-propyl ether
14593-45-4

3-phenyl-(E)-2-propenyl n-propyl ether

B

((1E,1'E)-oxybis(prop-1-ene-3,1-diyl))dibenzene
144759-86-4

((1E,1'E)-oxybis(prop-1-ene-3,1-diyl))dibenzene

Conditions
ConditionsYield
Montmorillonite KSF at 20℃; for 12h;A 51%
B 10%
...Expand
vinyl acetate
108-05-4

vinyl acetate

tripropyl orthoformate
621-76-1

tripropyl orthoformate

1,1,3,3-Tetrapropoxy-propane
65099-93-6

1,1,3,3-Tetrapropoxy-propane

Conditions
ConditionsYield
With iron(III) chloride; sodium hydrogencarbonate 1) 2 h, reflux; 2) 20 deg C, 2 h;50%
tripropyl orthoformate
621-76-1

tripropyl orthoformate

N,N'-Di(4-methylphenyl)oxalamidine
157368-88-2

N,N'-Di(4-methylphenyl)oxalamidine

2,5-Di-n-propoxy-1,4-di-p-tolyl-1,2,4,5-tetrahydroimidazo[4,5-d]imidazole

2,5-Di-n-propoxy-1,4-di-p-tolyl-1,2,4,5-tetrahydroimidazo[4,5-d]imidazole

Conditions
ConditionsYield
at 120℃; for 10h;41%

Tripropyl orthoformate Specification

The Tripropyl orthoformate, with the cas register number 621-76-1, has the IUPAC name of 1-(dipropoxymethoxy)propane. This is a kind of clear colorless liquid and it is sensitive to the moisture. Then its product categories are various, including orthoesters; acetals/ketals/ortho esters; organic building blocks; oxygen compounds.

The characteristics of this chemical are as following: (1)ACD/BCF (pH 5.5): 409.31; (2)ACD/BCF (pH 7.4): 409.31; (3)ACD/KOC (pH 5.5): 2578.18; (4)ACD/KOC (pH 7.4): 2578.18; (5)#H bond acceptors: 3 ; (6)#Freely Rotating Bonds: 9; (7)Polar Surface Area: 27.69; (8)Index of Refraction: 1.416; (9)Molar Refractivity: 53.57 cm3; (10)Molar Volume: 213 cm3; (11)Polarizability: 21.23 ×10-24 cm3; (12)Surface Tension: 27.1 dyne/cm; (13)Density: 0.893 g/cm3; (14)Flash Point: 72.2 °C; (15)Enthalpy of Vaporization: 42.2 kJ/mol; (16)Boiling Point: 203.8 °C at 760 mmHg; (17)Vapour Pressure: 0.389 mmHg at 25°C; (18)Exact Mass 190.156895; (19)MonoIsotopic Mass 190.156895; (20)Topological Polar Surface Area 27.7; (21)Heavy Atom Count 13; (22)Complexity 77.2.

Production method of Tripropyl orthoformate: Tripropyl orthoformate could be made from the reaction of propan-1-ol and trichloromethane, with the following condtion: reagent: NaOH, 1, 8-bis(pyperidin-1-yl)-1, 6-dioxaoctane; solvent: CH2Cl2; field: 53%.

Use of Tripropyl orthoformate: Tripropyl orthoformate could react with nitromethane to produce 1-(2-nitro-1-propoxy-ethoxy)-propane, in the following condtion: reagent: ZnC12; field: 32%; other condition: heating.

When you deal with this chemical, you should be very cautious. Being a kind of irritant chemical, it is irritating to eyes, respiratory system and skin, and then it may cause inflammation to the skin or other mucous membranes. Therefore, you could take the following instructions. Wear suitable protective clothing, gloves and eye/face protection, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

In addition, you could convert the following datas into the molecular structure：
(1)SMILES:O(CCC)C(OCCC)OCCC
(2)InChI:InChI=1/C10H22O3/c1-4-7-11-10(12-8-5-2)13-9-6-3/h10H,4-9H2,1-3H3
(3)InChIKey:RWNXXQFJBALKAX-UHFFFAOYAS

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