598-05-0

Basic information

• Product Name: DIPROPYL SULFATE
• Synonyms: Dipropyl sulphate;Sulfuric acid, dipropyl ester;sulfuricacid,dipropylester;DI-N-PROPYL SULFATE;DIPROPYL SULFATE;alkylatingagent]90+%;Dipropyl Sulfate [Alkylating Agent];(CH3CH2CH2O)2SO2
• CAS NO: 598-05-0
• Molecular Formula: C₆H₁₄O₄S
• Molecular Weight: 182.24
• Product Categories: Building Blocks;Chemical Synthesis;Organic Building Blocks;Organic Sulfates/Sulfites;Sulfur Compounds
• Mol File: 598-05-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 115 °C / 16mmHg
• Flash Point: 105.3 °C
• Appearance: /
• Density: 1.109 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.413
• BRN: 1705816
• CAS DataBase Reference: DIPROPYL SULFATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIPROPYL SULFATE(598-05-0)
• EPA Substance Registry System: DIPROPYL SULFATE(598-05-0)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• HazardClass: 8/6.1
• PackingGroup: II
• Hazardous Substances Data: 598-05-0(Hazardous Substances Data)

Usage

General Description

Dipropyl sulfate is a chemical compound used primarily in the industrial sector. It appears as a clear, colorless liquid which is soluble in water and may form a corrosive solution. It is toxic if ingested or inhaled, causing harm to the skin, eyes, and respiratory tract. Prolonged exposure can also lead to more severe health consequences, including organ damage. It is not found naturally in the environment and is typically used in chemical synthesis, particularly for the production of detergents and surfactants. Due to its hazardous properties, use of dipropyl sulfate requires strict safety measures and protective equipment.

Synthetic route

n-propyl nitrite (543-67-9) + chlorosulfuric acid propyl ester (819-52-3) → di-1-propyl sulfate (598-05-0)

Conditions	Yield
at 70 - 80℃;

chlorosulfuric acid propyl ester (819-52-3) + dipropyl sulfite (623-98-3) → di-1-propyl sulfate (598-05-0)

Conditions	Yield
With zinc(II) chloride at 80 - 100℃;

chlorosulfuric acid propyl ester (819-52-3) + tripropyl orthoformate (621-76-1) → di-1-propyl sulfate (598-05-0)

Conditions	Yield
at 85 - 105℃;

dipropyl sulfite (623-98-3) → di-1-propyl sulfate (598-05-0)

Conditions	Yield
With permanganate(VII) ion
With ruthenium trichloride; sodium periodate

sodium n-propoxide (6819-41-6) → di-1-propyl sulfate (598-05-0)

Conditions	Yield
With sulfuryl dichloride; diethyl ether at -15 - -10℃;

1-iodo-propane (107-08-4) → di-1-propyl sulfate (598-05-0)

Conditions	Yield
With diethyl ether; silver sulfate at 130℃;

cyclopropane (75-19-4) → di-1-propyl sulfate (598-05-0)

Conditions	Yield
With sulfuric acid at -3℃;

propan-1-ol (71-23-8) + imidazole-sulfur trioxide complex → di-1-propyl sulfate (598-05-0)

sulfuric acid (7664-93-9) + cyclopropane (75-19-4) → di-1-propyl sulfate (598-05-0)

Conditions	Yield
at -3℃;

dipropyl sulfite (623-98-3) + potassium permanganate → di-1-propyl sulfate (598-05-0)

trimethylene → di-1-propyl sulfate (598-05-0)

Conditions	Yield
With sulfuric acid

1-methyl-1H-imidazole (616-47-7) + di-1-propyl sulfate (598-05-0) → 1-methylisopropylimidazolium sulfate monopropyl ester

Conditions	Yield
In toluene at 0 - 40℃; for 1h; Green chemistry;	98.2%

di-1-propyl sulfate (598-05-0) → 2-methyldithiocarbazic acid propyl ester (156839-05-3)

Conditions	Yield
	97%
	97%

di-1-propyl sulfate (598-05-0) + 2-methylnaphtho[2,1-d]thiazole (20686-62-8) → 3-propyl-2-methylnaphto<2,1-d>thiazolium propylsulfate (84833-78-3)

Conditions	Yield
at 120℃; for 10h;	90%

di-1-propyl sulfate (598-05-0) + 3,6-Diphenylpyrimido[5,4-e][1,2,4]triazine-5,7(6H,8H)-dione (148613-80-3) → 3,6-Diphenyl-1-propyl-1H-pyrimido[5,4-e][1,2,4]triazine-5,7-dione (164520-09-6)

Conditions	Yield
With potassium carbonate In 1,4-dioxane at 120℃; for 2h;	88%

di-1-propyl sulfate (598-05-0) + 3,6-Diphenylpyrimido[5,4-e][1,2,4]triazine-5,7(6H,8H)-dione (148613-80-3) → 3,6-Diphenyl-8-propyl-8H-pyrimido[5,4-e][1,2,4]triazine-5,7-dione

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 140℃; for 2h;	84%

6-Methyl-3-phenylpyrimido[5,4-e][1,2,4]triazine-5,7(6H,8H)-dione (42285-76-7) + di-1-propyl sulfate (598-05-0) → 6-Methyl-3-phenyl-1-propyl-1H-pyrimido[5,4-e][1,2,4]triazine-5,7-dione (164520-06-3)

Conditions	Yield
With potassium carbonate In 1,4-dioxane at 120℃; for 2h;	80%

6-Methyl-3-phenylpyrimido[5,4-e][1,2,4]triazine-5,7(6H,8H)-dione (42285-76-7) + di-1-propyl sulfate (598-05-0) → 3-Methyl-6-phenyl-1-propyl-7-azalumazine (42285-86-9)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 140℃; for 2h;	78%

di-1-propyl sulfate (598-05-0) + 3-(benzyloxy)-17-(cyclopropylmethyl)-4,5α-epoxy-14β-hydroxymorphinan-6-one ethane-1,2-diyl acetal (547767-36-2) → 3-benzyIoxy-17-cyclopropylmethyl-6-(1',3'-dioxolan-2'yl)-14-propoxy-4,5α-epoxymorphinan (1192542-71-4)

Conditions	Yield
Stage #1: 3-(benzyloxy)-17-(cyclopropylmethyl)-4,5α-epoxy-14β-hydroxymorphinan-6-one ethane-1,2-diyl acetal With sodium hydride In N,N-dimethyl-formamide; mineral oil Stage #2: di-1-propyl sulfate In N,N-dimethyl-formamide; mineral oil at 20℃; Stage #3: With water In N,N-dimethyl-formamide; mineral oil	78%

di-1-propyl sulfate (598-05-0) + 5-methoxy-2-(4-methoxyphenyl)-3-methyl-1H-indole (91444-18-7) → 5-methoxy-2-(4-methoxyphenyl)-3-methyl-1-propylindole (91444-34-7)

Conditions	Yield
Stage #1: 5-methoxy-2-(4-methoxyphenyl)-3-methyl-1H-indole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; Stage #2: di-1-propyl sulfate In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 1.83333h;	71%

di-1-propyl sulfate (598-05-0) + C44H55O4(1-)*C7H18N(1+) → 5,11,17,23-tetra-tert-butyl-25,26,27-trihydroxy-28-propoxy-calix<4>arene (135604-55-6)

Conditions	Yield
In chloroform at 20℃; for 72h;	70.76%

di-1-propyl sulfate (598-05-0) + 17-cyclopropylmethyl-4,5α-epoxy-3-benzyloxy-6β-(4-methoxybenzyloxy)-14-hydroxymorphinan (1032280-69-5) → 17-cyclopropylmethyl-4,5α-epoxy-3-benzyloxy-6β-(4-methoxybenzyloxy)-14-propyloxymorphinan (1032280-71-9)

Conditions	Yield
Stage #1: 17-cyclopropylmethyl-4,5α-epoxy-3-benzyloxy-6β-(4-methoxybenzyloxy)-14-hydroxymorphinan With sodium hydride In N,N-dimethyl-formamide for 0.333333h; Stage #2: di-1-propyl sulfate In N,N-dimethyl-formamide at 20℃;	70%
Stage #1: 17-cyclopropylmethyl-4,5α-epoxy-3-benzyloxy-6β-(4-methoxybenzyloxy)-14-hydroxymorphinan With sodium hydride In N,N-dimethyl-formamide for 0.333333h; Stage #2: di-1-propyl sulfate In N,N-dimethyl-formamide at 20℃;	70%

2-methylthionaphto<2,1-d>thiazole (17931-27-0) + di-1-propyl sulfate (598-05-0) → 3-propyl-2-methylthionaphto<2,1-d>thiazolium propylsulfate (84833-89-6)

Conditions	Yield
at 120℃; for 5h;	55%

di-1-propyl sulfate (598-05-0) + 5-acetylamino-3,5-dideoxy-8,9-O-isopropylidene-2-O-methyl-4-O-tert-butyldimethylsilyl-D-glycero-D-galacto-2-nonulopyranosonic acid methyl ester → 5-acetylamino-3,5-dideoxy-8,9-O-isopropylidene-2-O-methyl-7-O-n-propyl-4-O-tert-butyldimethylsilyl-D-glycero-D-galacto-2-nonulopyranosonic acid n-propyl ester

Conditions	Yield
Stage #1: 5-acetylamino-3,5-dideoxy-8,9-O-isopropylidene-2-O-methyl-4-O-tert-butyldimethylsilyl-D-glycero-D-galacto-2-nonulopyranosonic acid methyl ester With potassium hydroxide In acetonitrile at 20℃; for 1h; Stage #2: di-1-propyl sulfate In acetonitrile at 20℃; for 1h;	50%

di-1-propyl sulfate (598-05-0) + C17H20N4O5S → 8-[(2-dimethylamino-ethyl)-methyl-sulfamoyl]-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-propyl carboxylate (1027549-02-5)

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide for 72h;	37%

1-propyl-1H-1,2,3,4-tetrazol-5-amine (5340-04-5) + di-1-propyl sulfate (598-05-0) → 5-amino-1,4-dipropyl-tetrazolium; chloride

Conditions	Yield
und anschliessend Ueberfuehren in das Chlorid;

diethyl sulphide (352-93-2) + di-1-propyl sulfate (598-05-0) → diethyl-propyl sulfonium ; hydroxide

Conditions	Yield
at 130 - 140℃; Diaethylpropylsulfoniumsalze enstehen;

di-1-propyl sulfate (598-05-0) + sodium butanolate (2372-45-4) → butyl propyl ether (3073-92-5)

Conditions	Yield
With ammonia

di-1-propyl sulfate (598-05-0) + sodium phenoxide (139-02-6) → propoxybenzene (622-85-5)

Conditions	Yield
With ammonia
With water at 80℃;

di-1-propyl sulfate (598-05-0) + sodium acetylide (1066-26-8) → 1-Pentyne (627-19-0)

Conditions	Yield
With ammonia

di-1-propyl sulfate (598-05-0) → ethylpropylether (628-32-0)

Conditions	Yield
With potassium carbonate at 70 - 80℃;

di-1-propyl sulfate (598-05-0) → n-propyl hydroperoxide (6068-96-8) + di-n-propyl peroxide (29914-92-9)

Conditions	Yield
With potassium hydroxide; dihydrogen peroxide

di-1-propyl sulfate (598-05-0) → di-n-propyl peroxide (29914-92-9)

Conditions	Yield
With potassium hydroxide; dihydrogen peroxide at 50 - 85℃;
With potassium hydroxide; dihydrogen peroxide at 50 - 85℃;

di-1-propyl sulfate (598-05-0) + diphenylamine (122-39-4) → N-propyl-N-phenylaniline (38158-67-7)

Conditions	Yield
With potassium carbonate beim Erhitzen;

Upstream product

• 623-98-3 dipropyl sulfite 
• 6819-41-6 sodium n-propoxide 
• 107-08-4 1-iodo-propane 
• 75-19-4 cyclopropane 
• 71-23-8 propan-1-ol 
• 7664-93-9 sulfuric acid 
• 819-52-3 chlorosulfuric acid propyl ester 
• 621-76-1 tripropyl orthoformate 
• 543-67-9 n-propyl nitrite 

Downstream Products

• 3073-92-5 butyl propyl ether 
• 622-85-5 propoxybenzene 
• 627-19-0 1-Pentyne 
• 628-32-0 ethylpropylether 
• 6068-96-8 n-propyl hydroperoxide 
• 29914-92-9 di-n-propyl peroxide 
• 98-82-8 Isopropylbenzene 
• 100-18-5 1,4-bis(1-methylethyl)benzene 
• 42285-86-9 3-Methyl-6-phenyl-1-propyl-7-azalumazine 
• 164520-06-3 6-Methyl-3-phenyl-1-propyl-1H-pyrimido[5,4-e][1,2,4]triazine-5,7-dione 
• 164520-09-6 3,6-Diphenyl-1-propyl-1H-pyrimido[5,4-e][1,2,4]triazine-5,7-dione 
• 187737-37-7 propene 
• 124-38-9 carbon dioxide 
• 1032280-71-9 17-cyclopropylmethyl-4,5α-epoxy-3-benzyloxy-6β-(4-methoxybenzyloxy)-14-propyloxymorphinan 

Relevant articles and documents

SULFONATION OF IMIDAZOLES

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Chromogenic compounds and method for preparation thereof

Chromogenic compounds for use in pressure sensitive recording sheets represented by the formula: SPC1 Are disclosed, wherein R1 and R2 are independently, hydrogen substituted or unsubstituted lower alkyl, aliphatic acyl, phenyl substituted aliphatic acyl, benzoyl, aralky, phenyl (the benzene nuclei of those substituents may be further substituted by chlorine, bromine, lower alkyl, lower alkoxy or nitro), allyl, allyl substituted by lower alkyl or phenyl, propargyl, or propargyl substituted by lower alkyl or a phenyl; R3 and R4 are independently lower alkyl, benzyl and phenyl (the benzene nuclei or those substiutents may be further substituted by chlorine, bromine, lower alkyl or lower alkoxy), either R1 or R2 being other than hydrogen when R3 and R4 are both ethyl groups.