6006-65-1

Basic information

• Product Name: N,N-Dimethylformamide dipropyl acetal
• Synonyms: 1,1-Dipropoxy-N,N-dimethylmethylamine;N,N-Dimethylformamide Dipropyl Acetal [for Esterification];1,1-Dipropoxy-N,N-dimethylmethylamine, 1,1-Dipropoxytrimethylamine;Dimethylformamide dipropyl acetal;DMF dipropyl acetal;Propyl 8;Dimethyl(dipropoxymethyl)amine;α,α-Dipropoxy-N,N-dimethylmethanamine
• CAS NO: 6006-65-1
• Molecular Formula: C₉H₂₁NO₂
• Molecular Weight: 175.27
• EINECS: 227-855-4
• Product Categories: Analytical Chemistry;Esterification & Alkylation (GC Derivatizing Reagents);GC Derivatizing Reagents;N,N-Dimethylformamide Dialkylacetals (GC Derivatizing Reagents);Acetals/Ketals/Ortho Esters;Building Blocks;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds
• Mol File: 6006-65-1.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 67-68 °C14 mm Hg(lit.)
• Flash Point: 100 °F
• Appearance: /
• Density: 0.854 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.12mmHg at 25°C
• Refractive Index: n20/D 1.409(lit.)
• Storage Temp.: Flammables area
• PKA: 5.25±0.50(Predicted)
• Water Solubility: It hydrolyzes with water.
• Sensitive: Moisture Sensitive
• BRN: 1098524
• CAS DataBase Reference: N,N-Dimethylformamide dipropyl acetal(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Dimethylformamide dipropyl acetal(6006-65-1)
• EPA Substance Registry System: N,N-Dimethylformamide dipropyl acetal(6006-65-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 6006-65-1(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to light yellow liquid

Uses

Different sources of media describe the Uses of 6006-65-1 differently. You can refer to the following data:
1. N,N-Dimethylformamide di-n-propyl acetal, is used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.
2. It was used as derivatizing agent in a study to determine cocaine and benzoyl ecgonine in urine using GC with on-column alkylation.

General Description

N,N-Dimethylformamide dipropyl acetal is an derivatizing reagent.

InChI:InChI=1/C9H21NO2/c1-5-7-11-9(10(3)4)12-8-6-2/h9H,5-8H2,1-4H3/p+1

Synthetic route

propan-1-ol (71-23-8) + Vilsmeier reagent (3724-43-4, 149409-22-3) → N,N-dimethylformamide dipropyl acetal (6006-65-1)

Conditions	Yield
With sodium n-propoxide In chloroform

1,1-dichloromethyl-N,N-dimethylamine (25818-74-0) + sodium n-propoxide (6819-41-6) → N,N-dimethylformamide dipropyl acetal (6006-65-1)

Conditions	Yield
In propan-1-ol

Bis(dimethylamino)acetonitrile (2214-82-6) + sodium n-propoxide (6819-41-6) → N,N-dimethylformamide dipropyl acetal (6006-65-1)

Conditions	Yield
In propan-1-ol

propan-1-ol (71-23-8) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → N,N-dimethylformamide dipropyl acetal (6006-65-1)

N,N-dimethylformamide dipropyl acetal (6006-65-1) + Cytosine (71-30-7) → N4-<(Dimethylamino)methylene>-1-propylcytosine (79044-11-4)

Conditions	Yield
In N,N-dimethyl-formamide for 24h; Heating;	99%

N,N-dimethylformamide dipropyl acetal (6006-65-1) + Cytosine (71-30-7) → N4-<(Dimethylamino)methylene>cytosine (76299-81-5)

Conditions	Yield
With trifluoroacetic acid at 85 - 90℃; for 12h;	98%

N,N-dimethylformamide dipropyl acetal (6006-65-1) + 2-amino-3-cyano-6-nitroindole (325733-95-7) → N'-(3-cyano-6-nitro-1-propyl-1H-indol-2-yl)-N,N-dimethylformimidamide (1383659-86-6)

Conditions	Yield
In N,N-dimethyl-formamide at 120℃; under 760.051 Torr; for 0.5h; Microwave irradiation;	72%

N,N-dimethylformamide dipropyl acetal (6006-65-1) + 2-amino-1H-indole-3-carbonitrile → N'-(3-cyano-1-propyl-1H-indol-2-yl)-N,N-dimethylformimidamide (1383659-80-0)

Conditions	Yield
In N,N-dimethyl-formamide at 120℃; under 760.051 Torr; for 0.5h; Microwave irradiation;	69%

propan-1-ol (71-23-8) + N,N-dimethylformamide dipropyl acetal (6006-65-1) + tris(formylamino)methane (4774-33-8) → N'-Dipropoxymethyl-N,N-dimethyl-formamidine (97945-47-6)

Conditions	Yield
for 1h; Heating;	55%

1-[2-(4-cyanophenyl)-2-oxo-ethyl]-2-methyl-pyridinium bromide + N,N-dimethylformamide dipropyl acetal (6006-65-1) → 4-(indolizin-2-yl)benzonitrile + 3-(4-cyanobenzoyl) indolizine (501948-42-1)

Conditions	Yield
In N,N-dimethyl-formamide at 130 - 135℃;	A n/a B 47%

N,N-dimethylformamide dipropyl acetal (6006-65-1) + 3-(2-aminoethyl)-1H-indole-5-yl-N-methyl methane sulphonamide → 3-[2-(N,N-dipropyaminomethyleneamino)ethyl]-1H-indole-5-yl-N-methyl methanesulphonamide + 3-[2-(N,N-dipropylaminomethyleneamino)ethyl]-1H-indole-5-yl-N-methyl methane sulphonamide

methyl-3-pyridylketone (350-03-8) + N,N-dimethylformamide dipropyl acetal (6006-65-1) → (E)-3-(dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one (55314-16-4, 75415-01-9, 123367-26-0)

N,N-dimethylformamide dipropyl acetal (6006-65-1) + 2-aminoacetonitrile (540-61-4) → C8H14N4 (114068-06-3)

Conditions	Yield
at 150℃; for 48h;

N,N-dimethylformamide dipropyl acetal (6006-65-1) + C13H18N6O5 → 6-N-(dimethylformamidine)-N7-methyl-8-oxoadenosine + 6-N-(dimethylformamidine)-N7-propyl-8-oxoadenosine

Conditions	Yield
In N,N-dimethyl-formamide at 60℃;	A n/a B 0.26 g

N,N-dimethylformamide dipropyl acetal (6006-65-1) + 6-aminopyridine-2-carbohydrazide (5584-18-9) → 6-[4-(propan-2-yl)-4H-1,2,4-triazol-3-yl]pyridin-2-amine (1448427-99-3)

Conditions	Yield
With acetic acid; isopropylamine In toluene at 20 - 95℃; for 20h;

Upstream product

• 71-23-8 propan-1-ol 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 2214-82-6 Bis(dimethylamino)acetonitrile 
• 6819-41-6 sodium n-propoxide 
• 25818-74-0 1,1-dichloromethyl-N,N-dimethylamine 
• 3724-43-4 Vilsmeier reagent 

Downstream Products

• 55314-16-4 (E)-3-(dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one 
• 501948-42-1 3-(4-cyanobenzoyl) indolizine 
• 6154-16-1 propyl ester of dimethylcarbamic acid 
• 123-38-6 propionaldehyde 
• 68-12-2 N,N-dimethyl-formamide