1188-33-6

Basic information

• Product Name: N,N-Dimethyformamide diethy acetal
• Synonyms: N,N-Dimethylformamide diethyl acetal 95%;N,N-Dimethylformamide diethyl acetal for esterification of fatty acids, >=95.0% (GC);N, N-dimethlyformamide diethyleacetal;N,N-Dimethylformaide diethyl acetal;N,N-Dimethoxyformamide dimethylacetal;N,N-DIMETHYLFORMAMIDE DIETHYL ACETAL, DE RIVATIZATION GRADE;1,1-diethoxy-n,n-dimethylmethylamine;dimethylformamide dlethyl acetal
• CAS NO: 1188-33-6
• Molecular Formula: C₇H₁₇NO₂
• Molecular Weight: 147.22
• EINECS: 214-707-9
• Product Categories: N,N-Dimethylformamide Dialkylacetals (GC Derivatizing Reagents);Analytical Chemistry;Esterification & Alkylation (GC Derivatizing Reagents);GC Derivatizing Reagents
• Mol File: 1188-33-6.mol

Chemical Properties

• Melting Point: 178-180 °C(Solv: ethanol (64-17-5))
• Boiling Point: 170 °C(lit.)
• Flash Point: 72 °F
• Appearance: Clear colorless to yellowish liquid
• Density: 0.859 g/mL at 25 °C(lit.)
• Vapor Pressure: 5.76mmHg at 25°C
• Refractive Index: n20/D 1.411(lit.)
• Storage Temp.: Store below +30°C.
• PKA: 5.31±0.50(Predicted)
• Sensitive: Moisture Sensitive
• BRN: 741889
• CAS DataBase Reference: N,N-Dimethyformamide diethy acetal(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Dimethyformamide diethy acetal(1188-33-6)
• EPA Substance Registry System: N,N-Dimethyformamide diethy acetal(1188-33-6)

Safety Data

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26-36
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 1188-33-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Analysis:
N,N-Dimethylformamide diethyl acetal is used as a reagent for the quantification of cocaine and its primary metabolite, benzoyl ecgonine, from a urine matrix by gas chromatography. This application is crucial for drug testing and forensic analysis.
Used in Organic Chemistry:
N,N-Dimethylformamide diethyl acetal is used as a suitable reagent for the esterification of fatty acids. This process is essential in the synthesis of various organic compounds and the production of biofuels.
Used in Synthesis of Pyridine Derivatives:
N,N-Dimethylformamide diethyl acetal undergoes Me3SiCl-mediated three-component coupling reaction with alkyne to yield 2,3,4,5-tetrasubstituted pyridine derivatives. This reaction is significant in the synthesis of complex organic molecules and pharmaceutical compounds.

InChI:InChI=1/C6H15NO2/c1-7(2)5-6(8-3)9-4/h6H,5H2,1-4H3

Upstream product

• 64-17-5 ethanol 
• 3724-43-4 Vilsmeier reagent 
• 21511-55-7 (methoxymethylidene)dimethylammonium methyl sulfate 
• 25818-74-0 1,1-dichloromethyl-N,N-dimethylamine 
• 141-52-6 sodium ethanolate 
• 2214-82-6 Bis(dimethylamino)acetonitrile 
• 1071-38-1 N,N,N',N'-Tetramethylformamidinium chloride 
• 68-12-2 N,N-dimethyl-formamide 
• 368-39-8 triethyloxonium fluoroborate 

Downstream Products

• 37423-06-6 N'-(5-benzyl-[1,3,4]oxadiazol-2-yl)-N,N-dimethyl-formamidine 
• 37423-11-3 N,N-dimethyl-N'-(5-m-tolyl-[1,3,4]oxadiazol-2-yl)-formamidine 
• 37423-05-5 N'-[5-(2-hydroxy-phenyl)-[1,3,4]oxadiazol-2-yl]-N,N-dimethyl-formamidine 
• 37423-08-8 N'-[5-(4-chloro-phenyl)-[1,3,4]oxadiazol-2-yl]-N,N-dimethyl-formamidine 
• 134653-70-6 ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate 
• 26739-87-7 ethyl 2-cyano-2-methylbutanoate 
• 2254-02-6 2-Ethylmercapto-2-benzylimino-essigsaeure-dimethylamid 
• 19758-74-8 (p-Dimethylaminophenylimino)-ethylmercapto-N,N-dimethylacetamid 
• 696-68-4 6-(dimethylamino)fulvene 
• 25716-00-1 4-dimethylamino-3,5-diphenyl-3H-oxazol-2-one 
• 7549-96-4 N,N-dimethyl-N'-p-tolylformimidamide 
• 2254-03-7 2-Aethylmercapto-2-phenylimino-essigsaeure-dimethylamid 
• 19758-71-5 phenyl thiocarbimidoic acid diethyl ester 
• 61065-26-7 1-(diethoxymethoxy)-N,N-dimethyl-α-methylenecyclohexanemethanamine 

Relevant articles and documents

Orthoamides. LII. Contributions to the synthesis of carboxylic ortho acid amides

The formamidinium salts 11a, c as well as the nitrile 12 react with sodiumhydride/dimethylamine in the presence of trimethylborate to give the ortho formic acid amide 3a. The orthoamides 6a and 16 can be prepared from the iminium salts 15 and 14, resp. by the same procedure. Treatment of the azavinylogous formamidinium salt 15 with sodiumhydride and piperidine or morpholine in the presence of trime-thylborate affords the orthoamides 6c and 6d, resp. By transamination of the azavinylogous aminalester 5a are accessible the orthoamides 6b-d. The vinylogous orthocarbonic acid derivative 17 can be obtained from the salt 14 and sodium alcoholates. The action of sodiumhydride, dimethylamine and trimethylborate on the iminium salt 18 produces a mixture of the orthocarbonic acid derivatives 7a, 8a, 9a. When the guanidinium salt 20 is treated with the same reagents the ortho-amides 3a and 10a are obtained. The reduction of the salt 20 with sodiumhydride in the presence of several activating reagents (e.g. tetrabutyl orthotitanate, aluminiumisopropylate, trimethylborate) affords the orthoamide 3a. The reduction of the iminium salts 18 and 24 does not proceed clean, giving mixtures of various orthoformic acid derivatives. The form-amidine 25 can be prepared by reduction of the salt 15 with sodiumhydride/trimethylborate with good yields. By the action of the corresponding carbanions on the guanidinium salt 20 can be obtained the carboxylic acid orthoamides 26-33. By the same procedure the orthoamides of alkyne carboxylic acids 36a-h, j-n are accessible. Wiley-VCH Verlag GmbH, 2000.

Process for preparing diphenylamines

A process is described for preparing diphenylamines of the formula STR1 by oxybromination of a phenol ether compound using elemental bromine in the presence of hydrogen peroxide and of a catalyst to give a brominated phenol ether compound which is subsequently reacted with a formanilide compound to give the compound of the formula (1). The oxybromination reaction is a regioselective, environmentally friendly and cost-efffective method of preparing brominated aromatic compounds. The diphenylamines of the formula (1) are industrially useful intermediates for the production, for example of dyes, and in particular of color formers of the fluoran type for pressure- or heat-sensitive recording systems.