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ChemicalBook > Product Catalog >Organic Chemistry >Amides >Amides >N,N-Dimethylacetamide

N,N-Dimethylacetamide

N,N-Dimethylacetamide Structure
CAS No.
127-19-5
Chemical Name:
N,N-Dimethylacetamide
Synonyms
DMAC;Dimethyl acetamide;CH3CON(CH3)2;N,N-Dimethylacetamide, 99%, pure;dimethylacetamid;N,N-Dimethylethanamide;Acetic acid dimethylacetamide;DMAC, Dimethylacetamide;U-5954;nsc3138
CBNumber:
CB8853004
Molecular Formula:
C4H9NO
Molecular Weight:
87.12
MOL File:
127-19-5.mol
MSDS File:
SDS
Modify Date:
2024/7/30 16:49:16
Request For Quotation

N,N-Dimethylacetamide Properties

Melting point -20 °C (lit.)
Boiling point 164.5-166 °C (lit.)
Density 0.937 g/mL at 25 °C (lit.)
vapor density 3.89 (vs air)
vapor pressure 40 mm Hg ( 19.4 °C)
refractive index n20/D 1.439(lit.)
Flash point 158 °F
storage temp. Store below +30°C.
solubility >1000g/l soluble
form Liquid
pka -0.41±0.70(Predicted)
color Colorless to yellowish
Relative polarity 6.3
PH 4 (200g/l, H2O, 20℃)
Odor Faint ammonia odor
PH Range 4 at 200 g/l at 20 °C
explosive limit 1.7-11.5%(V)
Odor Threshold 0.76ppm
Water Solubility miscible
λmax λ: 270 nm Amax: 1.00
λ: 280 nm Amax: 0.30
λ: 290 nm Amax: 0.15
λ: 310 nm Amax: 0.05
λ: 320 nm Amax: 0.03
λ: 360-400 nm Amax: 0.01
Merck 14,3227
BRN 1737614
Exposure limits NIOSH REL: TWA 10 ppm (35 mg/m3), IDLH 300 ppm; OSHA PEL: TWA 10 ppm; ACGIH TLV: TWA 10 ppm (adopted).
Dielectric constant 37.8（25℃）
Stability Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey FXHOOIRPVKKKFG-UHFFFAOYSA-N
LogP -0.77 at 25℃
CAS DataBase Reference 127-19-5(CAS DataBase Reference)
IARC 2B (Vol. 123) 2020
NIST Chemistry Reference Acetamide, N,N-dimethyl-(127-19-5)
EPA Substance Registry System Dimethylacetamide (127-19-5)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS08
Signal word  Danger
Hazard statements  H312+H332-H319-H360D
Precautionary statements  P201-P280-P302+P352+P312-P304+P340+P312-P305+P351+P338-P308+P313
Hazard Codes  T
Risk Statements  11-20/22-61-20/21-36
Safety Statements  16-24-53-45-36-28-26
OEB A
OEL TWA: 10 ppm (35 mg/m3) [skin]
RTECS  AB7700000
F  3-10
Autoignition Temperature 914 °F
HS Code  29241900
Toxicity LD50 orally in rats: 5.4 ml/kg (Bartsch)
IDLA 300 ppm
NFPA 704
2
2 0

N,N-Dimethylacetamide price More Price(61)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) D137510 N,N-Dimethylacetamide ReagentPlus?, 99% 127-19-5 500ML ₹3593.9 2022-06-14 Buy
Sigma-Aldrich(India) D137510 N,N-Dimethylacetamide ReagentPlus?, 99% 127-19-5 1L ₹6181.08 2022-06-14 Buy
Sigma-Aldrich(India) RTC000104 N,N-Dimethylacetamide Pharmaceutical Secondary Standard; Certified Reference Material 127-19-5 20ML ₹12351.33 2022-06-14 Buy
Sigma-Aldrich(India) PHR2110 N,N-Dimethylacetamide Pharmaceutical Secondary Standard; Certified Reference Material 127-19-5 3X1.2ML ₹12351.33 2022-06-14 Buy
Sigma-Aldrich(India) D137510 N,N-Dimethylacetamide ReagentPlus?, 99% 127-19-5 2.5L ₹7480.08 2022-06-14 Buy
Product number Packaging Price Buy
D137510 500ML ₹3593.9 Buy
D137510 1L ₹6181.08 Buy
RTC000104 20ML ₹12351.33 Buy
PHR2110 3X1.2ML ₹12351.33 Buy
D137510 2.5L ₹7480.08 Buy

N,N-Dimethylacetamide Chemical Properties,Uses,Production

Description

Dimethylacetamide (DMAC) is a synthetic organic compound that is produced from a reaction of dimethylamine and acetic acid or acetic anhydride. It is a colorless to yellow liquid with a faint odor resembling ammonia. DMAC has similar density to water and is miscible with water and organic substances. This organic compound is commonly associated with many industrial uses, either as a starting material or an intermediate. DMAC is a good solvent that is used in polymer dissolution, especially in the fiber industry. Historically, DMAC was also tested as a possible antineoplastic agent in a phase 1 study involving 17 patients. However, liver and central nervous system (CNS) toxicity associated with DMAC was observed and these patients had altered mental states, resulting in no further drug development.

Chemical Properties

Dimethylacetamide occurs as a clear, colorless, slightly hygroscopic liquid with a weak ammonia-like or fish-like odor. odor threshold concentration is 46.8 ppmv (Leonardos et al., 1969). It is soluble in a wide variety of solvents.

Uses

N,N-dimethylacetamide is an excellent solvent and often acts as a catalyst in halogenation, cyclization, and alkylation reactions. It is an important industrial solvent for polyacrylonitrile, vinyl resins, cellulose derivatives, styrene polymers and linear polyesters. It is also used in all analytical laboratories as a major component of mobile phase in High Performance Liquid Chromatography (HPLC) and in Liquid Chromatography - Mass Spectrometry (LC-MS). N,N-dimethylacetamide lithium chelate complexes intercalate cationic sites in layered silicates.

Application

N,N-Dimethylacetamide is primarily used as an industrial solvent and intermediate in the manufacture of pharmaceuticals, fine chemicals, agrochemicals, polymers, and resins. It is also used as a spinning solvent in the production of fibers of various polymers, including acrylic, polyurethane, polyurea copolymer, and meta-aramid. Moreover, this aprotic dipolar solvent is also used in X-ray and photographic products and in the production of polyimide films. The polyimide films are produced for a variety of industries, including consumer electronics, solar photovoltaic and wind energy, aerospace, automotive, and industrial applications. N,N-Dimethylacetamide has other minor uses, including removal of ink, stripping of paint, and also for laboratory use.

Definition

ChEBI: N,N-dimethylacetamide is a member of the class of acetamides that is acetamide in which the hydrogens attached to the N atom have been replaced by two methyl groups respectively. Metabolite observed in cancer metabolism. It has a role as a human metabolite. It is a member of acetamides and a monocarboxylic acid amide. It is functionally related to an acetamide.

Preparation

N,N-Dimethylacetamide is prepared by reaction of dimethylamine with acetic acid, acetic anhydride, or acetate esters. Heating dimethylamine acetate with, or without a catalyst affords N,N-Dimethylacetamide. Reaction of dimethylamine with acetate esters requires a catalyst; sodium methoxide is typically used.

General Description

Dimethylacetamide appears as a clear colorless liquid with a faint odor similar to ammonia. About the same density as water. Flash point 145°F. Vapors heavier than air. May by toxic by skin absorption. May irritate eyes and skin.

Air & Water Reactions

Water soluble.

Reactivity Profile

N,N-Dimethylacetamide is an amide. Incompatible with oxidizing agents and halogenated compounds. Exothermic reactions occur with carbon tetrachloride and hexachlorocyclohexane. N,N-Dimethylacetamide can react violently in the presence of iron. Special Hazards of Combustion Products: Emits carbon oxides, nitrogen oxides, and dimethylamine when heated to decomposition.

Health Hazard

A study of 41 workers who had been exposed to dimethylacetamide from 2 to 10 years revealed the occurrence of disorders reflecting liver damage (Corsi, 1971). Retention of bromosulfophthalein was increased in 9 of 10 workers who had been exposed to dimethylacetamide for 7 to 10 years, and in 10 of 20 workers who had been exposed to dimethylacetamide for 2 to 7 years. Other parameters of hepatic function which were altered in the exposed individuals include proteinemia, cholesterolemia, activities of hepatic transaminases and alkaline phosphatase in serum, and bilirubinemia. Hepatomegaly was diagnosed in 14 workers.
In a clinical trial, dimethylacetamide was administered to patients with advanced malignancies and caused abnormal mental states (Weiss et al 1962a, b). This effect was observed at a dose of 400 mg/kg given daily for 3 or more days.
The symptoms were not seen at 300 mg/kg or lower. The second or third dose caused depression, lethargy, occasional confusion or disorientation. The fourth or fifth dose produced striking hallucinations, perceptual distortions and delusions in all nine patients. All patients reverted to normal several days after discontinuation of treatment with dimethylacetamide.

Fire Hazard

N,N-Dimethylacetamide is combustible.

Industrial uses

Dimethylacetamide is a powerful industrial solvent, the uses of which are very similar to those of dimethylformamide (Siegle, 1980). Its strong solvent action renders it particularly useful in the manufacture of films and fibers and as a solvent for polyacrylonitrile, polyvinyl chloride, polyamides, cellulose derivatives and polystyrenes and in coatings and adhesive formulations. Dimethylacetamide dissolves many inorganic salts.

Safety Profile

Moderately toxic by skin contact, inhalation, intravenous, and intraperitoneal routes. Mildly toxic by ingestion. Experimental teratogenic and reproductive effects. A skin and eye irritant. Less toxic than dimethylformamide. Mutation data reported. Combustible when exposed to heat and flame. A moderate explosion hazard. Violent reaction with halogenated compounds (e.g., carbon tetrachloride, hexachlorocyclohexane) when heated above 9OOC. Iron powder catalyzes the reaction so that it initiates at 71OC. When heated to decomposition it emits toxic fumes of NOx

Safety

Dimethylacetamide is used in pharmaceutical preparations as a solvent in parenteral formulations and is generally regarded as a nontoxic material when used as an excipient. Animal toxicity studies indicate that dimethylacetamide is readily absorbed into the bloodstream following inhalation or topical application. Repeated exposure to dimethylacetamide may be harmful and can result in liver damage. High intravenous doses (>400mg/kg/day for 3 days) may be hallucinogenic.
LD50 (rabbit, SC): 9.6g/kg(11) LD50 (rat, IP): 2.75g/kg LD50 (rat, IV): 2.64g/kg LD50 (rat, oral): 4.93g/kg LD50 (mouse, inhalation): 7.2g/kg LD50 (mouse, IP): 2.8g/kg

Carcinogenicity

DMAC was not carcinogenic in rats administered 100, 300, or 1000 mg/kg/day in drinking water for 2 years. Rats and mice were exposed by inhalation to 0, 25, 100, or 350 ppm DMAC for 6 h/day, 5 days/week for 18 months (mice) or 2 years (rats). DMAC was not oncogenic under these conditions in either the rat or the mouse.

Environmental Fate

Chemical/Physical. Releases toxic fumes of nitrogen oxides when heated to decomposition (Sax and Lewis, 1987).

Metabolism

33 mg or 92 mg of 14C-labelled DMAC were given by gavage to two rats. The major urinary components were:60-70% MMAC, 7-10% N -hydroxymethylacetamide, 7- 10%, Acetamide and some residual DMAC. A small proportion of DMAC and its intermediates was hydrolysed and eliminated as Carbon Dioxide.
Twenty male rats were given two subcutaneous injections of 300 mg DMAC, MMAC and Acetamide were found in the urine.
20 rats had 20-80% DMAC solutions (0.12 ml) applied to their backs. The amount of MMAC increased as the solution concentration increased. Recovery ranged from 13% for the 20% solution to 42% for undiluted DMAC (Du Pont, 1988).
These studies show that the major metabolic pathway of DMAC "in vivo" in rats is sequential N-demethylation and elimination from the body.
https://hpvchemicals.oecd.org/ui/handler.axd?id=16564422-daff-4489-8c27-735d3ab0b260

storage

Dimethylacetamide should be stored in an airtight container, protected from light, in a cool, dry place. Dimethylacetamide has an almost unlimited shelf-life when kept in closed containers and under nitrogen. It is combustible.

Purification Methods

Shake the amide with BaO for several days, reflux it with BaO for 1hour, then fractionally distil it under reduced pressure. Store it over molecular sieves. [Beilstein 4 IV 180.]

Incompatibilities

Dimethylacetamide is incompatible with carbon tetrachloride, oxidizing agents, halogenated compounds, and iron. It attacks plastic and rubber. Contact with strong oxidizers may cause fire.

Regulatory Status

Included in the FDA Inactive Ingredients Database (IM injections, IV injections and infusions). Included in parenteral medicines licensed in the UK.

N,N-Dimethylacetamide Preparation Products And Raw materials

Raw materials

CARBON MONOXIDE Chemical equipment Sodium acetate trihydrate Acetyl chloride 5-(Acetamido)-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide
Trimethylamine Acetic acid Bromide Dimethylamine
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Preparation Products

1,2-Dichloropropane Molosultap 1-(5-NITRO-3-THIENYL)ETHAN-1-ONE 1H-PYRROLO[2,3-B]PYRIDINE, 2-METHYL- Cefotaxime sodium
2-(1-HYDROXYLAMINOETHYL)-BENZOTHIOPHENE 2-Acetylbenzo[b]thiophene 3-(Benzofuran-2-yl)-3-oxopropanenitrile ,97% Fluoxetine 1-Naphthalenesulfonyl chloride
5-Acetylindole complex polystyrene high efficiency anticorrosion paint Pergolide 1,3-Dichloropropene Thiocyclam hydrogen oxalate
Cefoperazone 6-(Bromomethyl)-2,4-pteridinediamine hydrobromide 2-ACETYL-3-AMINOTHIOPHENE 4-Hydroxyindole 4'-Phenoxyacetophenone
Diphenylacetylene Phenformin 1-Chloro-2-propanol Flufenamic acid Cefdinir
2-Acetyl pyrrole Cefmenoxime 4-Methoxy-N,6-dimethyl-1,3,5-triazin-2-amine cis-DL-3-(2,2-Dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid 4-Fluoroaniline
main chain liquid crystalling polysiloxane polyurethane 2-Acetylbenzofuran CHROMONE-3-CARBOXALDEHYDE 1-METHYL-1H-IMIDAZOLE-5-CARBOXYLIC ACID 3-METHYLADENINE
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N,N-Dimethylacetamide Suppliers

Global( 906)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
ANJI BIOSCIENCES +91-9000100077 +91-9000100077 Hyderabad, India 430 58 Inquiry
Alkyl Amines Chemicals Limited +91-91-22-24930710 +91-9075727921 Mumbai, India 65 58 Inquiry
Sudarshan Pharma Industries Limited +91-2242221111 +91-9320932107 Maharashtra, India 37 58 Inquiry
Vardhaman P Golechha 9704422000 Telangana, India 294 58 Inquiry
Soham Chemical Industries +91-7016081644 +91-7016081644 Mumbai, India 83 58 Inquiry
ADVENT CHEMBIO PRIVATE LIMITED +91-9821524116 +91-9821524116 Mumbai, India 353 58 Inquiry
oswal chemicals +91-9173644055 +91-9173644055 Gujarat, India 66 58 Inquiry
JSK Chemicals +919879767970 Gujarat, India 3756 58 Inquiry
BASF India Limited +91-2262785600 +91-2262785600 Maharashtra, India 209 58 Inquiry
Cognizant Chemical Pvt Ltd +91-9819500500 +91-9819500500 Maharashtra, India 14 58 Inquiry
Supplier Advantage
ANJI BIOSCIENCES 58
Alkyl Amines Chemicals Limited 58
Sudarshan Pharma Industries Limited 58
Vardhaman P Golechha 58
Soham Chemical Industries 58
ADVENT CHEMBIO PRIVATE LIMITED 58
oswal chemicals 58
JSK Chemicals 58
BASF India Limited 58
Cognizant Chemical Pvt Ltd 58

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N,N-Dimethylacetamide Spectrum

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N,N-Dimethylacetamide, 99+%, for spectroscopy N,N-Dimethylacetamide, 99+%, extra pure N,N-DiMethylacetaMide, for spectroscopy, 99+% 250ML N,N-DiMethylacetaMide, pure, 99% 1LT N,N-DIMETHYLACETAMIDE, ANHYDROUS, 99.8%& N,N-DIMETHYLACETAMIDE, FOR HPLC N,N-DIMETHYLACETAMIDE, FOR UV-SPECTROSCOPY N N-DIMETHYLACETAMIDE DIST. 5 L N,N-DIMETHYLACETAMIDE, FOR PEPTIDE N,N-DIMETHYLACETAMIDE extrapure AR N,N-Dimethylacetamide, Spectrophotometric Grade, 99.5+% N,N-Dimethylacetamide, 99.5% PROPYLENE CHLORIDE Acetyldimeethylamine CBC 510337 N-Acetyldimethylamine DMA N,N-dimethylacetamide B&J brand 4 L N,N-DiMethylacetaMide, 99.5%, Extra Dry, AcroSeal N,N-DiMethylacetaMide, 99.5+%, for analysis DMA Headspace SupraSolv 1 L N,N-DIMETHYLACETAMIDE FOR SYNTHESIS N,N-DiMethylacetaMide, absolute, over Molecular sieve N,N-DiMethylacetaMide, OMniSolv(R) N,N-DiMethylacetaMide, SuperDry, with Molecular sieves, stabilized with 250 ppM BHT, J&KSeal N, N-Dimethylacetamide, Over Molecular Sieves OmniPure? N,N-Dimethylacetamide in Dimethyl Sulfoxide, USP 467 Standard dimethylacetoneamide Dimethylamid kyseliny octove Dimethylamide acetate dimethylamideacetate dimethylamidkyselinyoctove n,n-dimethyl-acetamid n,n-dimethylacetamidesolution(40%orless) NSC 3138 nsc3138 SK 7176 N N-DIMETHYLACETAMIDE DIST. 1 L N,N-DIMETHYLACETAMIDE, ABS., O. MOLEC.-S IEVE (H2O <0.01%) N N-DIMETHYLACETAMIDE ALDRASORB 99.8% N,N-DIMETHYLACETAMIDE 'B&J BRAND' N,N-DIMETHYLACETAMIDE, 99+%, SPECTROPHOT O-METRIC GRADE N,N-DIMETHYLACETAMIDE, REAGENTPLUS, >=99% N,N-DIMETHYLACETAMIDE, STANDARD FOR GC N,N-DIMETHYLACETAMIDE, 99.9+%, HPLC GRAD E N,N-DIMETHYLACETAMIDE GC STANDARD N,N-DimethylacetamideC4H9NO>99% N,N-DimethylacetamideCertified DimethylAcetamideGr N,N-Dimethylacetamide, extra pure, 99.5% N,N-Dimethylacetamide, extra pure, 99+% N,N-Dimethylacetamide, for analysis N,N-Dimethylacetamide, for spectroscopy, 99+% Acetdimethylamide Acetic acid dimethylamide N,N-Dimethylacetamide U-5954 N,N-Dimethylacetamide, HPLC Grade, 99.5+%