Welcome to LookChem.com Sign In|Join Free
  • or
Home > Products >  > 

N,N-Diethylchloroacetamide

Related Products

Hot Products

Name

N,N-Diethylchloroacetamide

EINECS 219-019-2
CAS No. 2315-36-8 Density 1.043 g/cm3
PSA 20.31000 LogP 1.09360
Solubility soluble in water Melting Point 58 °C
Formula C6H12ClNO Boiling Point 236.8 °C at 760 mmHg
Molecular Weight 149.62 Flash Point 77 °C
Transport Information UN 2810 Appearance clear brown liquid
Safety 45-38-36/37/39-28A-26-28-36 Risk Codes 36/37/38-26-21/22-20/21/22
Molecular Structure Molecular Structure of 2315-36-8 (N,N-Diethylchloroacetamide) Hazard Symbols VeryT+, HarmfulXn
Synonyms

2-(Diethylamino)-2-oxoethylchloride;2-Chloro-N,N-diethylacetamide;CDEA;Chloro-N,N-diethylacetamide;N,N-Diethyl-2-chloroacetamide;N-(2-Chloroacetyl)diethylamine;N-(Chloroacetyl)diethylamine;NSC 1726;a-Chloro-N,N-diethylacetamide;

Article Data 53

N,N-Diethylchloroacetamide Synthetic route

109-89-7

diethylamine

79-04-9

chloroacetyl chloride

2315-36-8

2-Chloro-N,N-diethylacetamide

Conditions
ConditionsYield
In dichloromethane; water at 5℃; Temperature; Solvent;100%
With triethylamine In dichloromethane at 0℃;99%
With triethylamine In 1,2-dichloro-ethane at 10 - 20℃; for 3h; Cooling with ice;95%
4960-82-1

dichlorodiacetamide

109-89-7

diethylamine

2315-36-8

2-Chloro-N,N-diethylacetamide

Conditions
ConditionsYield
With benzene
686-10-2

N,N-diethyl-1,2,2-trichlorovinylamine

2315-36-8

2-Chloro-N,N-diethylacetamide

Conditions
ConditionsYield
(i) nBuLi, (ii) H2O; Multistep reaction;
13348-14-6

2-diethylamino-4,5-dimethyl-2,2-dipropoxy-2λ5-[1,3,2]dioxaphosphole

541-88-8

Chloroacetic anhydride

2315-36-8

2-Chloro-N,N-diethylacetamide

109538-22-9

diethyl-(1,2-dichloro-vinyl)-amine

NaHCO3

NaHCO3

2315-36-8

2-Chloro-N,N-diethylacetamide

109-89-7

diethylamine

79-11-8

chloroacetic acid

2315-36-8

2-Chloro-N,N-diethylacetamide

Conditions
ConditionsYield
Stage #1: chloroacetic acid With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 0.5h;
Stage #2: diethylamine With dmap In dichloromethane at 20℃;
109-89-7

diethylamine

79-04-9

chloroacetyl chloride

A

chloroamide

chloroamide

B

2315-36-8

2-Chloro-N,N-diethylacetamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine
22118-09-8

2-bromoacetyl chloride

109-89-7

diethylamine

A

2430-01-5

2-bromo-N,N-diethylacetamide

B

2315-36-8

2-Chloro-N,N-diethylacetamide

Conditions
ConditionsYield
In dichloromethane at -25 - 20℃; for 3.5h;
2315-36-8

2-Chloro-N,N-diethylacetamide

78258-15-8

N,N-diethyl-2-iodoacetamide

Conditions
ConditionsYield
With sodium iodide In acetone for 48h;100%
With sodium iodide In acetone for 0.25h; Heating;
With sodium iodide In tetrahydrofuran; N,N-dimethyl-formamide for 1h; Substitution; Heating;
Multi-step reaction with 2 steps
1: 4 h / 0 - 20 °C
2: iodine
View Scheme

ethyl 2-methylene-6-(tert-butyldimethylsilyl)-5,6-epoxy-(Z)-3-hexenoate

2315-36-8

2-Chloro-N,N-diethylacetamide

(1S,2S)-1-[(1Z,3E)-4-(tert-Butyl-dimethyl-silanyloxy)-buta-1,3-dienyl]-2-diethylcarbamoyl-cyclopropanecarboxylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: 2-Chloro-N,N-diethylacetamide With lithium diisopropyl amide In tetrahydrofuran at -80℃; for 0.333333h;
Stage #2: ethyl 2-methylene-6-(tert-butyldimethylsilyl)-5,6-epoxy-(Z)-3-hexenoate In tetrahydrofuran at -80℃; for 0.25h;
100%

N,N-Diethylchloroacetamide Consensus Reports

Reported in EPA TSCA Inventory.

N,N-Diethylchloroacetamide Specification

The IUPAC name of N,N-Diethylchloroacetamide is 2-chloro-N,N-diethylacetamide. With the CAS registry number 2315-36-8, it is also named as Diethylamid kyseliny chloroctove. The product's categories are Industrial / Fine Chemicals; Amide; Amide Organic Building Blocks; Carbonyl Compounds; Herbicides; Pesticides & Metabolites. It is clear brown liquid which is highly toxic. When heated to decomposition it emits very toxic fumes of Cl and NOx. So the storage environment should be well-ventilated, low-temperature and dry. Keep N,N-Diethylchloroacetamide separate from raw materials of food.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.55; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.55; (4)ACD/LogD (pH 7.4): 0.55; (5)ACD/BCF (pH 5.5): 1.54; (6)ACD/BCF (pH 7.4): 1.54; (7)ACD/KOC (pH 5.5): 47.37; (8)ACD/KOC (pH 7.4): 47.37; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.449; (13)Molar Refractivity: 38.44 cm3; (14)Molar Volume: 143.3 cm3; (15)Polarizability: 15.24×10-24 cm3; (16)Surface Tension: 31.6 dyne/cm; (17)Enthalpy of Vaporization: 47.36 kJ/mol; (18)Vapour Pressure: 0.0465 mmHg at 25°C; (19)Rotatable Bond Count: 3; (20)Exact Mass: 149.060742; (21)MonoIsotopic Mass: 149.060742; (22)Topological Polar Surface Area: 20.3; (23)Heavy Atom Count: 9; (24)Complexity: 91.1.

Preparation of N,N-Diethylchloroacetamide: It can be obtained by diethylamine and chloroacetyl chloride. This reaction needs reagents aq. NaOH, NH3 and solvent 1,2-dichloro-ethane at temperature of -15--10 °C. The reaction time is 45 min.

Uses of N,N-Diethylchloroacetamide: It is used as intermediate of pharmaceutical and as raw material of polyurethane additive. It is also used in organic synthesis. For example: it can react with phosphorous acid triethyl ester to get (diethylcarbamoyl-methyl)-phosphonic acid diethyl ester. This reaction must react at temperature of 180 °C for 8 hours. The yield is 84.2%.

When you are using this chemical, please be cautious about it as the following:
It is not only harmful by inhalation, in contact with skin and if swallowed, but also irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. After contact with skin, wash immediately with plenty of soap-suds. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of insufficient ventilation, wear suitable respiratory equipment. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure. 
1. SMILES:ClCC(=O)N(CC)CC
2. InChI:InChI=1/C6H12ClNO/c1-3-8(4-2)6(9)5-7/h3-5H2,1-2H3
3. InChIKey:CQQUWTMMFMJEFE-UHFFFAOYAF

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LC50 inhalation 175mg/m3/4H (175mg/m3) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 35(6), Pg. 36, 1991.
mouse LC50 inhalation 270mg/m3/2H (270mg/m3) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 35(6), Pg. 36, 1991.
mouse LD50 oral 226mg/kg (226mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 35(6), Pg. 36, 1991.
rat LC50 inhalation 315mg/m3/4H (315mg/m3) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 35(6), Pg. 36, 1991.
rat LD50 oral 500mg/kg (500mg/kg)   Residue Reviews. Vol. 10, Pg. 97, 1965.
rat LD50 skin 980mg/kg (980mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 33(2), Pg. 51, 1989.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 2315-36-8