N,N-DIETHYLCARBAMYL CHLORIDE

PRODUCT IDENTIFICATION

CAS NO. 88-10-8

N,N-DIETHYLCARBAMYL CHLORIDE

EINECS NO. 201-798-5
FORMULA

(C2H5)2NCOCl

MOL WT. 135.59
H.S. CODE  

TOXICITY

Oral rat LD50: 2700 mg/kg
SYNONYMS Diethyl carbamyl chloride; Diethyl carbamic chloride;
cloruro de dietilcarbamoílo (Spanish); Chlorure de diéthylcarbamoyle (French); Diethyl Carbamidoyl chloride; Diethylcarbamoyl chloride;

SMILES

 

CLASSIFICATION

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE

Clear to slightly greyish liquid

MELTING POINT -32 C
BOILING POINT 121 - 123 C at 133 mm Hg
SPECIFIC GRAVITY 1.07
SOLUBILITY IN WATER Decomposes
pH

 

VAPOR DENSITY 4.1

AUTOIGNITION

 

REFRACTIVE INDEX

 

NFPA RATINGS

Health: 3 Flammability: 0 Reactivity: 0
FLASH POINT

170 C

STABILITY Stable under ordinary conditions. Moisture Sensitive.

DESCRIPTION AND APPLICATIONS

Acyl is a radical formed from an organic acid by removal of a hydroxyl group. The general formula of acyl compound is RCO-. Acyl halide is one of a large group of organic substances containing the halocarbonyl group, have the general formula RCO·X, where X is a halogen atom (fluorine, chlorine, bromine, iodine, and astatine) and R may be aliphatic, alicyclic, aromatic, and H etc. In substitutive chemical nomenclature, their names are formed by adding '-oyl' as a suffix to the name of the parent compound; ethanoyl chloride, CH3COCl, is an example. The terms acyl and aroyl halides refer to aliphatic or aromatic derivatives, respectively. Acyl halides are made by replacing the -OH group in carboxylic acids by halogen using halogenating agents. They react readily with water, alcohols, and amines and are widely used in organic synthetic process whereby the acyl group is incorporated into the target molecules by substitution of addition-elimination sequence called acylation reaction.  Acylation reaction involves substitution by an electron donor (nucleophile) at the electrophilic carbonyl group (C=O). Common nucleophiles in the acylation reaction are aliphatic and aromatic alcohols, both of which give rise to esters and amines (RNH2) which give amides. The carboxylic acid (X = OH) itself can function as an acylating agent when it is protonated by a strong acid catalyst as in the direct esterification of an alcohol. Two common acylation agents, with the general formula RCOX, are acid halides (X = halogen atom) and anhydrides (X = OCOR). Schotten-Baumann reaction is an acylation reaction that uses an acid chloride in the presence of dilute alkali to acylate the hydroxyl and amino group of organic compounds. There are also other acylating agents. Diethylcarbamoyl chloride, N containing acid halide, is a clear to pale yellow liquid; miscible with almost all common aprotic solvents. It hydrolysis with water slowly. It is used in the production of organic peroxides, pharmaceuticals, pesticides, dyes. Carbamic acid is a compound of chemical formula H2NCOOH. But it exists only in the form of carbamate (its salt or ester), carbamide (amide) and carbamoyl (acyl radical). Carbamates , with general formula -NH(CO)O-, have functional groups next to the carbonyl group. Carbamate is formed when a carbon dioxide reacts with the amino group the COO- group is a resonance structure. Carbamate structure inhibits cholinesterase and many insecticides and parasiticides contain carbamate fuctional group. Carbamate is a poisonous ingredient in insecticide. Other common examples of poisonous ingredients in insecticide include organophosphates and dichlorobenzenes. It is highly toxic to human also. Heavy exposure to IT can cause carbamate poisoning. Natural carbamide (urea) can be found in protein metabolism in urine. Carbamoyl is the radical NH2CO-, also called carbamyl. It is a radical formed from an organic acid by removal of a hydroxyl group. It is involved in the biosynthesis of the pyrimidine ring. Carbamoyl compounds, such as salicylamides, are important for the preparation of pharmaceutical products, pesticides, dyes, and biosynthesis researches.
SALES SPECIFICATION

APPEARANCE

Clear to slightly greyish liquid

ASSAY

99.0% min

COLOR, APHA

50 max

TRANSPORTATION
PACKING 200kgs in drum
HAZARD CLASS 8 (Packing group: II)
UN NO. 3265
OTHER INFORMATION
Hazard Symbols: XN C, Risk Phrases: 20/22-34-40, Safety Phrases: 26-28A-36/37-45