Diethylcarbamoyl chloride

HCID 6916CAS 88-10-8

Basic information

Standard SMILES
CCN(CC)C(=O)Cl
InChIKey
OFCCYDUUBNUJIB-UHFFFAOYSA-N
Molecular formula
C5H10ClNO
Average molar mass
135.59 g/mol
Monoisotopic mass
135.04509162

Overview

structure

Names & identifiers

Preferred name
Diethylcarbamoyl chloride
IUPAC
N,N-diethylcarbamoyl chloride
English name
Diethylcarbamyl chloride
Molecular formula
C5H10ClNO
Molecular weight
135.59

Names & synonyms

DIETHYLCARBAMOYL CHLORIDE88-10-8Diethylcarbamyl chlorideN,N-Diethylcarbamoyl chlorideCarbamic chloride, diethyl-Diethylcarbamic chlorideDiethylchloroformamideCarbamoyl chloride, diethyl-N,N-DiethylchloroformamideCarbamidoyl chloride, diethyl-DTXSID0052598Diethylamid kyseliny chlormravenci
Show more names
DECCC5H10ClNON, 97.0%(GC&TN, 97.0%(GC&T)Diethylcarbamyl chlodiethyl-carbamicchlorid
5RIV1U6H5WCarbamic chloride, N,N-diethyl-NSC-223067DTXCID1031171RefChem:133482201-798-5N,N-Diethylcarbamyl chlorideN,N-diethylcarbamic chloride

Database identifiers

CAS
88-10-8
PubChem CID
6916
DTXSID
DTXSID0052598
ChEMBL
CHEMBL3559788
UNII
5RIV1U6H5W
EC Number
201-798-5
Nikkaji
J33.934B

Properties

Computed structural properties

XLogP
1.4
Topological polar surface area
20.3 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
2
Heavy atoms
8

Experimental & physicochemical properties

Chemical Classes · 2 items

Toxic Gases & Vapors -> Acid Halides

Flammable agents - 2nd degree

SpringerMaterials PropertiesNuclear quadrupole resonance spectroscopy
Color/FormLiquid
SolubilitySOL IN WATER
Flash Point · 2 items

163 - 172 °C

325-342 °F (OPEN CUP)

Boiling Point186 °C

Physicochemical properties

Melting point
32 °C · −32 °C(lit.)
Boiling point
117 · 117-123 °C133 mm Hg(lit.)
Density
1.07 g/mL · 1.07 g/mL at 25 °C(lit.)
refractive index
20 · n20/D 1.451(lit.)
Flash point
167 °F · 167 °F
storage temp.
2 · Inert atmosphere,2-8°C

Safety & regulation

GHS classification

GHS Classification · 6 items

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P203, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Hazard information

Regulatory Information · 2 items

Status: Active Update: 19-06-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/19790

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Hazards Summary · 1 item

A skin, eye, and respiratory tract irritant; Harmful by ingestion and inhalation; [eChemPortal: ESIS] Intraperitoneal LD50 (mouse) = 750 mg/kg; [HSDB] Reacts violently with water; An irritant; [MSDSonline] Could be carcinogenic for man but not conclusive because of insufficient data; [MAK] See Dimethyl carbamoyl chloride.

NFPA Hazard Classification · 4 items

2 - Materials that, under emergency conditions, can cause temporary incapacitation or residual injury.

1 - Materials that must be preheated before ignition can occur. Materials require considerable preheating, under all ambient temperature conditions, before ignition and combustion can occur.

2 - Materials that readily undergo violent chemical changes at elevated temperatures and pressures.

W - No water: Materials that react violently or explosively with water.

Toxic Combustion ProductsWHEN HEATED TO DECOMP, EMITS HIGHLY TOXIC FUMES OF /CHLORIDE AND NITROGEN OXIDES/.
Hazard Classes and Categories · 4 items

Acute Tox. 4 (100%)

Carcinogenicity - category 2

Flammable agents - 2nd degree, Reactive agents - 2nd degree

Carc. 2

Hazardous Reactivities and IncompatibilitiesREACTS WITH WATER OR STEAM TO PRODUCE TOXIC & CORROSIVE FUMES.

Safety & protection

Disposal Methods · 1 item

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Toxicology

Adverse EffectsToxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors.
Human Toxicity ExcerptsSTUDY OF PERSONS EXPOSED TO DIETHYLCARBAMOYL CHLORIDE & DIMETHYLCARBOMYL CHLORIDE FOR 4-10 YR SHOWED A STATISTICALLY INSIGNIFICANT NUMBER OF CHROMOSOME ABERRATIONS WHEN COMPARED TO UNEXPOSED CONTROL GROUPS.
Non-Human Toxicity Excerpts · 2 items

AUTORADIOGRAPHIC IDENTIFICATION OF UNSCHEDULED DNA SYNTH (UDS) IN CULTURES OF RAT HEPATOCYTES PROPOSED AS PREDICTIVE TEST FOR MUTAGENS/CARCINOGENS. CONCN USED FOR QUANTIFICATION: 500 NMOLES/ML; NUCLEAR GRAIN COUNTS 0.8 +/- 1.5; CONTROL 0.5 +/- 1.0. RESULTS: NEGATIVE.

MUTAGENICITY OF DIMETHYLCARBAMOYL CHLORIDE & DIETHYLCARBAMOYL CHLORIDE IN 2 STRAINS OF ESCHERICHIA COLI WAS STUDIED. DIETHYYLCARBAMOYL CHLORIDE WAS A SOMEWHAT WEAKER MUTAGEN THAN DIMETHYLCARBAMOYL CHLORIDE.

Antidote and Emergency Treatment · 2 items

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poison A and B/

Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poison A and B/

Toxicity DataLCLo (rat) = 159 ppm/7h
Non-Human Toxicity ValuesLD50 Mouse ip 750 mg/kg

Safety data

PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
1
tsca
TSCA listed
rtecs
FD4025000
ridadr
UN 3265 8/PG 3
hs_code
29241990

Chemistry & industry

Uses & manufacturing

Uses · 2 items

Used as an intermediate in the synthesis of herbicides; [HSDB]

INTERMEDIATE IN SYNTHESIS OF HERBICIDES

Methods of ManufacturingDiethylamine + phosgene (phosgenation)
General Manufacturing InformationCarbamic chloride, N,N-diethyl-: ACTIVE
Applications · 2 items

DescriptionDiethylcarbamoyl chloride is a colorless liquid.Molecular weight=135.61; Boiling point=186-190℃;Melting point=244; Flash point=163-172℃. HazardIdentification (based on NFPA-704 M Rating System):Health 2, Flammability 1, Reactivity 2. Soluble in water(reactive).

UsesIt is used in the production of pharma ingredients. It is a reagent in the synthesis of S-Methyl-N,N-diethylthiocarbamate Sulfoxide, which is an oxygenated metabolite of Disulfiram (Antabuse) that is capable of in vitro inactivation of liver mitochondrial aldehyde dehydrogenase.

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
上海伟聂化工科技有限公司13046668259 · [email protected]

Related reactions

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