HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethylcarbamoyl chloride
Diethylcarbamic chloride · DIETHYLCARBAMOYL CHLORIDE · DECC · N,N-Diethylcarbamoyl chloride · C5H10ClNO · N, 97.0%(GC&T · ) · Diethylcarbamyl chlo
Identifiers & Physical Properties
| CAS No. | 88-10-8 |
|---|---|
| Molecular formula | C5H10ClNO |
| Average molar mass | 135.59 g/mol |
| Monoisotopic mass | 135.04509162 g/mol |
| SMILES | CCN(CC)C(=O)Cl |
| InChIKey | OFCCYDUUBNUJIB-UHFFFAOYSA-N |
| PubChem CID | 6916 |
| ChEMBL | CHEMBL3559788 |
| EC No. | 201-798-5 |
| DTXSID | DTXSID0052598 |
Chemical & Physical Properties
| XLogP | 1.4 |
|---|---|
| Topological polar surface area | 20.3 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 1 |
| Rotatable bonds | 2 |
| Heavy atoms | 8 |
| Formal charge | 0 |
| Complexity | 80.5 |
| Chemical classes | Toxic Gases & Vapors -> Acid HalidesFlammable agents - 2nd degree |
| SpringerMaterials Properties | Nuclear quadrupole resonance spectroscopy |
| Color/Form | Liquid |
| Solubility | SOL IN WATERChloroform (Soluble), Methanol (Slightly)HYDROLYSIS |
| Flash point | 163 - 172 °C325-342 °F (OPEN CUP)167 °F |
| Boiling point | 186 °C117-123 °C133 mm Hg(lit.) |
| Decomposition | WHEN HEATED TO DECOMP, EMITS HIGHLY TOXIC FUMES OF /HYDROGEN CHLORIDE AND NITROGEN OXIDES/. |
| Melting point | -32 °C−32 °C(lit.) |
| Vapor density | 4.1 (Air= 1) |
| Vapor pressure | 0.72 [mmHg] |
| Physical Description | Liquid[HSDB] Colorless liquid[MSDSonline] |
| Other Experimental Properties | Decomp in hot water or hot alcohol. |
| Density | 1.07 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.451(lit.) |
| Storage conditions | Inert atmosphere,2-8°C |
| Physical state | Liquid |
| pKa (acidity coefficient) | -1.85±0.70(Predicted) |
| Color | Clear |
| Specific gravity | 1.070 |
| Sensitivity | Moisture Sensitive |
| BRN | 506687 |
| Stability | Moisture Sensitive |
| InChI | 1S/C5H10ClNO/c1-3-7(4-2)5(6)8/h3-4H2,1-2H3 |
| InChIKey | OFCCYDUUBNUJIB-UHFFFAOYSA-N |
| SMILES | CCN(CC)C(Cl)=O |
| CAS DataBase Reference | 88-10-8(CAS DataBase Reference) |
| EWG's Food Scores | 2-3 |
| FDA UNII | 5RIV1U6H5W |
| NIST Chemistry Reference | Carbamic chloride, diethyl-(88-10-8) |
| EPA Substance Registry System | Diethylcarbamoyl chloride (88-10-8) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
| GHS pictogram | GHS07,GHS08 |
| Signal word | Warning |
| GHS hazard statements | H302+H332-H315-H319-H335-H351 |
| GHS precautionary statements | P202-P301+P312-P302+P352-P304+P340+P312-P305+P351+P338-P308+P313 |
| Target organs | Respiratory system |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter |
| Hazard symbols | Xn |
| Risk statements (R) | 20/22-36/37/38-40 |
| Safety statements (S) | 26-36/37 |
| UN transport number | UN 3265 8/PG 3 |
| Water hazard class (WGK) | 1 |
| RTECS number | FD4025000 |
| TSCA inventory status | TSCA listed |
| Hazard class | 8Acute Tox. 4 InhalationAcute Tox. 4 OralCarc. 2Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
| Packing group | II |
| Customs code | 29241990 |
| Storage class | 10 - Combustible liquids |
| Hazardous substances data | 88-10-8(Hazardous Substances Data) |
| REACH registrations | Active |
| Limited quantities | 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L) |
Safety & Regulations
| GHS classification | WarningH302: 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)H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral] |
|---|---|
| Regulatory information | Status: Active Update: 19-06-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/19790The 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 | A skin, eye, and respiratory tract irritantHarmful by ingestion and inhalation[eChemPortal: ESIS] Intraperitoneal LD50 (mouse) = 750 mg/kg[HSDB] Reacts violently with waterAn irritant[MSDSonline] Could be carcinogenic for man but not conclusive because of insufficient data[MAK] See Dimethyl carbamoyl chloride. |
| NFPA Hazard Classification | 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 Products | WHEN HEATED TO DECOMP, EMITS HIGHLY TOXIC FUMES OF /CHLORIDE AND NITROGEN OXIDES/. |
| Hazard Classes and Categories | Acute Tox. 4 (100%)Carcinogenicity - category 2Flammable agents - 2nd degree, Reactive agents - 2nd degreeCarc. 2 |
| Hazardous Reactivities and Incompatibilities | REACTS WITH WATER OR STEAM TO PRODUCE TOXIC & CORROSIVE FUMES. |
| Disposal methods | 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. |
| Adverse effects | Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors. |
| Human Toxicity Excerpts | STUDY 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 | 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/MLNUCLEAR GRAIN COUNTS 0.8 +/- 1.5CONTROL 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 | 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 Data | LCLo (rat) = 159 ppm/7h |
| Non-Human Toxicity Values | LD50 Mouse ip 750 mg/kg |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter |
| Water hazard class (WGK) | 1 |
| TSCA inventory status | TSCA listed |
| RTECS number | FD4025000 |
| UN transport number | UN 3265 8/PG 3 |
| Customs code | 29241990 |
| Risk statements (R) | 20/22-36/37/38-40 |
| Signal word | Warning |
| GHS pictogram | GHS07,GHS08 |
| Hazard symbols | Xn |
| Safety statements (S) | 26-36/37 |
| Hazard class | 8Acute Tox. 4 InhalationAcute Tox. 4 OralCarc. 2Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
| Storage class | 10 - Combustible liquids |
| Packing group | II |
| Target organs | Respiratory system |
| GHS hazard statements | H302+H332-H315-H319-H335-H351 |
| Limited quantities | 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L) |
| REACH registrations | Active |
| GHS precautionary statements | P202-P301+P312-P302+P352-P304+P340+P312-P305+P351+P338-P308+P313 |
| Hazardous substances data | 88-10-8(Hazardous Substances Data) |
Applications & Uses
Description
Diethylcarbamoyl 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).
Uses
It 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.