Ethyl xanthate

HCID 8823

Notes Reactions

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Basic information

CAS: 151-01-9
Standard SMILES: CCOC(=S)S
InChIKey: ZOOODBUHSVUZEM-UHFFFAOYSA-N
Molecular formula: C3H6OS2
Average molar mass: 122.21 g/mol
Monoisotopic mass: 121.98600681

Overview

structure in first source

Names & identifiers

Preferred name: Ethyl xanthate
IUPAC: ethoxymethanedithioic acid
English name: O-ethyl hydrogen dithiocarbonate
Molecular formula: C3H6OS2
Molecular weight: 122.21

Names & synonyms

ETHYLXANTHATEEthyl xanthogenateEthyl xanthateEthylxanthic acid151-01-9Ethoxydithioformic acidEthylxanthogenic acidXanthic acid, ethyl-O-Ethyl dithiocarbamateO-Ethyl dithiocarbonateXanthogenic acid, ethyl-Carbonic acid, dithio-, O-ethyl ester

Show more names

ETHYLXANTHOGENATEBrn 1740597Einecs 205-780-8ethyl dithiocarbonateCarbonodithioic acid O-ethyl

B7B55M6MK1RefChem:596809205-780-8XanthateXanthogenic acidO-Ethyl hydrogen dithiocarbonateethoxymethanedithioic acidCarbonodithioic acid, O-ethyl ester

Database identifiers

CAS: 151-01-9
PubChem CID: 8823
DTXSID: DTXSID3045063
ChEMBL: CHEMBL3039661
UNII: B7B55M6MK1
EC Number: 205-780-8
Nikkaji: J5.860B

Properties

Computed structural properties

XLogP: 1.7
Topological polar surface area: 42.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 6
Formal charge: 0
Complexity: 52.8

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Sulfur Compounds

Color/FormLIQUID

SolubilitySLIGHTLY SOL IN WATER

Melting PointFREEZING POINT -53 °C

Physical DescriptionLiquid; [HSDB]

Stability/Shelf LifeUNSTABLE

Physicochemical properties

Melting point: 140 °C · 140 °C
Boiling point: 197.67 °C · 197.67°C (rough estimate)
Density: 1.194 · 1.194 (estimate)
refractive index: 1.57 · 1.5700 (estimate)
pka: 3.19 · 3.19±0.60(Predicted)
EWG's Food Scores: 1 · 1
FDA UNII: 7 B55M6MK1 · B7B55M6MK1
EPA Substance Registry System: Carbonodithioic acid, O-ethyl ester (151-01-9)
TSCA: TSCA listed
Hazardous Substances Data: 151 · 151-01-9(Hazardous Substances Data)

Safety & regulation

Hazard information

Hazards SummaryMay react with water or moisture producing carbon disulfide; [CAMEO] See Carbon disulfide.

Safety & protection

Cleanup MethodsXANTHATE REMOVAL BY OXIDATION ON POROUS CARBON GRAPHITE ANODES.

Toxicology

Interactions · 3 items

THE EFFECT OF POTASSIUM ETHYLXANTHOGENATE ON THE PENTOBARBITAL (40 MG/KG, BODY WT IV) SLEEPING TIME, PHARMACOKINETICS, AND METABOLISM WERE STUDIED IN COMPARATIVE EXPERIMENTS ON MALE ALBINO MICE. POTASSIUM ETHYLXANTHOGENATE CAUSED AN ALMOST TWO-FOLD DECR IN ELIMINATION RATE CONSTANT OF PLASMA PENTOBARBITAL. POTENTIATING EFFECT OF POTASSIUM ETHYLXANTHOGENATE ON PENTOBARBITAL SLEEPING TIME IS MAINLY DUE TO INHIBITION OF PENTOBARBITAL LIVER METABOLISM.

GAMMA-AMINOBUTYRIC ACID CONTAINING PREPN NOT ONLY RESTORE THE ETHYL XANTHATE-CAUSED PHYSIOLOGICAL AND BIOCHEMICAL METABOLIC CHANGES OF SOME BIOGENIC AMINES AND AMINO ACIDS BUT TO A DEFINITE DEGREE PREVENTED THE DEVELOPMENT OF THESE CHANGES IN ANIMALS.

INFLUENCE ON THE DRUG METABOLISM POTASSIUM ETHYLXANTHOGENATE ON THE ANILINE TOXICITY, METHEMOGLOBIN FORMATION AND ANILINE-HYDROXYLASE ACTIVITY INCR ANILINE TOXICITY IN WHITE MALE RATS AND INHIBITED ANILINE-HYDROXYLASE ACTIVITY.

Non-Human Toxicity Excerpts · 2 items

WHITE RATS CHRONICALLY EXPOSED BY INHALATION TO ETHYL XANTHATE REVEALED HIGHER FREQUENCY OF CHROMOSOMAL REARRANGEMENTS IN LYMPHOCYTES OF PERIPHERAL BLOOD THAN CONTROLS.

THE OBJECTIVE OF THIS STUDY WAS TO ESTABLISH THE 96 HR MEDIAN LETHAL CONCN OF ETHYLXANTHATE IN RAINBOW TROUT.

Safety data

tsca: TSCA listed
Hazardous Substances Data: 151-01-9(Hazardous Substances Data)

Chemistry & industry

Pharmacology

MeSH Pharmacological ClassificationSubstances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection.

Uses & manufacturing

General Manufacturing Information · 2 items

Carbonodithioic acid, O-ethyl ester: INACTIVE

XANTHIC ACID: A SUBSTITUTED DITHIOCARBONIC ACID OF THE TYPE ROC(S)SH, IN WHICH R IS ORDINARILY AN ALKYL RADICAL. UNLESS OTHERWISE DESIGNATED, XANTHIC ACID IS UNDERSTOOD TO BE THE ETHYL DERIV, ALSO CALLED ETHYLXANTHIC ACID.