N,N'-Diethylthioharnstoff

N,N'-Diethylthiourea

HCID 2735009CAS 105-55-5

Grundinformationen

Standard-SMILES
CCNC(=S)NCC
InChIKey
FLVIGYVXZHLUHP-UHFFFAOYSA-N
Summenformel
C5H12N2S
Durchschnittliche Molmasse
132,23 g/mol
Monoisotopische Masse
132,07211938

Überblick

Buff solid or white powder. (NTP, 1992)

Namen und Bezeichner

Bevorzugter Name
N,N'-Diethylthiourea
IUPAC
1,3-diethylthiourea
Lokaler Name
N,N'-Diethylthioharnstoff
Englischer Name
N,N'-Diethylthiourea
Summenformel
C5H12N2S
Molmasse
132.23

Namen und Synonyme

N,N'-DIETHYLTHIOUREA105-55-51,3-Diethyl-2-thiourea1,3-DiethylthioureaThiourea, N,N'-diethyl-N,N-Diethyl-2-thioureaCCRIS 243DTXSID8020466HSDB 4106UNII-J2RDK7O9MZJ2RDK7O9MZEINECS 203-308-5
Weitere Namen anzeigen
DETUDIETHYL THIOUREAu15030U 15030THIATE HpennzoneeNCI-C03816Pennzone Eu15030[qr]usafek-1803
N,N'-Diethylthiourea (sym)BRN 0773905CHEBI:82448AI3-14636NSC-3507DTXCID40466EC 203-308-54-04-00-00375 (Beilstein Handbook Reference)

Datenbank-Bezeichner

CAS
105-55-5
PubChem CID
2735009
DTXSID
DTXSID8020466
ChEMBL
CHEMBL1611590
ChEBI
CHEBI:82448
UNII
J2RDK7O9MZ
EC Number
203-308-5
Nikkaji
J22.148A

Eigenschaften

Berechnete Struktureigenschaften

XLogP
0,6
Polarare Oberfläche (TPSA)
56,2 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
2
Schwere Atome
8

Experimentelle und physikochemische Eigenschaften

Chemical ClassesNitrogen Compounds -> Thiourea Compounds
SpringerMaterials PropertiesDiamagnetic susceptibility
LogP · 2 Einträge

log Kow= 0.57

0.57

Color/FormBUFF SOLID
Solubility · 2 Einträge

1 to 5 mg/mL at 68 °F (NTP, 1992)

SLIGHTLY SOL IN WATER; SOL IN METHANOL, ETHER, ACETONE, BENZENE, & ETHYL ACETATE; INSOL IN GASOLINE.

Boiling PointDecomposes (NTP, 1992)

Physikochemische Eigenschaften

Schmelzpunkt
76 · 76-78 °C(lit.)
Siedepunkt
245 °C · 245°C (estimate)
Dichte
1 · 1,12 g/cm3
Dampfdruck
0.001 Pa · 0.001Pa at 25℃
Brechungsindex
1.53 · 1.5300 (estimate)
Flammpunkt
186 °C · 186 °C

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 8.1% (29 of 359) of reports.

Danger

H302+H312 (43.7%): Harmful if swallowed or in contact with skin [Warning Acute toxicity, oral; acute toxicity, dermal]

P203, P260, P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P302+P352, P304+P340, P305+P354+P338, P317, P318, P319, P321, P330, P333+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 359 reports by companies from 22 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: Thiourea, N,N'-diethyl-

Thiourea, N,N'-diethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Thiourea, N,N'-diethyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 16-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/12736

1,3-Diethyl-2-thiourea: Does not have an individual approval but may be used under an appropriate group standard

Fire HazardsFlash point data are not available for this chemical, but it is probably combustible. (NTP, 1992)
Health HazardsACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes. (NTP, 1992)
Hazards SummaryA strong skin sensitizer; [HSDB] An irritant; [MSDSonline]
Reactive GroupAmides and Imides
Special ReportsDHEW/NCI; Bioassay of N,N-Diethylthiourea for Possible Carcinogenicity (1979) Technical Rpt Series No. 149 DHEW Pub No. (NIH) 79-1705

Sicherheit und Schutzausrüstung

Fire FightingFires involving this compound should be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 Eintrag

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 Eintrag

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Protective Action Criteria (PAC) · 3 Einträge

0.95 [mg/m3]

10 [mg/m3]

63 [mg/m3]

Personal Protective Equipment (PPE) · 1 Eintrag

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with a combination filter cartridge, i.e. organic vapor/acid gas/HEPA (specific for organic vapors, HCl, acid gas, SO2 and a high efficiency particulate filter). (NTP, 1992)

Toxikologische Informationen

Interactions · 1 Eintrag

The effects of combined administration of three carcinogens in male F344 rats were investigated. The analysis of additive or synergistic effects was performed by comparing data for simultaneous and individual treatment at dose levels of one third of the reported TD50 values in rats. 2,4-Diaminoanisole sulfate, N,N'-diethylthiourea, and 4,4'-thiodianiline were administered alone or in combination in the diet at 610, 200, and 46 ppm levels, respectively, for a 52 wk period. The resultant incidence of thyroid adenocarcinomas in the combined treatment group was significantly higher than those in each individual treatment groups, 18/18 versus 0/21 (2,4-diaminoanisole sulfate), 1/21 (N,N'-diethylthiourea), and 2/20 (4,4'-thiodianiline). Hepatocellular carcinomas occurred in 9/18 and lung adenomas in 6/18 of those receiving the combined treatment. Hepatocellular carcinomas occurred in 3/20 and lung adenomas in 4/20 treated with 4,4'-thiodianiline. It was concluded that the three carcinogens exert apparent synergism in thyroid carcinogenesis when administered simultaneously.

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: The estimated Koc(1,SRC) indicates that N,N-diethylthiourea may be highly mobile in soil(3). The estimated low value for Henry's Law constant(3) suggests that volatilization of N,N-diethylthiourea from moist soil would not be important(SRC).

AQUATIC FATE: Thiourea was found to be stable towards hydrolysis and photolysis(1). Therefore, hydrolysis and photolysis of N,N-diethylthiourea, which is structurally similar to thiourea, may not be important(SRC). Based on the estimated low value of 49(2,SRC) for Koc, adsorption of N,N-diethylthiourea to suspended solids and sediment should not be important and N,N-diethylthiourea should be present mostly in the aquatic phase in water(SRC). The estimated BCF value of 2(2,SRC) indicates that N,N-diethylthiourea would not bioconcentrate in aquatic organisms in water. Based on the estimated value of Henry's Law constant of 6.85X10-8 atm-cu m/mole at 25 °C(3) and the volatility characteristics associated with H(2), volatilization of N,N-diethylthiourea from water would not be important(SRC).

ATMOSPHERIC FATE: Based on an estimation method(1), the rate constant for the reaction of vapor-phase N,N-diethylthiourea with photochemically generated hydroxyl radicals in the atmosphere is 1.06X10-10 cu cm/molecule-sec. Assuming the daily average concn of hydroxyl radicals in the atmosphere of 5X10+5/cu cm(2), the half-life for the reaction would be 4 hrs. Based on a water solubility of 4555 mg/l(SRC) estimated from the experimental log Kow value of 0.57(3) and a regression equation(4), wet deposition may partly remove N,N-diethylthiourea from the atmosphere(SRC). If present in particulate form, N,N-diethylthiourea may also be removed from the atmosphere by dry deposition(SRC).

Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.
Soil Adsorption/Mobility · 1 Eintrag

Based upon an experimental value of 0.57 for log Kow(1), the Koc for N,N-diethylthiourea can be estimated to be 49 from a linear regression-derived equation(2,SRC). This estimated Koc suggests that N,N-diethylthiourea will be highly mobile in soil(3,SRC).

Human Toxicity Excerpts · 3 Einträge

DIETHYLTHIOUREA HAS BEEN SHOWN TO BE POTENT SKIN SENSITIZER, BUT WHETHER THIS HAS ANY RELATIONSHIP TO POSSIBLE KERATITIS REMAINS TO BE DETERMINED.

In the manufacture of rubber, irritant contact dermatitis may occur from a variety of acids, alkalies, detergents, and solvents used in the process. Allergic contact dermatitis occurs not infrequently and is almost always due to an organic accelerator or antioxidant. While the list of potential sensitizing accelerators and antioxidants is enormous, common allergens include ... thioureas. /Thioureas/

Case reports of contact and photocontact sensitivity to dimethylthiourea were described. Four patients, a 24 yr old female textile worker, a 30 yr old female textile cutter, a 35 yr old female textile worker, and a 40 yr old male employed as a draftsman in an architectural firm, developed recurrent itchy dermatitis on the eyelids, nostrils and mouth, which spread to other locations such as the neck and hands. The draftsman became light sensitive, even to exposure to neon light, with episodes occurring soon after he returned to work and continuing for several wk. The patients were patch tested with dimethylthiourea and other thiourea agents which were used in diazo sensitized papers which they used in their work. The three female patients showed contact allergic sensitization to dimethylthiourea. The draftsman showed contact and photocontact allergic sensitization to thiourea. The 24 yr old female patient showed cross sensitization to diethylthiourea and ethylbutylthiourea. All patients changed their jobs. It was concluded that skin problems of these patients have been primarily induced by airborne contact with the allergens.

Artificial Pollution SourcesSince N,N-diethylthiourea is used as a corrosion inhibitor in metal pickling solutions and as an accelerator for rubber processing(1), release to the environment may occur during waste disposal from its production and use(SRC).

Sicherheitsdaten

wgk
2
tsca
TSCA listed
hs_code
29309070
RTECS-Nr.
YS9800000
risk_code
22-40-45-20/21/22
hazard_code
Xn,T

Chemie und Industrie

Verwendung und Herstellung

Uses · 3 Einträge

Used as an accelerator for rubber processing; as an inhibitor of corrosion in metal pickling solutions; as an activator in elastomers; [HSDB]

ACCELERATOR FOR RUBBER PROCESSING

INHIBITOR OF CORROSION IN METAL PICKLING SOLN; ACCELERATOR ACTIVATOR IN ELASTOMERS

U.S. Production · 3 Einträge

2023: 25,000 - <50,000 lb

(1977) PROBABLY GREATER THAN 4.54X10+6 GRAMS

(1979) PROBABLY GREATER THAN 4.54X10+6 GRAMS

Consumer UsesPolymerization promoter
Industry UsesPolymerization promoter
Methods of ManufacturingFROM MONOMETHYLAMINE
General Manufacturing Information · 2 Einträge

Rubber Product Manufacturing

Thiourea, N,N'-diethyl-: ACTIVE

Anwendungen

BeschreibungDiethylthiourea, a thiourea derivative, is used mainly as a rubber chemical, particularly in solid neoprene products.

VerwendenDiethyl thiourea is the inhibitor of corrosion in metal pick/ing solutions; accelerator for mercaptan-modified chloroprene rubber; antidegradant for natural, nitrile-butadiene, styrene-butadiene, and chloroprene rubbers

Anbieter50 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [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]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: Thiourea in which each nitogen carries an ethyl substituent.

Zugehörige Reaktionen

28

Verknüpfte Notizen

Wird geladen…