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542-85-8

Basic Information
CAS No.: 542-85-8
Name: Ethyl isothiocyanate
Article Data: 76
Molecular Structure:
Molecular Structure of 542-85-8 (Ethyl isothiocyanate)
Formula: C3H5NS
Molecular Weight: 87.1454
Synonyms: Isothiocyanicacid, ethyl ester (6CI,7CI,8CI);Ethyl isothiocyanate;Ethyl mustard oil;Ethylthioisocyanate;Isothiocyanatoethane;NSC 84212;Isothiocyanic acid, ethyl ester;
EINECS: 208-831-2
Density: 0.942 g/cm3
Melting Point: -6 °C
Boiling Point: 131.283 °C at 760 mmHg
Flash Point: 32.222 °C
Solubility: Insoluble in water, soluble in ethanol
Appearance: clear colorless to slightly yellow liquid
Hazard Symbols: ToxicT,FlammableF,DangerousN
Risk Codes: 10-23/24/25-34-42/43-50
Safety: 23-26-36/37/39-45-61-16-7/9
Transport Information: UN 3286 3/PG 2
PSA: 44.45000
LogP: 1.10910
Synthetic route
13036-87-8

Natrium-N-ethyl-dithiocarbamat

4903-36-0

N-phenyl-benzimidoyl chloride

A

542-85-8

Ethyl isothiocyanate

B

636-04-4

N-Phenylbenzothioamide

Conditions
ConditionsYield
In diethyl ether 0 deg C to r.t.;A 66%
B 99%
29677-64-3

diethyldithiocarbamic acid

A

542-85-8

Ethyl isothiocyanate

B

75-08-1

ethanethiol

Conditions
ConditionsYield
at 250 - 260℃;A 87%
B 93%
83962-20-3

butyl ethyldithiocarbamate

A

109-79-5

1-butanethiol

B

542-85-8

Ethyl isothiocyanate

Conditions
ConditionsYield
at 250 - 260℃;A 92%
B 87%
18879-98-6

ethyldithiocarbamic acid

542-85-8

Ethyl isothiocyanate

Conditions
ConditionsYield
With bis(trichloromethyl) carbonate In Petroleum ether at 20℃; for 2h; Temperature;92%
83962-21-4

Ethyl-dithiocarbamic acid isobutyl ester

A

513-44-0

2-methylpropanethiol-1

B

542-85-8

Ethyl isothiocyanate

Conditions
ConditionsYield
at 250 - 260℃;A 89%
B 87%
83962-22-5

Ethyl-dithiocarbamic acid dodecyl ester

A

542-85-8

Ethyl isothiocyanate

B

112-55-0

1-dodecylthiol

Conditions
ConditionsYield
at 250 - 260℃;A 87%
B 87%
463-71-8

thiophosgene

31001-90-8

N-Ethyl-O-methyl Acetimidate

542-85-8

Ethyl isothiocyanate

Conditions
ConditionsYield
With calcium carbonate In dichloromethane for 1h; Ambient temperature;40%
75-04-7

ethylamine

542-85-8

Ethyl isothiocyanate

Conditions
ConditionsYield
Stage #1: ethylamine With carbon disulfide; triethylamine at 0℃; for 2h;
Stage #2: With lead(II) nitrate; sulfuric acid In water Further stages.;
26%

3'-(N,N-dimethylaminomethylene)daunorubicin hydrochloride

A

542-85-8

Ethyl isothiocyanate

B

3'-N-formyldaunorubicin

Conditions
ConditionsYield
With pyridine; Ethyl isothiocyanate; water at 20℃; for 336h;A 15%
B 25%
78556-10-2

ethyl-(3-ethyl-tetrahydro-[1,3]thiazin-2-yliden)-amine

CS2

CS2

A

64067-72-7

3-ethyl-[1,3]thiazinane-2-thione

B

542-85-8

Ethyl isothiocyanate

Conditions
ConditionsYield
at 150 - 200℃; for 5h;A 10%
B n/a
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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The Ethyl isothiocyanate, with the CAS registry number 542-85-8, is also known as Isothiocyanic acid, ethyl ester. It belongs to the product categories of Organic Building Blocks; Sulfur Compounds; Thiocyanates/Isothiocyanates; Armoracia rusticana (Horseradish); Building Blocks; Chemical Synthesis; Nutrition Research; Phytochemicals by Plant (Food/Spice/Herb). Its EINECS number is 208-831-2. This chemical's molecular formula is C3H5NS and molecular weight is 87.14. What's more, its systematic name is Isothiocyanatoethane. Its classification code is Mutation data. This chemical should be sealed and stored in a cool and ventilated place. Moreover, it should be protected from oxides, heat and fire. It is used as insecticide and poison gas.

Physical properties of Ethyl isothiocyanate are: (1)ACD/LogP: 1.643; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.64; (4)ACD/LogD (pH 7.4): 1.64; (5)ACD/BCF (pH 5.5): 10.44; (6)ACD/BCF (pH 7.4): 10.44; (7)ACD/KOC (pH 5.5): 186.60; (8)ACD/KOC (pH 7.4): 186.60; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 44.45 Å2; (13)Index of Refraction: 1.486; (14)Molar Refractivity: 26.561 cm3; (15)Molar Volume: 92.523 cm3; (16)Polarizability: 10.53×10-24cm3; (17)Surface Tension: 27.2 dyne/cm; (18)Density: 0.942 g/cm3; (19)Flash Point: 32.222 °C; (20)Enthalpy of Vaporization: 35.364 kJ/mol; (21)Boiling Point: 131.283 °C at 760 mmHg; (22)Vapour Pressure: 11.4 mmHg at 25°C.

Preparation: this chemical can be prepared by thiocarbonyl dichloride and at the ambient temperature. This reaction will need reagent CaCO3 in water and solvent CH2Cl2 with the reaction time of 1 hour. The yield is about 40%.

Ethyl isothiocyanate can be prepared by thiocarbonyl dichloride and at the ambient temperature

Uses of Ethyl isothiocyanate: it can be used to produce 1,3-diethyl-thiourea at the temperature of 60 °C. It will need d solvents pyridine, H2O with the reaction time of 48 hours. The yield is about 74%.

Ethyl isothiocyanate can be used to produce 1,3-diethyl-thiourea at the temperature of 60 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is flammable, so you should keep it away from sources of ignition - No smoking. You should keep the container tightly closed and in a well-ventilated place. It is toxic by inhalation, in contact with skin and if swallowed, and it is very toxic to aquatic organisms. This substance may cause sensitisation by inhalation and skin contact. It can cause burns. You should not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer). In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, you must seek medical advice immediately (show the label where possible). You should avoid releasing it to the environment, and you need to refer to special instructions/safety data sheet.

You can still convert the following datas into molecular structure:
(1)SMILES: S=C=N/CC
(2)Std. InChI: InChI=1S/C3H5NS/c1-2-4-3-5/h2H2,1H3
(3)Std. InChIKey: HBNYJWAFDZLWRS-UHFFFAOYSA-N