CAS 16182-04-0 Ethyl isothiocyanatoformate (HCID 85320)

Names & identifiers

Preferred name: Ethyl isothiocyanatoformate
IUPAC: ethyl N-(sulfanylidenemethylidene)carbamate
English name: Ethoxycarbonyl Isothiocyanate
Molecular formula: C4H5NO2S
Molecular weight: 131.15

Names & synonyms

Ethyl isothiocyanatoformateCarbon(isothiocyanatidic) acid, ethyl esterEINECS 240-318-9DTXSID50167253NSC 158480RefChem:596237DTXCID3089744240-318-9Ethoxycarbonyl isothiocyanate16182-04-0Carbethoxy isothiocyanateEthoxycarbonylisothiocyanate

Show more names

CARBETHOXYISOTHIOCYANATEEthoxycarbonyl Mustard OilETHYL ISOTHIOCYANATOFORMATE,98%Ethyl isothiocyanatidocarbonate

ethyl N-(sulfanylidenemethylidene)carbamateETHYL CARBONISOTHIOCYANATIDATEO-ethyl carbonisothiocyanatidateCarbon(isothiocyanatidic)acid Ethyl EsterMFCD00004814carbonisothiocyanatidic acid, ethyl-NSC-158480ethyl N-carbothioylcarbamate

Database identifiers

CAS: 16182-04-0
PubChem CID: 85320
DTXSID: DTXSID50167253
UNII: WQY39AV49E
EC Number: 240-318-9
Nikkaji: J281J

Properties

Computed structural properties

XLogP: 2.3
Topological polar surface area: 70.8 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 8
Formal charge: 0
Complexity: 128

Physicochemical properties

Boiling point: 56 °C18 · 56 °C18 mm Hg(lit.)
Density: 1.112 g/mL · 1.112 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.500(lit.)
Flash point: 123 °F · 123 °F
storage temp.: 2 · 2-8°C
solubility: Soluble in chloroform and ether.
form: Oil
Specific Gravity: 1.112 · 1.112
color: Light Yellow
Sensitive: Moisture Sensitive/Lachrymatory
BRN: 606091 · 606091
InChI: InChI=1S/C4H5NO2S/c1-2-7-4(6)5-3-8/h2H2,1H3
InChIKey: BDTDECDAHYOJRO-UHFFFAOYSA-N
SMILES: C(N=C=S)(=O)OCC
CAS DataBase Reference: 16182 · 16182-04-0(CAS DataBase Reference)
FDA UNII: 39 AV49E · WQY39AV49E
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 2 · GHS02,GHS06,GHS08
Signal word: Danger
Hazard statements: 226 · H226-H315-H317-H319-H331-H334-H335
Precautionary statements: 210 · P210-P280-P302+P352-P304+P340+P311-P305+P351+P338
target organs: Respiratory system
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: T,Xi
Risk Statements: 23 · 23-36/37/38-42
Safety Statements: 23 · 23-26-36/37/39-45
RIDADR: 2929 · UN 2929 6.1/PG 2
WGK Germany: 3 · 3
F: 9 · 9-13-19-21
HazardClass: 3 · 3
PackingGroup: III
HS Code: 29309090 · 29309090
Storage Class: 3 · 3 - Flammable liquids
Hazard Classifications: 3 InhalationEye · Acute Tox. 3 InhalationEye Irrit. 2Flam. Liq. 3Resp. Sens. 1Skin Irrit. 2Skin Sens. 1STOT SE 3
Limited Quantities: 100 ml · 100ml (liquid) or 0.5 Kg (solid)
Excepted Quantities: Max Inner Pack (1g or 1ml) and Max Outer Pack (500g or 500ml)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P271, P272, P280, P284, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P316, P319, P321, P332+P317, P333+P317, P337+P317, P342+P316, P362+P364, P370+P378, P403, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 51 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationCarbon(isothiocyanatidic) acid, ethyl ester: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesFlam. Liq. 3 (100%)

Safety data

F: 9-13-19-21
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
ridadr: UN 2929 6.1/PG 2
hs_code: 29309090
risk_code: 23-36/37/38-42
Signal word: Danger
Symbol(GHS): GHS02,GHS06,GHS08
hazard_code: T,Xi
safety_code: 23-26-36/37/39-45
hazard_class: 3
Storage Class: 3 - Flammable liquids
packing_group: III
target organs: Respiratory system
Hazard statements: H226-H315-H317-H319-H331-H334-H335
Limited Quantities: 100ml (liquid) or 0.5 Kg (solid)
Excepted Quantities: Max Inner Pack (1g or 1ml) and Max Outer Pack (500g or 500ml)
Hazard Classifications: Acute Tox. 3 InhalationEye Irrit. 2Flam. Liq. 3Resp. Sens. 1Skin Irrit. 2Skin Sens. 1STOT SE 3
Precautionary statements: P210-P280-P302+P352-P304+P340+P311-P305+P351+P338

Chemistry & industry

Applications · 3 items

UsesVersatile reagent for organic synthesis.Ethoxycarbonyl isothiocyanate is used as a building block in the synthesis of various heterocycles. It is also used for the synthesis of 1,2,4-oxadiazolidine-3,5-dione. It is used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.

UsesEthoxycarbonyl isothiocyanate has been used in the synthesis of:pyrazolo[1,5-a][1,3,5]triazine derivatives, potential inhibitors of protein kinase CK2fused thiophene derivatives, having antibacterial and antifungal activities4-thiouracil derivativesthiocarbamides from stannylarenes1,3,5-triazin-2-one-4-thiones from 2-amino-2-oxazolines N-acylthioureas from aminodeoxy sugars

General DescriptionEthoxycarbonyl isothiocyanate reacts with 2-amino-tetrahydrobenzo[b]thiophene derivatives to yield tetrahydrobenzo[b]thiophen-2-thiourea derivatives.