Hydroxyurethane

HCID 11510

Notes Reactions

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Basic information

CAS: 589-41-3
Standard SMILES: CCOC(=O)NO
InChIKey: VGEWEGHHYWGXGG-UHFFFAOYSA-N
Molecular formula: C3H7NO3
Average molar mass: 105.09 g/mol
Monoisotopic mass: 105.04259308

Overview

structure

Names & identifiers

Preferred name: Hydroxyurethane
IUPAC: ethyl N-hydroxycarbamate
English name: N-Hydroxyurethane
Molecular formula: C3H7NO3
Molecular weight: 105.09

Names & synonyms

N-Hydroxyurethane589-41-3Ethyl N-hydroxycarbamateHydroxyurethaneHydroxycarbamic acid ethyl esterN-CarbethoxyhydroxylamineNSC-71045NSC-83629QWI3C4ASI7DTXSID20207635RefChem:163577DTXCID70130126

Show more names

85.0%(GC&HYDROXYURETHANN-Hydroxyurethane>

Ethyl hydroxycarbamateN-HydroxyurethanN-Hydroxy ethyl carbamateCARBAMIC ACID, HYDROXY-, ETHYL ESTERSQ 16819MFCD00002108NHUEthylester kyseliny N-hydroxykarbaminove

Database identifiers

CAS: 589-41-3
PubChem CID: 11510
DTXSID: DTXSID20207635
ChEMBL: CHEMBL153081
UNII: QWI3C4ASI7
EC Number: 209-648-0
Nikkaji: J1.640C

Properties

Computed structural properties

XLogP: -0.2
Topological polar surface area: 58.6 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 7
Formal charge: 0
Complexity: 63.2

Physicochemical properties

Boiling point: 113 · 113-116 °C3 mm Hg(lit.)
Density: 1.3895 · 1.3895 (rough estimate)
refractive index: 20 · n20/D 1.445(lit.)
Flash point: 230 °F · >230 °F
storage temp.: -20 °C · -20°C
solubility: Diethyl Ether, Dimethyl Sulfoxide, Water
form: Oil
pka: 9.3 · 9.30±0.23(Predicted)
color: Yellow
BRN: 1747529 · 1747529
InChI: 1S/C3H7NO3/c1-2-7-3(5)4-6/h6H,2H2,1H3,(H,4,5)
InChIKey: VGEWEGHHYWGXGG-UHFFFAOYSA-N
SMILES: CCOC(=O)NO
CAS DataBase Reference: 589 · 589-41-3(CAS DataBase Reference)
FDA UNII: 3 C4ASI7 · QWI3C4ASI7
NIST Chemistry Reference: Carbamic acid, hydroxy-, ethyl ester(589-41-3)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302+H312+H332
Precautionary statements: 501 · P501-P261-P270-P271-P264-P280-P362+P364-P301+P312+P330-P302+P352+P312-P304+P340+P312
PPE: Eyeshields, Gloves
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36/37/39
WGK Germany: 2 · 2
RTECS: 1750000 · FB1750000
HS Code: 2928009090 · 2928009090
Storage Class: 10 · 10 - Combustible liquids
Toxicity: 50 intraperitoneal · LD50 intraperitoneal in rat: 800mg/kg

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

PPE: Eyeshields, Gloves
wgk: 2
rtecs: FB1750000
hs_code: 2928009090
Toxicity: LD50 intraperitoneal in rat: 800mg/kg
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 26-36/37/39
Storage Class: 10 - Combustible liquids
Hazard statements: H302+H312+H332
Precautionary statements: P501-P261-P270-P271-P264-P280-P362+P364-P301+P312+P330-P302+P352+P312-P304+P340+P312

Chemistry & industry

Applications

UsesHydroxyurethane is a metabolite of carcinogenic Urethane (U825300).

UsesReactant involved in:Synthesis of molecules used for intermolecular Sharpless aminohydroxylation reactionsIntermolecular ortho-C-H amidation of anilidesCinchona alkaloid-catalyzed asymmetric cycloadditionAllylic arylation