Ethyl diazoacetate
Basic information
- CAS
623-73-4- Standard SMILES
CCOC(=O)C=[N+]=[N-]- InChIKey
YVPJCJLMRRTDMQ-UHFFFAOYSA-N- Molecular formula
- C4.H6.N2.O2
- Average molar mass
- 114.1 g/mol
- Monoisotopic mass
- 114.04292744
Overview
structure
Names & identifiers
- Preferred name
- Ethyl diazoacetate
- IUPAC
- ethyl 2-diazoacetate
- English name
- Ethyl diazoacetate
- Molecular formula
- C4H6N2O2
- Molecular weight
- 114.1
Names & synonyms
Ethyl diazoacetate623-73-4Diazoacetic esterEthyldiazoacetateDAAEEthoxycarbonyldiazomethaneDiazoacetic acid, ethyl esterN84B835FMRNSC-79147DTXSID10878732RefChem:132757DTXCID201016771
Show more names
Ethyl diazoatediazoaceticesterdiazoacetate soL
210-810-8Ethyl 2-diazoacetateACETIC ACID, DIAZO-, ETHYL ESTERethyl2-diazoacetateDiazoessigsaeure-aethylesterDiazoacetic acid ethyl esterethyl diazoethanoateEthyl-2-diazoacetate
Database identifiers
- CAS
623-73-4- PubChem CID
- 12192
- DTXSID
DTXSID10878732- ChEMBL
CHEMBL4212182- UNII
- N84B835FMR
- EC Number
- 210-810-8
- Nikkaji
- J2.294.246H、J25.573D、J3.230.208D、J3.230.209B
Properties
Computed structural properties
- XLogP
- 0.7
- Topological polar surface area
- 28.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 3
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 126
Experimental & physicochemical properties
Chemical ClassesNitrogen Compounds -> Other Nitrogen Compounds
SpringerMaterials PropertiesChemical shift
Density1.085 @25 °C
Physical DescriptionYellow liquid with a pungent odor; [Merck Index] Light to dark yellow liquid; [Sigma-Aldrich MSDS]
Physicochemical properties
- Melting point
- 22 °C · −22 °C (−8 °F; 251 K)
- Boiling point
- 140 to · 140 to 141 °C (284 to 286 °F; 413 to 414 K) 720 mmHg
- Density
- 1.085 g/cm3 · 1.085 g/cm3
- refractive index
- 20 · n 20/D 1.46 (lit.)
- Flash point
- 47 °C · 47 °C - closed cup
- storage temp.
- 2 · 2-8°C
- solubility
- Chloroform (Slightly), DMSO (Soluble), Hexane (Slightly), Methanol (Slightly)
- form
- oil
- color
- yellow
- Merck
- 13 · 13,3021
- BRN
- 107654 · 107654
- InChI
- InChI=1S/C4H6N2O2/c1-2-8-4(7)3-6-5/h3H,2H2,1H3
- InChIKey
- YVPJCJLMRRTDMQ-UHFFFAOYSA-N
- SMILES
- C(=O)(OCC)C=[N+]=[N-]
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 84 B835FMR · N84B835FMR
- NIST Chemistry Reference
- Ethyl diazoacetate(623-73-4)
- Comptox DTXSID
- 10878732 · DTXSID10878732
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 2 · GHS02,GHS07
- Signal word
- Warning
- Hazard statements
- 226 · H226-H302
- Precautionary statements
- 210 · P210-P233-P240-P241-P242-P243-P280-P264-P270-P303+P361+P353-P370+P378-P301+P312-P330-P403+P235-P501
- Hazard Codes
- Xn,F
- Risk Statements
- 5 · 5-10-22-40-67-65-48/20-38-11-63
- Safety Statements
- 36 · 36/37-62-16
- RIDADR
- 1993 · UN 1993 3/PG 3
- WGK Germany
- 3 · 3
- RTECS
- 5775000 · AG5775000
- HazardClass
- 3.2 · 3.2
- PackingGroup
- III
- HS Code
- 2927000090 · 2927000090
- Storage Class
- 5.2 · 5.2 - Organic peroxides and self-reacting hazardous materials
- Hazard Classifications
- 4 OralCarc · Acute Tox. 4 OralCarc. 2Eye Irrit. 2Flam. Liq. 3Self-react. ESkin Irrit. 2
- Limited Quantities
- 1 Kg · 1.0 Kg (2.2 lbs)
- Excepted Quantities
- Not Permitted as Excepted Quantity
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P264, P270, P280, P301+P317, P303+P361+P353, P330, P370+P378, P403+P235, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 42 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationAcetic acid, diazo-, ethyl ester: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
Highly volatile and explosive; [Merck Index] May explode on heating; An irritant; May cause nervous system disturbances; Possible carcinogen and mutagen; Targets the liver and pancreas; Harmful by ingestion, inhalation, and skin absorption; [Sigma-Aldrich MSDS] See Diazodinitrophenol.
Hazard Classes and CategoriesFlam. Liq. 3 (100%)
Safety & protection
Protective Action Criteria (PAC)
1.2 [mg/m3]
13 [mg/m3]
79 [mg/m3]
Toxicology
Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Safety data
- wgk
- 3
- rtecs
- AG5775000
- ridadr
- UN 1993 3/PG 3
- hs_code
- 2927000090
- risk_code
- 5-10-22-40-67-65-48/20-38-11-63
- Signal word
- Warning
- Symbol(GHS)
- GHS02,GHS07
- hazard_code
- Xn,F
- safety_code
- 36/37-62-16
- hazard_class
- 3.2
- Storage Class
- 5.2 - Organic peroxides and self-reacting hazardous materials
- packing_group
- III
- Hazard statements
- H226-H302
- Limited Quantities
- 1.0 Kg (2.2 lbs)
- Excepted Quantities
- Not Permitted as Excepted Quantity
- Hazard Classifications
- Acute Tox. 4 OralCarc. 2Eye Irrit. 2Flam. Liq. 3Self-react. ESkin Irrit. 2
- Precautionary statements
- P210-P233-P240-P241-P242-P243-P280-P264-P270-P303+P361+P353-P370+P378-P301+P312-P330-P403+P235-P501
Chemistry & industry
Applications
UsesReagent for ruthenium-catalyzed asymmetric cyclopropanation of alkenes.1
UsesNew Diazoacetate Formulations
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
707 records
Compound notes
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