Ethyl diazoacetoacetate

HCID 538206
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Basic information

CAS
2009-97-4
Standard SMILES
CCOC(=O)C(=[N+]=[N-])C(C)=O
InChIKey
JWTPSIXYXYNAOU-UHFFFAOYSA-N
Molecular formula
C6H8N2O3
Average molar mass
156.14 g/mol
Monoisotopic mass
156.05349212

Names & identifiers

Preferred name
Ethyl diazoacetoacetate
IUPAC
ethyl 2-diazo-3-oxobutanoate
English name
Ethyl diazoacetoacetate
Molecular formula
C6H8N2O3
Molecular weight
156.14

Names & synonyms

2009-97-4RefChem:596173626-053-5ETHYL DIAZOACETOACETATEethyl 2-diazo-3-oxobutanoateButanoic acid, 2-diazo-3-oxo-, ethyl esterEthyl 2-diazoacetoacetateMFCD090392642-diazo-3-oxo-butyric acid ethyl esterAcetoacetic acid, 2-diazo-, ethyl esterSCHEMBL962321ethyl 2-diazo-3-oxo-butanoate
Show more names
2-Diazo-3-oxobutyric acid ethylazaylethylacetic acidethyl ester2-Diazoacetoacetic acid ethyl ester2-Diazo-3-oxobutyric acid ethyl ester3-Oxo-2-diazobutanoic acid ethyl ester2-Diazo-3-oxobutanoic acid ethyl esterEthyl 2-diazo-3-oxobutanoate - [DA7326]
SCHEMBL27894097AKOS015894398AS-75565SY067070CS-0226508EN300-56469E82520F647959

Database identifiers

CAS
2009-97-4
PubChem CID
538206
EC Number
626-053-5
Nikkaji
J80.360J

Properties

Computed structural properties

XLogP
0.6
Topological polar surface area
45.4 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
4
Rotatable bonds
4
Heavy atoms
11

Physicochemical properties

Boiling point
102 · 102-103 °C(Press: 12 Torr)
Density
1.131 g/mL · 1.131 g/mL at 25 °C (lit.)
vapor pressure
0.36 psi · 0.36 psi ( 20 °C)
refractive index
20 · n20/D 1.474(lit.)
Flash point
185 °F · 185 °F
storage temp.
2 · Storage temp. 2-8°C

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

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

Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (100%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
hs_code
29270000
risk_code
36/37/38
Signal word
Danger
Symbol(GHS)
GHS02,GHS07

Chemistry & industry

Applications · 2 items

UsesEthyl diazoacetoacetate can be used as a reactant to synthesize:1,4-oxathiocines and thiopyran derivatives via Rh-catalyzed reaction with 2-amino-4,5-dihydro-3-thiophenecarbonitriles. β-keto esters via C-H insertion reaction with aromatic aldehydes using NbCl5 as a catalyst. Diazoacetoacetate derivatives by reacting with aldehydes via aldol condensation and subsequent and in situ oxidation reaction.Isoquinolone and pyridone derivatives by Rh-catalyzed C-H activation/annulation reaction with various N-methoxybenzamides.

General DescriptionEthyl diazoacetoacetate is a diazo compound. It participates in Rh2(OAc)4-catalyzed reactions with arylalkylamines and diarylamines. Reaction of ethyl diazoacetoacetate with N-methyl pyrrole and pyrrole derivatives has been studied.

Upstream & downstream products

Suppliers38 total

韶远科技(上海)有限公司021-50795510 4000665055 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
北京索莱宝科技有限公司010-50973130 17801761073 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
广东云星生物技术有限公司0751-18902340975/189023400307 18902340307 · [email protected]

Related reactions

5 records
New reaction record

Compound notes

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