tert-Butyl cyanoacetate
Basic information
- CAS
1116-98-9- Standard SMILES
CC(C)(C)OC(=O)CC#N- InChIKey
BFNYNEMRWHFIMR-UHFFFAOYSA-N- Molecular formula
- C7H11NO2
- Average molar mass
- 141.17 g/mol
- Monoisotopic mass
- 141.07897859
Names & identifiers
- Preferred name
- tert-Butyl cyanoacetate
- IUPAC
- tert-butyl 2-cyanoacetate
- English name
- tert-Butyl cyanoacetate
- Molecular formula
- C7H11NO2
- Molecular weight
- 141.17
Names & synonyms
tert-Butyl cyanoacetatetert-butyl 2-cyanoacetateAcetic acid, cyano-, 1,1-dimethylethyl esterCyanoacetic Acid tert-Butyl EsterAcetic acid, cyano-, tert-butyl ester1,1-dimethylethyl cyanoacetatePWT31M9VDLBFNYNEMRWHFIMR-UHFFFAOYSA-NSC 1072NSC-1072EINECS 214-243-7UNII-PWT31M9VDL
Show more names
T-BUTYL CYANOACETATETert-butyl cyanoacetert-ButylcyanoacetateCyanoaceticacidbutylestertert-ButylCyanoacetate>tert-butyl 2-cyanoethanoatetert-Butyl cyanoacetate, 97%
Acetic acid, 2-cyano-, 1,1-dimethylethyl esterTERT-BUTYL .ALPHA.-CYANOACETATENCCH2C(O)OC(CH3)3DTXSID8061501RefChem:188200DTXCID2033235TERT-BUTYL ALPHA-CYANOACETATE214-243-7
Database identifiers
- CAS
1116-98-9- PubChem CID
- 70693
- DTXSID
DTXSID8061501- UNII
- PWT31M9VDL
- EC Number
- 214-243-7
- Nikkaji
- J203.338K
Properties
Computed structural properties
- XLogP
- 1
- Topological polar surface area
- 50.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 3
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 170
Physicochemical properties
- Boiling point
- 40 · 40-42 °C/0.1 mmHg (lit.)
- Density
- 0.988 g/mL · 0.988 g/mL at 20 °C (lit.)
- refractive index
- 20 · n20/D 1.420
- Flash point
- 91 °C · 91°C
- storage temp.
- 2 · 2-8°C
- solubility
- Difficult to mix.
- pka
- 3.21 · 3.21±0.10(Predicted)
- form
- Oil
- color
- Clear Colorless
- BRN
- 1755933 · 1755933
- InChI
- InChI=1S/C7H11NO2/c1-7(2,3)10-6(9)4-5-8/h4H2,1-3H3
- InChIKey
- BFNYNEMRWHFIMR-UHFFFAOYSA-N
- SMILES
- C(OC(C)(C)C)(=O)CC#N
- CAS DataBase Reference
- 1116 · 1116-98-9(CAS DataBase Reference)
- FDA UNII
- 31 M9VDL · PWT31M9VDL
- EPA Substance Registry System
- 1 · Acetic acid, cyano-, 1,1-dimethylethyl ester (1116-98-9)
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
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 48 reports by companies from 5 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory InformationChemical: Acetic acid, cyano-, 1,1-dimethylethyl ester
Other Safety InformationEvaluation - Chemicals not considered for in depth evaluation - Not commercially active in Australia
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- F
- 10-21
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 2926909090
- risk_code
- 22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 24/25
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H227-H302-H315-H319
- Precautionary statements
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationAcetic acid, 2-cyano-, 1,1-dimethylethyl ester: INACTIVE
Applications
Usestert-Butyl cyanoacetate is used in the synthesis of vinylogous urea and tert-butyl phenylcyanoacrylates. It is also used as a new additive for the sugar nucleoside base coupling step en route to DAPD with improved β-selectivity.
General Descriptiontert-Butyl cyanoacetate undergoes functionalization and decarboxylation to form 3-amino-4-alkyl isoquinolines.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
96 records
Compound notes
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