Basic information
- CAS
623-48-3- Standard SMILES
CCOC(=O)CI- InChIKey
MFFXVVHUKRKXCI-UHFFFAOYSA-N- Molecular formula
- C4H7IO2
- Average molar mass
- 214 g/mol
- Monoisotopic mass
- 213.94907746
Overview
Ethyl iodoacetate is a chemical compound that is a derivative of ethyl acetate. It is a lachrymatory agent.
Names & identifiers
- Preferred name
- Ethyl iodoacetate
- IUPAC
- ethyl 2-iodoacetate
- English name
- Ethyl iodoacetate
- Molecular formula
- C4H7IO2
- Molecular weight
- 214
Names & synonyms
ETHYL IODOACETATEethyl 2-iodoacetate623-48-3Acetic acid, iodo-, ethyl esterEthyl monoiodoacetateIodoacetic acid, ethyl esterIodoacetic acid ethyl esterEINECS 210-796-3Ethylester kyseliny jodoctoveEthylester kyseliny jodoctove [Czech]MFCD00001081NSC 58809
Show more names
s9Rpn6p44.5Ethyliodoacetate,98%ethylmonoiodoacetateIodoacetic acid ethyl
BRN 0741934Acetic acid, 2-iodo-, ethyl esterX9ZR7PV2QFS 9iodo-acetic acid ethyl ester4-02-00-00535 (Beilstein Handbook Reference)NSC-58809ethyliodoacetate
Database identifiers
- CAS
623-48-3- PubChem CID
- 12183
- DTXSID
DTXSID5060770- UNII
- X9ZR7PV2QF
- EC Number
- 210-796-3
- Nikkaji
- J54.938J
Properties
Computed structural properties
- XLogP
- 1.2
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 3
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 62.7
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Halogenated Esters
SpringerMaterials PropertiesBoiling point
Physical DescriptionClear dark brown liquid; [Sigma-Aldrich MSDS]
Physicochemical properties
- Melting point
- 25 °C · <25 °C
- Boiling point
- 179 · 179-180 °C(lit.)
- Density
- 1.808 g/mL · 1.808 g/mL at 25 °C(lit.)
- refractive index
- 20 · n20/D 1.503(lit.)
- Flash point
- 170 °F · 170 °F
- storage temp.
- 2 · 2-8°C
- form
- Liquid
- color
- Clear light yellow to orange
- Water Solubility
- Insoluble in water.
- Sensitive
- Light Sensitive
- BRN
- 741934 · 741934
- InChI
- 1S/C4H7IO2/c1-2-7-4(6)3-5/h2-3H2,1H3
- InChIKey
- MFFXVVHUKRKXCI-UHFFFAOYSA-N
- SMILES
- CCOC(=O)CI
- CAS DataBase Reference
- 623 · 623-48-3(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 9 ZR7PV2QF · X9ZR7PV2QF
- EPA Substance Registry System
- Acetic acid, iodo-, ethyl ester (623-48-3)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 5 · GHS05,GHS06
- Signal word
- Danger
- Hazard statements
- 300 · H300-H314
- Precautionary statements
- 280 · P280-P301+P310+P330-P301+P330+P331-P303+P361+P353-P305+P351+P338+P310
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- Hazard Codes
- T
- Risk Statements
- 25 · 25-34
- Safety Statements
- 26 · 26-36/37/39-45
- RIDADR
- 2922 · UN 2922 8/PG 2
- WGK Germany
- 3 · 3
- RTECS
- 3575000 · AI3575000
- F
- 8 · 8-19
- TSCA
- TSCA listed
- HazardClass
- 6.1 · 6.1
- PackingGroup
- II
- HS Code
- 29159000 · 29159000
- Storage Class
- 6.1 A · 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
- Hazard Classifications
- 2 OralEye · Acute Tox. 2 OralEye Dam. 1Skin Corr. 1B
- Limited Quantities
- 1 L · 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
Safety & regulation
GHS classification
GHS Classification
Danger
H300 (97.7%): Fatal if swallowed [Danger Acute toxicity, oral]
P260, P264, P270, P280, P301+P316, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 44 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationEthyl iodoacetate: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
Causes altered sleep time (including change in righting reflex), somnolence, and convulsions in oral lethal-dose studies of mice and rats; [RTECS] Causes burns and lachrymation; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; Highly toxic by ingestion; [Sigma-Aldrich MSDS]
Hazard Classes and CategoriesAcute Tox. 2 (97.7%)
Toxicology
Adverse EffectsDermatotoxin - Skin burns.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Safety data
- F
- 8-19
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- AI3575000
- ridadr
- UN 2922 8/PG 2
- hs_code
- 29159000
- risk_code
- 25-34
- Signal word
- Danger
- Symbol(GHS)
- GHS05,GHS06
- hazard_code
- T
- safety_code
- 26-36/37/39-45
- hazard_class
- 6.1
- Storage Class
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
- packing_group
- II
- Hazard statements
- H300-H314
- Limited Quantities
- 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
- Hazard Classifications
- Acute Tox. 2 OralEye Dam. 1Skin Corr. 1B
- Precautionary statements
- P280-P301+P310+P330-P301+P330+P331-P303+P361+P353-P305+P351+P338+P310
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationAcetic acid, 2-iodo-, ethyl ester: ACTIVE
Applications
UsesEthyl iodoacetate was used in the synthesis of trans-2,3-disubstituted indolines by reacting with 1-azido-2-allylbenzene derivatives via a diastereoselective radical cascade.
Upstream & downstream products
Downstream products
Related reactions
149 records
Compound notes
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