Propanoic acid, 2-bromo-2-methyl-, ethyl ester (HCID 11745)

Names & identifiers

Preferred name: Propanoic acid, 2-bromo-2-methyl-, ethyl ester
IUPAC: ethyl 2-bromo-2-methylpropanoate
English name: Ethyl 2-bromoisobutyrate
Molecular formula: C6H11BrO2
Molecular weight: 195.05

Names & synonyms

Ethyl 2-bromoisobutyrate600-00-0Ethyl 2-bromo-2-methylpropionatePropanoic acid, 2-bromo-2-methyl-, ethyl esterNSC 94652-Bromo-2-methylpropanoic acid, ethyl esterNSC 402034alpha-Bromoisobutyric acid, ethyl esterEthyl alpha-bromo-alpha-methylpropionateCCRIS 6546EINECS 209-980-6Propionic acid, 2-bromo-2-methyl-, ethyl ester

Show more names

Ethyl 2-bromo-2-methylpropanoateEthyl α-bromoisobutyrate2-BROMO-2-METHYLPROPIONIC ACID ETHYL ESTERα-bromoisobutyrateETHYL A-BROMOISOBUTYRATEEthyl α-broMo-Ethyl-2-bromo-2-weather sensors sixEthyl dimethylacetate

DTXSID4060523EC 209-980-6RefChem:869188Ethyl alphabromoisobutyrateEthyl 2bromo2methylpropanoateEthyl 2bromo2methylpropionateDTXCID60427392Bromoisobutyric acid ethyl ester

Database identifiers

CAS: 600-00-0
PubChem CID: 11745
DTXSID: DTXSID4060523
UNII: 5H4TN4F3C4
EC Number: 209-980-6
Nikkaji: J96.543J

Properties

Computed structural properties

XLogP: 1.9
Topological polar surface area: 26.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 3
Heavy atoms: 9
Formal charge: 0
Complexity: 110

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Halogenated Esters

SpringerMaterials PropertiesBoiling point

Vapor Pressure2.61 [mmHg]

Physical DescriptionClear light yellow liquid; [Sigma-Aldrich MSDS]

Physicochemical properties

Boiling point: 65 · 65-67 °C11 mm Hg(lit.)
Density: 1.329 g/mL · 1.329 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.444(lit.)
Flash point: 140 °F · 140 °F
storage temp.: 2 · 2-8°C
form: Liquid
color: Clear colorless to light yellow
Water Solubility: Soluble in alcohol, ether. Insoluble in water.
BRN: 1098947 · 1098947
Dielectric constant: 7.9 · 7.9(20℃)
Stability: Stable. Incompatible with acids, bases, reducing agents, oxidizing agents.
InChI: InChI=1S/C6H11BrO2/c1-4-9-5(8)6(2,3)7/h4H2,1-3H3
InChIKey: IOLQWGVDEFWYNP-UHFFFAOYSA-N
SMILES: C(OCC)(=O)C(Br)(C)C
CAS DataBase Reference: 600 · 600-00-0(CAS DataBase Reference)
NIST Chemistry Reference: 2 · Propanoic acid, 2-bromo-2-methyl-, ethyl ester(600-00-0)
EPA Substance Registry System: 2 · Ethyl 2-bromoisobutyrate (600-00-0)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 2 · GHS02,GHS05,GHS07
Signal word: Danger
Hazard statements: 314 · H314-H317-H226
Precautionary statements: 501 · P501-P272-P240-P261-P210-P233-P243-P241-P242-P264-P280-P370+P378-P362+P364-P303+P361+P353-P333+P313-P301+P330+P331-P304+P340+P310-P305+P351+P338+P310-P403+P235-P405
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xn
Risk Statements: 22 · 22-41-36/37/38
Safety Statements: 26 · 26-39-37/39
RIDADR: 1992 · UN 1992 3/PG 3
WGK Germany: 3 · 3
F: 19 · 19
TSCA: TSCA listed
HazardClass: 3 · 3
PackingGroup: III
HS Code: 29159080 · 29159080
Storage Class: 3 · 3 - Flammable liquids
Hazard Classifications: 4 OralEye · Acute Tox. 4 OralEye Dam. 1Flam. Liq. 3
REACH Registrations: Active
Limited Quantities: 5 L · 5.0 L (1.3 gallons) (liquid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H226 (97.5%): Flammable liquid and vapor [Warning Flammable liquids]

P203, P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P272, P280, P301+P317, P302+P352, P303+P361+P353, P305+P354+P338, P317, P318, P321, P330, P333+P317, P362+P364, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 81 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Status: Active Update: 04-07-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/13603

Ethyl 2-bromo-2-methylpropionate: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 item

A mild skin and severe eye irritant (may cause eye injury); May cause skin sensitization; Possible mutagen by oral exposure; [ECHA REACH Registrations] An irritant that may cause serious eye injury; A lachrymator; Harmful by ingestion; [Sigma-Aldrich MSDS] See Ethyl 2-bromopropionate.

Hazard Classes and CategoriesFlam. Liq. 3 (97.5%)

Toxicology

Adverse EffectsLacrimator (Lachrymator) - A substance that irritates the eyes and induces the flow of tears.

Safety data

F: 19
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
tsca: TSCA listed
ridadr: UN 1992 3/PG 3
hs_code: 29159080
risk_code: 22-41-36/37/38
Signal word: Danger
Symbol(GHS): GHS02,GHS05,GHS07
hazard_code: Xn
safety_code: 26-39-37/39
hazard_class: 3
Storage Class: 3 - Flammable liquids
packing_group: III
Hazard statements: H314-H317-H226
Limited Quantities: 5.0 L (1.3 gallons) (liquid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
REACH Registrations: Active
Hazard Classifications: Acute Tox. 4 OralEye Dam. 1Flam. Liq. 3
Precautionary statements: P501-P272-P240-P261-P210-P233-P243-P241-P242-P264-P280-P370+P378-P362+P364-P303+P361+P353-P333+P313-P301+P330+P331-P304+P340+P310-P305+P351+P338+P310-P403+P235-P405

Chemistry & industry

Uses & manufacturing

UsesUsed to make fine and large scale chemicals and pharmaceuticals; [ECHA REACH Registrations]

General Manufacturing InformationPropanoic acid, 2-bromo-2-methyl-, ethyl ester: ACTIVE

Applications · 2 items

DescriptionEthyl 2-bromoisobutyrate is an organic compound used in organic synthesis as a catalyst or starting material. The compound has a strong halogen group and can undergo multiple reactions, making it useful in various chemical reactions. One application of this compound is synthesizing cationic polymers for antibacterial peptide mimicry. These polymers showed promising antimicrobial activity against various strains of bacteria.

UsesEthyl 2-bromoisobutyrate is used as an Atom Transfer Radical Polymerization (ATRP) initiator that will generate a polymer with an ethyl end group.