CAS 631-22-1 Propanedioic acid, 2,2-dibromo-, 1,3-diethyl ester (HCID 69427)

Names & identifiers

Preferred name: Propanedioic acid, 2,2-dibromo-, 1,3-diethyl ester
IUPAC: diethyl 2,2-dibromopropanedioate
English name: Diethyl dibromomalonate
Molecular formula: C7H10Br2O4
Molecular weight: 317.96

Names & synonyms

Diethyl dibromomalonateEthyl dibromomalonate1,3-diethyl 2,2-dibromopropanedioateMalonic acid, dibromo-, diethyl esterAI3-01374NSC 6759EINECS 211-151-9Propanedioic acid, 2,2-dibromo-, 1,3-diethyl esterRefChem:868938211-151-9631-22-1Diethyl 2,2-dibromomalonate

Show more names

Diethyldibromomalonate,98%Diethyl dibromomalonate 97%iethyl2,2-dibromopropanedioatedibromo-propanedioicacidiethylesterDibromo malonic acid, diethyl ester

diethyl 2,2-dibromopropanedioatePropanedioic acid, dibromo-, diethyl esterDIETHYLDIBROMOMALONATEMFCD00015154C7H10Br2O432T45AS5LZNSC-6759Diethyl dibromopropanedioate

Database identifiers

CAS: 631-22-1
PubChem CID: 69427
DTXSID: DTXSID6060890
UNII: 32T45AS5LZ
EC Number: 211-151-9
Nikkaji: J79.773A

Properties

Computed structural properties

XLogP: 2.4
Topological polar surface area: 52.6 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 4
Rotatable bonds: 6
Heavy atoms: 13
Formal charge: 0
Complexity: 183

Physicochemical properties

Boiling point: 140 · 140-143 °C/18 mmHg (lit.)
Density: 1.68 g/mL · 1.68 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.484(lit.)
Flash point: 230 °F · >230 °F
storage temp.: 2 · under inert gas (nitrogen or Argon) at 2-8°C
solubility: 4 · sol benzene, CCl4, DMSO, THF
form: liquid
color: Clear, light yellow
BRN: 1783879 · 1783879
InChI: InChI=1S/C7H10Br2O4/c1-3-12-5(10)7(8,9)6(11)13-4-2/h3-4H2,1-2H3
InChIKey: PFZYFZRUPFUEOB-UHFFFAOYSA-N
SMILES: C(OCC)(=O)C(Br)(Br)C(OCC)=O
FDA UNII: 32 T45AS5LZ · 32T45AS5LZ
EPA Substance Registry System: Propanedioic acid, dibromo-, diethyl ester (631-22-1)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05
Signal word: Danger
Hazard statements: 314 · H314-H318
Precautionary statements: 260 h-P301+P330+P331-P303+P361+P353-P305+P351+P338-P405-P501a · P260h-P301+P330+P331-P303+P361+P353-P305+P351+P338-P405-P501a
PPE: Eyeshields, Gloves
Risk Statements: 34 · 34
Safety Statements: 20 · 20-26-36/37/39-45-60
RIDADR: 1760 · 1760
WGK Germany: 3 · 3
TSCA: TSCA listed
HazardClass: 8 · 8
PackingGroup: III
HS Code: 29171900 · 29171900
Storage Class: 10 · 10 - Combustible liquids

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 5 reports by companies from 2 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesSkin Corr. 1B (100%)

Safety data

PPE: Eyeshields, Gloves
wgk: 3
tsca: TSCA listed
ridadr: 1760
hs_code: 29171900
risk_code: 34
Signal word: Danger
Symbol(GHS): GHS05
safety_code: 20-26-36/37/39-45-60
hazard_class: 8
Storage Class: 10 - Combustible liquids
packing_group: III
Hazard statements: H314-H318
Precautionary statements: P260h-P301+P330+P331-P303+P361+P353-P305+P351+P338-P405-P501a

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationPropanedioic acid, 2,2-dibromo-, 1,3-diethyl ester: INACTIVE

Applications

UsesDiethyl dibromomalonate is used for selective bromination of polyunsaturated ester enolates; converts alkenes into cyclopropanes in the presence of suitable heavy metal reagents.

General DescriptionDiethyl dibromomalonate reacts with sodium methoxide in cyclohexene to afford dibromonorcarane. It also reacts with allyl(pyridine)cobaloximes to afford the corresponding allyl-substituted esters.