Diethyl bromomalonate

HCID 69637CAS 685-87-0
Substructure searchFind similar structures

Basic information

Standard SMILES
CCOC(=O)C(Br)C(=O)OCC
InChIKey
FNJVDWXUKLTFFL-UHFFFAOYSA-N
Molecular formula
C7H11BrO4
Average molar mass
239.06 g/mol
Monoisotopic mass
237.98407093

Names & identifiers

Preferred name
Diethyl bromomalonate
IUPAC
diethyl 2-bromopropanedioate
English name
Diethyl bromomalonate
Molecular formula
C7H11BrO4
Molecular weight
239.06

Names & synonyms

Diethyl bromomalonate685-87-0Diethyl 2-bromomalonateBromomalonic acid diethyl esterEthyl bromomalonatediethyl 2-bromopropanedioate1,3-diethyl 2-bromopropanedioatePropanedioic acid, bromo-, diethyl esterPropanedioic acid, 2-bromo-, 1,3-diethyl esterdiethyl bromopropanedioateMalonic acid, bromo-, diethyl esterMFCD00009138
Show more names
DiethylbrommalonatRARECHEM AL BI 0815Diethyl bromalonateDiethylebromomalonateBROMO DIETHYL MALONATE
.alpha.-Bromomalonic esterDiethyl .alpha.-bromomalonateUN4643QTM3NSC-1985BR12752-bromo-propanedioic acid diethyl esterDiethylbromomalonateDiethyl2-bromomalonate

Database identifiers

CAS
685-87-0
PubChem CID
69637
DTXSID
DTXSID9060992
UNII
UN4643QTM3
EC Number
211-683-1
Nikkaji
J134.655E

Properties

Computed structural properties

XLogP
1.8
Topological polar surface area
52.6 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
4
Rotatable bonds
6
Heavy atoms
12

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Halogenated Esters
SpringerMaterials PropertiesRefractive index
Physical DescriptionClear light brown liquid; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point
-54 °C · -54°C
Boiling point
233 · 233-235 °C (lit.)
Density
1.402 g/mL · 1.402 g/mL at 25 °C (lit.)
refractive index
20 · n20/D 1.451(lit.)
Flash point
230 °F · >230 °F
storage temp.
2 · under inert gas (nitrogen or Argon) at 2-8°C

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 46 reports by companies from 4 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory InformationDiethyl bromomalonate: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryCauses burns and lachrymation; Inhalation may cause corrosive injuries to upper respiratory tract; [Sigma-Aldrich MSDS]
Hazard Classes and CategoriesSkin Corr. 1B (100%)

Toxicology

Adverse EffectsDermatotoxin - Skin burns.

Safety data

F
19
PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk
3
tsca
TSCA listed
ridadr
UN 3265 8/PG 2
hs_code
29171900

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationPropanedioic acid, 2-bromo-, 1,3-diethyl ester: ACTIVE

Applications

UsesDiethyl bromomalonate is used in perfumes. It is also used to synthesize other compounds such as barbiturates, artificial flavorings, vitamin B1, and vitamin B6.

UsesDiethyl Bromomalonate is a chemical constituent of the asymmetric cyclopropanation of chalcones. Also used in the preparation of nanaplatforms for NIR imaging-guided photodynamic therapy of cancer cel ls.

Upstream & downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
温州共赢化学有限公司+86-0086-577-64498589 +86-15355981851 · [email protected]

Related reactions

148 records
New reaction record

Linked notes

Loading…