Basic information
- Standard SMILES
COC(=O)C(Br)C(=O)OC- InChIKey
NEMOJKROKMMQBQ-UHFFFAOYSA-N- Molecular formula
- C5H7BrO4
- Average molar mass
- 211.01 g/mol
- Monoisotopic mass
- 209.9527708
Names & identifiers
- Preferred name
- Dimethyl bromomalonate
- IUPAC
- dimethyl 2-bromopropanedioate
- English name
- Dimethyl bromomalonate
- Molecular formula
- C5H7BrO4
- Molecular weight
- 211.01
Names & synonyms
Dimethyl bromomalonate868-26-8Dimethyl 2-bromomalonatedimethyl 2-bromopropanedioate1,3-dimethyl 2-bromopropanedioatePropanedioic acid, bromo-, dimethyl ester2-Bromo dimethyl malonateNSC-175888D2V5M6E7E6EINECS 212-775-4NSC 175888DTXSID60235811
Show more names
DimethylBromomalonate>Dimethyl bromomalonate ,96%Dimethyl bromomalonate ,98%DiMethyl broMoMalonate, GC 90%Bromomalonic acid dimethyl esterDiMethyl BroMoMalonate, 95.0%(GC)2-Bromomalonic acid dimethyl ester
Propanedioic acid, 2-bromo-, 1,3-dimethyl esterDIMETHYL .ALPHA.-BROMOMALONATEMALONIC ACID, BROMO-, DIMETHYL ESTERRefChem:134228DTXCID90158302DIMETHYL ALPHA-BROMOMALONATE212-775-4NEMOJKROKMMQBQ-UHFFFAOYSA-N
Database identifiers
- CAS
868-26-8- PubChem CID
- 70087
- DTXSID
DTXSID60235811- UNII
- D2V5M6E7E6
- EC Number
- 212-775-4
- Nikkaji
- J195.138F
Properties
Computed structural properties
- XLogP
- 1
- Topological polar surface area
- 52.6 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 4
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 129
Physicochemical properties
- Boiling point
- 105 · 105-108 °C/11 mmHg (lit.)
- Density
- 1.601 g/mL · 1.601 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.460(lit.)
- Flash point
- 230 °F · >230 °F
- form
- Liquid
- pka
- 9.25 · 9.25±0.46(Predicted)
- color
- Clear colorless to light yellow
- BRN
- 971135 · 971135
- InChI
- 1S/C5H7BrO4/c1-9-4(7)3(6)5(8)10-2/h3H,1-2H3
- InChIKey
- NEMOJKROKMMQBQ-UHFFFAOYSA-N
- SMILES
- COC(=O)C(Br)C(=O)OC
- FDA UNII
- 2 V5M6E7E6 · D2V5M6E7E6
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 5 · GHS05
- Signal word
- Danger
- Hazard statements
- 314 · H314
- Precautionary statements
- 280 · P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- Hazard Codes
- C
- Risk Statements
- 34 · 34-37
- Safety Statements
- 26 · 26-36/37/39-45
- RIDADR
- 3265 · UN 3265 8/PG 2
- WGK Germany
- 3 · 3
- F
- 19 · 19
- HazardClass
- 8 · 8
- PackingGroup
- III
- HS Code
- 29171900 · 29171900
- Storage Class
- 8 A · 8A - Combustible corrosive hazardous materials
- Hazard Classifications
- 1 B · Skin 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
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 41 reports by companies from 3 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesSkin Corr. 1B (100%)
Safety data
- F
- 19
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- wgk
- 3
- ridadr
- UN 3265 8/PG 2
- hs_code
- 29171900
- risk_code
- 34-37
- Signal word
- Danger
- Symbol(GHS)
- GHS05
- hazard_code
- C
- safety_code
- 26-36/37/39-45
- hazard_class
- 8
- Storage Class
- 8A - Combustible corrosive hazardous materials
- packing_group
- III
- Hazard statements
- 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
- Skin Corr. 1B
- Precautionary statements
- P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405
Chemistry & industry
Applications
UsesDimethyl bromomalonate may be used in the enantioselective synthesis of nitrocyclopropanes.
General DescriptionDimethyl bromomalonate undergoes manganese(III)-promoted free-radical chain addition reaction with olefins, to yield dimethyl 2-bromoalkylmalonates. Organocatalyzed Michael addition of dimethyl bromomalonate to nitrostyrenes to yield synthetically useful nitrocyclopropanes has been reported. Dimethyl bromomalonate reacts readily with arylnitroso compounds to yield the corresponding N-aryl-C,C-dimethoxycarbonylnitrones.
Upstream & downstream products
Upstream raw materials
Suppliers50 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
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Related reactions
28 records
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