2-Bromo-1,1-dimethoxyethane
Completing data — refresh the page later to see the latest
Basic information
- CAS
7252-83-7- Standard SMILES
COC(CBr)OC- InChIKey
FUSFWUFSEJXMRQ-UHFFFAOYSA-N- Molecular formula
- C4H9BrO2
- Average molar mass
- 169.02 g/mol
- Monoisotopic mass
- 167.97859
Names & identifiers
- Preferred name
- 2-Bromo-1,1-dimethoxyethane
- IUPAC
- 2-bromo-1,1-dimethoxyethane
- English name
- Bromoacetaldehyde dimethyl acetal
- Molecular formula
- C4H9BrO2
- Molecular weight
- 169.02
Names & synonyms
2-Bromo-1,1-dimethoxyethaneEthane, 2-bromo-1,1-dimethoxy-EINECS 230-669-6NSC 73700DTXSID2064608FUSFWUFSEJXMRQ-UHFFFAOYSA-RefChem:85606DTXCID1047318230-669-6FUSFWUFSEJXMRQ-UHFFFAOYSA-NInChI=1/C4H9BrO2/c1-6-4(3-5)7-2/h4H,3H2,1-2H37252-83-7
Show more names
BADABADMA2-Brom-1,1-dimethoxyethan2-BROMO-1,1-DIMETHYLETHANE1,1-Dimethoxy-2-bromoethane
Bromoacetaldehyde dimethyl acetal1-Bromo-2,2-dimethoxyethane2,2-Dimethoxyethyl bromideDimethylbromoacetal2,2-Dimethoxybromoethane2-Bromoacetaldehyde dimethyl acetalMFCD00000213Acetaldehyde, bromo-, dimethyl acetal
Database identifiers
- CAS
7252-83-7- PubChem CID
- 81672
- DTXSID
DTXSID2064608- UNII
- 7BKM28RJ5D
- EC Number
- 230-669-6
- Nikkaji
- J134.884A
Properties
Computed structural propertiesFilling in
- XLogP
- 0.9
- Topological polar surface area
- 18.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 3
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 36
Physicochemical properties
- Boiling point
- 148 · 148-150 °C (lit.)
- Density
- 1.43 g/mL · 1.43 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.445(lit.)
- Flash point
- 129 °F · 129 °F
- storage temp.
- 2 · 2-8°C
- form
- clear liquid
- color
- Colorless to Light orange to Yellow
- Specific Gravity
- 1.445 · 1.445
- Water Solubility
- insoluble
- Sensitive
- Moisture Sensitive
- BRN
- 1280132 · 1280132
- InChI
- InChI=1S/C4H9BrO2/c1-6-4(3-5)7-2/h4H,3H2,1-2H3
- InChIKey
- FUSFWUFSEJXMRQ-UHFFFAOYSA-N
- SMILES
- C(OC)(OC)CBr
- CAS DataBase Reference
- 7252 · 7252-83-7(CAS DataBase Reference)
- FDA UNII
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]；H315 (47.4%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (97.4%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (44.9%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 78 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory InformationChemical: Ethane, 2-bromo-1,1-dimethoxy-
Hazard Classes and CategoriesFlam. Liq. 3 (100%)；Skin Irrit. 2 (47.4%)；Eye Irrit. 2 (97.4%)；STOT SE 3 (44.9%)
Regulatory information
Regulatory InformationChemical: Ethane, 2-bromo-1,1-dimethoxy-
Safety data
- F
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationEthane, 2-bromo-1,1-dimethoxy-: ACTIVE
Applications
Description2-Bromo-1,1-dimethoxyethane (Bromoacetaldehyde dimethyl acetal) is used in the synthesis of 2,3-O-acetal via reaction with 2,3-diol in the presence of 10-camphorsulphonic acid (CSA). 2-bromo-1,1-dimethoxyethane was used to react with 4-hydroxylbenzaldehyde, and finally aldehyde substituted prodrug was generated by TFA-mediated deacetalization. It is widely used in chemistry for the synthesis of a variety of antibiotics (including erythromycin and cephalosporins) and other drugs. It is an important and highly reactive bifunctional compound with a good leaving group and a masked aldehyde function. It can be used as a starting material in a variety of reactions to provide N-alkylated compounds, lactams, aldehydes, oximes, azides, and acyclic di-/polyselenides.
Uses2-Bromo-1,1-dimethoxyethane (Bromoacetaldehyde dimethyl acetal) was used in the synthesis of 2,3-O-acetal via reaction with 2,3-diol in the presence of 10-camphorsulphonic acid (CSA). 2-bromo-1,1-dimethoxyethane was used to react with 4-hydroxylbenzaldehyde, and finally aldehyde substituted prodrug was generated by TFA-mediated deacetalization.
Uses2-Bromo-1,1-dimethoxyethane (Bromoacetaldehyde dimethyl acetal) was used in the synthesis of 2,3-O-acetal via reaction with 2,3-diol in the presence of 10-camphorsulphonic acid (CSA).
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
317 records
Compound notes
Loading…