2-Bromo-1,1-dimethoxyethane

HCID 81672CAS 7252-83-7
Substructure searchFind similar structures

Basic information

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 properties

XLogP
0.9
Topological polar surface area
18.5 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
3
Heavy atoms
7

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

Safety & regulation

GHS classification

GHS Classification · 5 items

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
8-9-21
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
3
tsca
TSCA listed
ridadr
UN 1989 3/PG 3
hs_code
29110000

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationEthane, 2-bromo-1,1-dimethoxy-: ACTIVE
Applications · 3 items

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

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]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南京精维化工有限公司13270709979 · [email protected]

Related reactions

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Linked notes

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