Basic information
- Standard SMILES
COCBr- InChIKey
JAMFGQBENKSWOF-UHFFFAOYSA-N- Molecular formula
- C2H5BrO
- Average molar mass
- 124.96 g/mol
- Monoisotopic mass
- 123.95237688
Names & identifiers
- Preferred name
- Bromomethyl methyl ether
- IUPAC
- bromo(methoxy)methane
- English name
- Bromomethyl methyl ether
- Molecular formula
- C2H5BrO
- Molecular weight
- 124.96
Names & synonyms
Bromomethyl methyl ether13057-17-5Bromo(methoxy)methaneMethane, bromomethoxy-Methoxymethyl bromideEther, bromomethyl methylbromomethoxymethaneMFCD00000171bromomethylmethyletherBromomethoxymethane; 1-Bromomethyl Methyl Ether; Methoxymethyl BromidemethoxymethylbromideMOMBr
Show more names
BromomethyLbromomethoxy-methanMethoxybromomethaneMethyl(bromomethyl) ether
bromo-methoxy-methanebromomethyl methyletherbromomethylmethyl etherMOM-BrNSC 155338Bromomethyl-methyletherbromomethyl-methyl-etherBromo(methoxy)methane #
Database identifiers
- CAS
13057-17-5- PubChem CID
- 83093
- DTXSID
DTXSID6065341- EC Number
- 670-774-8
- Nikkaji
- J414.459G
Properties
Computed structural properties
- XLogP
- 0.9
- Topological polar surface area
- 9.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 1
- Heavy atoms
- 4
- Formal charge
- 0
- Complexity
- 10
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Halogenated Ethers
SpringerMaterials PropertiesMolecular structure
Physical DescriptionColorless liquid with a pungent odor; [Alfa Aesar MSDS]
Physicochemical properties
- Boiling point
- 87 °C · 87 °C (lit.)
- Density
- 1.531 g/mL · 1.531 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.456(lit.)
- Flash point
- 80 °F · 80 °F
- storage temp.
- 2 · 2-8°C
- solubility
- Chloroform (Soluble), Methanol (Slightly)
- form
- clear liquid
- Specific Gravity
- 1.531 · 1.531
- color
- Colorless to Light yellow to Light orange
- Water Solubility
- Sparingly soluble in water.
- Sensitive
- Moisture Sensitive
- BRN
- 1730853 · 1730853
- InChI
- 1S/C2H5BrO/c1-4-2-3/h2H2,1H3
- InChIKey
- JAMFGQBENKSWOF-UHFFFAOYSA-N
- SMILES
- COCBr
- CAS DataBase Reference
- 13057 · 13057-17-5(CAS DataBase Reference)
- NIST Chemistry Reference
- Bromomethyl methyl ether(13057-17-5)
- EPA Substance Registry System
- Methane, bromomethoxy- (13057-17-5)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 2 · GHS02,GHS07,GHS08
- Signal word
- Warning
- Hazard statements
- 226 · H226-H312+H332-H315-H319-H335-H351
- Precautionary statements
- 210 · P210-P280-P303+P361+P353-P304+P340+P312-P305+P351+P338-P308+P313
- target organs
- Respiratory system
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- Xn
- Risk Statements
- 10 · 10-20/21/22-36/37/38-40
- Safety Statements
- 26 · 26-36/37
- RIDADR
- 1992 · UN 1992 3/PG 3
- WGK Germany
- 3 · 3
- TSCA
- TSCA listed
- HazardClass
- 6.1 · 6.1
- PackingGroup
- II
- HS Code
- 29091990 · 29091990
- Storage Class
- 3 · 3 - Flammable liquids
- Hazard Classifications
- 4 DermalCarc · Acute Tox. 4 DermalCarc. 2Eye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3
- Limited Quantities
- 5 L · 5.0 L (1.3 gallons) (liquid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Safety & regulation
GHS classification
GHS Classification
Warning
H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
P203, P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P317, P318, P319, P321, P330, 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 54 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationMethane, bromomethoxy-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazards SummaryAn irritant and lachrymator; Harmful by ingestion and skin absorption; Toxic by inhalation; Suspected carcinogen; [Alfa Aesar MSDS] See Chloromethyl methyl ether.
Hazard Classes and CategoriesFlam. Liq. 3 (100%)
Toxicology
Adverse EffectsLacrimator (Lachrymator) - A substance that irritates the eyes and induces the flow of tears.
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 1992 3/PG 3
- hs_code
- 29091990
- risk_code
- 10-20/21/22-36/37/38-40
- Signal word
- Warning
- Symbol(GHS)
- GHS02,GHS07,GHS08
- hazard_code
- Xn
- safety_code
- 26-36/37
- hazard_class
- 6.1
- Storage Class
- 3 - Flammable liquids
- packing_group
- II
- target organs
- Respiratory system
- Hazard statements
- H226-H312+H332-H315-H319-H335-H351
- Limited Quantities
- 5.0 L (1.3 gallons) (liquid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
- Hazard Classifications
- Acute Tox. 4 DermalCarc. 2Eye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3
- Precautionary statements
- P210-P280-P303+P361+P353-P304+P340+P312-P305+P351+P338-P308+P313
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationMethane, bromomethoxy-: INACTIVE
Applications
UsesBromomethyl methyl ether is used as reagent for protection of OH groups as their methoxymethyl (MOM) ethers. It is used in enantiocontrolled synthesis of intermediate containing carbons 18 to 35 of the macrocyclic immunosuppressant FK-506. It was used in the synthesis of 1-methoxymethyl-4-tritylthio-2-azetidinone.
UsesBromomethyl methyl ether was used in enantiocontrolled synthesis of intermediate containing carbons 18 to 35 of the macrocyclic immunosuppressant FK-506. It was used in the synthesis of 1-methoxymethyl-4-tritylthio-2-azetidinone.
Upstream & downstream products
Upstream raw materials
Downstream products
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Related reactions
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