Basic information
- Standard SMILES
c1ccc2c(c1)CCO2- InChIKey
HBEDSQVIWPRPAY-UHFFFAOYSA-N- Molecular formula
- C8H8O
- Average molar mass
- 120.15 g/mol
- Monoisotopic mass
- 120.05751487
Names & identifiers
- Preferred name
- Dihydrobenzofuran
- IUPAC
- 2,3-dihydro-1-benzofuran
- English name
- 2,3-Dihydrobenzofuran
- Molecular formula
- C8H8O
- Molecular weight
- 120.15
Names & synonyms
2,3-DIHYDROBENZOFURAN496-16-2Coumaran2,3-Dihydro-1-benzofuranDihydrobenzofuran99E861415LDTXSID2022040CHEBI:87607RefChem:442387DTXCID402040207-817-32,3-dihydrobenzo[b]furan
Show more names
Benzofuran,2,3-dihydro-CumaranBUTTPARK 44\01-23Benzodihydrofuran3-Dihydrobenzofuran
Benzofuran, 2,3-dihydro-Dihydrocoumarone2,3-Dihydro-benzofuranMFCD000058552,3-dihydrobenzofuraneKumaranramelteon impurity F1,2-dihydrobenzofuran
Database identifiers
- CAS
496-16-2- PubChem CID
- 10329
- DTXSID
DTXSID2022040- ChEMBL
CHEMBL370688、CHEMBL491738- ChEBI
CHEBI:87607- UNII
- 99E861415L
- EC Number
- 207-817-3
- Nikkaji
- J6.091G
Properties
Computed structural properties
- XLogP
- 2.1
- Topological polar surface area
- 9.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 101
Experimental & physicochemical properties
LogP2.14
Boiling Point188.00 to 189.00 °C. @ 760.00 mm Hg
Melting Point-21.5 °C
Physical DescriptionLiquid
Kovats Retention Index
1188；1187；1207；1191
1223；1224；1219；1211；1221；1216；1237；1226；1224；1226；175.3
2389；2389；2359.8
Physicochemical properties
- Melting point
- -21 °C · -21°C
- Boiling point
- 188 · 188-189 °C (lit.)
- Density
- 1.065 g/mL · 1.065 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.549(lit.)
- Flash point
- 152 °F · 152 °F
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- alcohol: soluble
- form
- clear liquid
- Specific Gravity
- 1.065 · 1.065
- color
- Colorless to Yellow to Green
- Merck
- 14 · 14,2559
- BRN
- 111928 · 111928
- InChI
- 1S/C8H8O/c1-2-4-8-7(3-1)5-6-9-8/h1-4H,5-6H2
- InChIKey
- HBEDSQVIWPRPAY-UHFFFAOYSA-N
- SMILES
- C1Cc2ccccc2O1
- LogP
- 2.14 · 2.140
- CAS DataBase Reference
- 496 · 496-16-2(CAS DataBase Reference)
- FDA UNII
- 99 E861415L · 99E861415L
- NIST Chemistry Reference
- 2 · Benzofuran, 2,3-dihydro-(496-16-2)
- EPA Substance Registry System
- Coumaran (496-16-2)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 227 · H227
- Precautionary statements
- 210 · P210-P280-P370+P378-P403+P235-P501-P210e-P280a-P370+P378a-P501a
- PPE
- Eyeshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 23 · 23-24/25-26
- WGK Germany
- 3 · 3
- Hazard Note
- Irritant
- TSCA
- TSCA listed
- HS Code
- 29329995 · 29329995
- Storage Class
- 10 · 10 - Combustible liquids
- REACH Registrations
- Inactive
Safety & regulation
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]；H412 (99%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 105 reports by companies from 2 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 InformationStatus: Active Update: 18-05-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/22839
Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2A (100%)；STOT SE 3 (100%)；Aquatic Chronic 3 (99%)
Regulatory information
Regulatory InformationStatus: Active Update: 18-05-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/22839
Safety data
- PPE
- Eyeshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29329995
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 23-24/25-26
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H227
- REACH Registrations
- Inactive
- Precautionary statements
- P210-P280-P370+P378-P403+P235-P501-P210e-P280a-P370+P378a-P501a
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationBenzofuran, 2,3-dihydro-: ACTIVE
Applications
Uses2,3-dihydrobenzofuran is widely used in the synthesis of tricyclic compounds and is also an intermediate raw material for the synthesis of some important drugs. It is used in the synthesis of antitumor agents benzofuran sulfonylureas, HIV protease inhibitor amino acid hydroxyethylenesulfonyl, matrix metalloproteinase inhibitor aryl sulfinyl isoxime hydroxamic acid, etc.
General DescriptionBiotransformation of 2,3-dihydrobenzofuran using intact cells of Pseudomonas putida UV4 has been investigated. 2,3-Dihydrobenzofuran is the intermediate formed during catalytic hydrodeoxygenation of benzofuran.
Upstream & downstream products
Upstream raw materials
Downstream products
Additional notes
DefinitionChEBI: 2,3-dihydrobenzofuran is a member of the class of 1-benzofurans that is the 2,3-dihydroderivative of benzofuran. It has a role as a metabolite.
Related reactions
116 records
Linked notes
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