Benzaldehyde dimethyl acetal
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Basic information
- CAS
1125-88-8- Standard SMILES
COC(OC)c1ccccc1- InChIKey
HEVMDQBCAHEHDY-UHFFFAOYSA-N- Molecular formula
- C9H12O2
- Average molar mass
- 152.19 g/mol
- Monoisotopic mass
- 152.08372962
Overview
(Dimethoxymethyl)benzene is a benzyl ether.
Names & identifiers
- Preferred name
- Benzaldehyde dimethyl acetal
- IUPAC
- dimethoxymethylbenzene
- English name
- Benzaldehyde dimethyl acetal
- Molecular formula
- C9H12O2
- Molecular weight
- 152.19
Names & synonyms
Benzaldehyde dimethyl acetal1125-88-8(dimethoxymethyl)benzeneDimethoxyphenylmethanealpha,alpha-DimethoxytolueneBENZENE, (DIMETHOXYMETHYL)-Benzaldehyde, dimethyl acetalFEMA No. 2128W6T83K35CADTXSID5061538NSC-286137RefChem:916846
Show more names
boronic Acid Pinacol EsterImidazolidinonemorpholinonemidecarbothioamideIsoquinolinolnitrobenzoatemethylbenzamideα,α-Dimethoxytoluenel Chloride
DTXCID1033298214-413-0DimethoxymethylbenzenebenzaldehydedimethylacetalBENZALDEHYDE DIMETHYLACETALPHENYLDIMETHOXYMETHANE.alpha.,.alpha.-Dimethoxytoluene1-(dimethoxymethyl)benzene
Database identifiers
- CAS
1125-88-8- PubChem CID
- 62375
- DTXSID
DTXSID5061538- ChEBI
CHEBI:179257- UNII
- W6T83K35CA
- EC Number
- 214-413-0
- Nikkaji
- J57.881I
Properties
Computed structural propertiesFilling in
- XLogP
- 1.6
- Topological polar surface area
- 18.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 3
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 93.7
Experimental & physicochemical properties
Food AdditivesFLAVOR ENHANCER, FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density1.007-1.020
Flavoring AgentsEU Flavoring substances
Solubility
insoluble in water; soluble in organic solvents, oils
miscible at room temperature (in ethanol)
Boiling Point
87.00 to 89.00 °C. @ 18.00 mm Hg
198 °C
Refractive Index1.488-1.496
Physical Descriptioncolourless liquid with a sweet, floral-almond odour
Physicochemical properties
- Melting point
- 87 · 87-89 C
- Boiling point
- 87 · 87-89 °C/18 mmHg (lit.)
- Density
- 1.014 g/mL · 1.014 g/mL at 25 °C (lit.)
- FEMA
- 2128 · 2128 | BENZALDEHYDE DIMETHYL ACETAL
- refractive index
- 20 · n20/D 1.493(lit.)
- FLAVIS Number
- 6.003 · 06.003 | alpha,alpha-Dimethoxytoluene
- Flash point
- 157 °F · 157 °F
- storage temp.
- 2 · Inert atmosphere,2-8°C
- form
- Liquid
- color
- Clear colorless
- Odor
- 100 % · at 100.00 %. green earthy rooty nutty vegetable spinach potato fungal almond winey
- Odor Type
- green
- biological source
- synthetic
- Water Solubility
- decomposes
- Sensitive
- Moisture Sensitive
- JECFA Number
- 837 · 837
- BRN
- 2044501 · 2044501
- Cosmetics Ingredients Functions
- PERFUMING
- InChI
- 1S/C9H12O2/c1-10-9(11-2)8-6-4-3-5-7-8/h3-7,9H,1-2H3
- InChIKey
- HEVMDQBCAHEHDY-UHFFFAOYSA-N
- SMILES
- COC(OC)c1ccccc1
- LogP
- 2.24 · 2.24
- CAS DataBase Reference
- 1125 · 1125-88-8(CAS DataBase Reference)
- Substances Added to Food (formerly EAFUS)
- BENZALDEHYDE DIMETHYL ACETAL
- FDA 21 CFR
- 172.515 · 172.515
- FDA UNII
- 6 T83K35CA · W6T83K35CA
- NIST Chemistry Reference
- Benzaldehyde dimethyl acetal(1125-88-8)
- EPA Substance Registry System
- Benzene, (dimethoxymethyl)- (1125-88-8)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302
- Precautionary statements
- 301 · P301+P312+P330
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- Xn
- Risk Statements
- 22 · 22-36/37/38
- Safety Statements
- 23 · 23-24/25
- WGK Germany
- 3 · WGK 3
- RTECS
- 5774000 · CU5774000
- F
- 10 · 10-21
- TSCA
- TSCA listed
- HazardClass
- IRRITANT
- HS Code
- 29110000 · 29110000
- Storage Class
- 10 · 10 - Combustible liquids
- Hazard Classifications
- 4 Oral · Acute Tox. 4 Oral
- Toxicity
- 50 orally · LD50 orally in Rabbit: 1220 mg/kg LD50 dermal Rabbit > 5000 mg/kg
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
H302 (99.7%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 320 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Benzene, (dimethoxymethyl)-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Benzaldehyde dimethyl acetal: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesAcute Tox. 4 (99.7%)
Safety data
- F
- 10-21
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- WGK 3
- tsca
- TSCA listed
- rtecs
- CU5774000
- hs_code
- 29110000
- Toxicity
- LD50 orally in Rabbit: 1220 mg/kg LD50 dermal Rabbit > 5000 mg/kg
- risk_code
- 22-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 23-24/25
- hazard_class
- IRRITANT
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
- Precautionary statements
- P301+P312+P330
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Uses & manufacturing
Use Classification
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing InformationBenzene, (dimethoxymethyl)-: ACTIVE
Applications
OccurrenceReported found in rhubarb and potato.
UsesBenzaldehyde dimethyl acetal used as an effective reagent for the construction of selenocarbonyl compounds.
UsesBenzaldehyde dimethyl acetal is suitable for use in the synthesis of 4,6-dihydroxy sugar, required for the total synthesis of Porphyromonas gingivalis 381 derived lipid A. It may be used in the preparation of 1-O-methyl-2,3-di-O-galloyl-β-D-glucose.
UsesBenzaldehyde dimethyl acetal may be used as an analytical reference standard for the quantification of the analyte in fresh and canned fish and Cinnamomum zeylanicum using gas-chromatography coupled to mass spectrometry (GC-MS).
General DescriptionThe abstraction of α-hydrogen atoms from benzaldehyde dimethyl acetal by active bromine at 80°C has been investigated.
Preparation methods
PreparationFrom benzaldehyde and methanol in the presence of calcium chloride and HCl; from benzaldehyde and tetramethylorthosilicate in the presence of anhydrous HCl in methanol
PreparationA mixture of ethylenediamine (1.2 g, 20 mmol), Ph3SbO (1.0 mmol), and P4S10 (2.0 mmol) was autoclaved under a pressure of CO2 (4.9 MPa). Imidazolidinone was isolated by column chromatography (silica gel; eluent: ethyl acetate/hexane, 1:1, v/v); yield 1.5 g (85%).
Upstream & downstream products
Downstream products
Additional notes
DefinitionChEBI: (Dimethoxymethyl)benzene is a benzyl ether.
Related reactions
51 records
Compound notes
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