alpha-Bromocinnamaldehyde (HCID 21585)

Names & identifiers

Preferred name: alpha-Bromocinnamaldehyde
IUPAC: 2-bromo-3-phenylprop-2-enal
English name: α-Bromocinnamaldehyde
Molecular formula: C9H7BrO
Molecular weight: 211.06

Names & synonyms

DTXSID301021256Bromocinnamalalpha-Bromocinnamic aldehydeRefChem:555414DTXCID601506310226-637-62-Bromocinnamaldehyde5443-49-2alpha-Bromocinnamaldehyde2-bromo-3-phenylprop-2-enalMFCD0000696599686-39-2

Show more names

2-bromo-3-phenyl-2-propenal(Z)-2-Bromo-3-phenylacrylaldehydeb36b37B 37Alphabrocineα-BromocinnamaLAKOS BBS-00003210α-Bromociamaldehyde

a-Bromocinnamaldehydebromocinnamaldehyde2-bromo-3-phenyl-propenalSCHEMBL567063SCHEMBL58042092-bromo-3-phenyl-prop-2-enalSY048553DB-020609

Database identifiers

CAS: 5443-49-2
PubChem CID: 21585
DTXSID: DTXSID301021256
EC Number: 226-637-6

Properties

Computed structural properties

XLogP: 2.7
Topological polar surface area: 17.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 2
Heavy atoms: 11
Formal charge: 0
Complexity: 157

Experimental & physicochemical properties

Physical DescriptionTan crystalline powder; [Alfa Aesar MSDS]

Physicochemical properties

Melting point: 66 · 66-68 °C(lit.)
Boiling point: 304.4 · 304.4±30.0 °C(Predicted)
Density: 1.427 · 1.4270 (rough estimate)
refractive index: 1.572 · 1.5720 (estimate)
storage temp.: 2 · 2-8°C
form: Crystalline Powder
color: Light yellow to ochre
Cosmetics Ingredients Functions: FRAGRANCE
InChI: InChI=1S/C9H7BrO/c10-9(7-11)6-8-4-2-1-3-5-8/h1-7H
InChIKey: WQRWNOKNRHCLHV-UHFFFAOYSA-N
SMILES: C(=O)C(Br)=CC1=CC=CC=C1
LogP: 2.491 · 2.491 (est)
CAS DataBase Reference: 5443 · 5443-49-2(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
NIST Chemistry Reference: 2 · 2-Propenal, 2-bromo-3-phenyl-(5443-49-2)
UNSPSC Code: 12352100 · 12352100
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xn
Risk Statements: 22 · 22-36/37/38
Safety Statements: 26 · 26-36/37/39-22
RIDADR: 3335 · UN 3335
WGK Germany: 3 · 3
RTECS: 6480000 · GD6480000
HS Code: 29130000 · 29130000
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 4 OralEye · Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]；H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (97.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

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 46 reports by companies from 6 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

Hazards SummaryCauses somnolence in oral, intraperitoneal, and subcutaneous lethal-dose studies of rats; [RTECS] A skin and strong eye irritant; Toxic by ingestion; [Alfa Aesar MSDS]

Hazard Classes and CategoriesAcute Tox. 4 (100%)；Skin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；STOT SE 3 (97.8%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
rtecs: GD6480000
ridadr: UN 3335
hs_code: 29130000
risk_code: 22-36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn
safety_code: 26-36/37/39-22
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H302-H315-H319-H335
Hazard Classifications: Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P270-P301+P312-P302+P352-P305+P351+P338

Chemistry & industry

Uses & manufacturing

UsesAnti-mildew agent. [ChemIDplus]

Use ClassificationCosmetics -> Masking

Applications

Usesα-Bromocinnamaldehyde was used in the synthesis of 3,4-diaryl 1H-pyrazoles. It was also used in the preparation of spiro imidazolidine-oxazolidine intermediate via guanidinium ylide mediated aziridination.

General Descriptionα-Bromocinnamaldehyde is commonly employed as an anti-mildew agent in commercial products.