Home > Compound List > Compound details
72707-66-5 molecular structure
click picture or here to close

2-(bromomethyl)prop-2-enoic acid

ChemBase ID: 145751
Molecular Formular: C4H5BrO2
Molecular Mass: 164.9853
Monoisotopic Mass: 163.9472914
SMILES and InChIs

SMILES:
C=C(CBr)C(=O)O
Canonical SMILES:
OC(=O)C(=C)CBr
InChI:
InChI=1S/C4H5BrO2/c1-3(2-5)4(6)7/h1-2H2,(H,6,7)
InChIKey:
NOOYFQLPKUQDNE-UHFFFAOYSA-N

Cite this record

CBID:145751 http://www.chembase.cn/molecule-145751.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2-(bromomethyl)prop-2-enoic acid
IUPAC Traditional name
2-(bromomethyl)prop-2-enoic acid
Synonyms
2-(Bromomethyl)acrylic acid
2-(溴甲基)丙烯酸
CAS Number
72707-66-5
EC Number
276-774-0
MDL Number
MFCD00004259
Beilstein Number
2426204
PubChem SID
24852758
24850504
162239953
PubChem CID
558884

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 558884 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.3634343  H Acceptors
H Donor LogD (pH = 5.5) -0.9346834 
LogD (pH = 7.4) -2.2240574  Log P 1.1878138 
Molar Refractivity 29.4577 cm3 Polarizability 11.390737 Å3
Polar Surface Area 37.3 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
68-73 °C expand Show data source
70-73 °C(lit.) expand Show data source
European Hazard Symbols
Corrosive Corrosive (C) expand Show data source
UN Number
3261 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Hazard Class
8 expand Show data source
Packing Group
2 expand Show data source
Risk Statements
34 expand Show data source
Safety Statements
26-36/37/39-45 expand Show data source
GHS Pictograms
GHS05 expand Show data source
GHS Signal Word
Danger expand Show data source
GHS Hazard statements
H314 expand Show data source
GHS Precautionary statements
P280-P305 + P351 + P338-P310 expand Show data source
Personal Protective Equipment
Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges expand Show data source
RID/ADR
UN 3261 8/PG 2 expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥97.0% (T) expand Show data source
98% expand Show data source
Grade
purum expand Show data source
Linear Formula
CH2=C(CH2Br)COOH expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 212970 external link
Packaging
1, 10, 50 g in glass bottle
Application
Reacts with aldehydes and ketones to form α-methylene-butyrolactones.1 Used in the synthesis of methotrexate analogues.2
Sigma Aldrich - 17550 external link
Other Notes
Preparation of the corresponding Wittig-Horner reagents1; The ethyl ester is used for Reformatskii-type reactions giving α-methylene-γ-lactones2

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
    No data available
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle