4-Cyanobenzaldehyde

HCID 66042

Basic information

CAS
105-07-7
Standard SMILES
N#Cc1ccc(C=O)cc1
InChIKey
WZWIQYMTQZCSKI-UHFFFAOYSA-N
Molecular formula
C8H5NO
Average molar mass
131.13 g/mol
Monoisotopic mass
131.03711378

Names & identifiers

Preferred name
4-Cyanobenzaldehyde
IUPAC
4-formylbenzonitrile
English name
4-Cyanobenzaldehyde
Molecular formula
C8H5NO
Molecular weight
131.13

Names & synonyms

4-Cyanobenzaldehyde105-07-7p-CyanobenzaldehydeBenzonitrile, 4-formyl-p-FormylbenzonitrileTerephthalaldehydonitrileBenzaldehyde, p-cyano-p-CyanobenzenecarboxaldehydeDWH62Y9TCANSC-5091DTXSID6059312RefChem:98649
Show more names
usafkf-1USAF KP-1WLN: VHR DCN4-CyanobenzaL4-CyanbenzaldehydTIMTEC-BB SBB008634
DTXCID9032909203-267-34-FormylbenzonitrileBenzonitrile, p-formyl-MFCD00003376USAF KF-14-FormYl-BenzonitrileNSC 5091

Database identifiers

CAS
105-07-7
PubChem CID
66042
DTXSID
DTXSID6059312
ChEMBL
CHEMBL1922276
ChEBI
CHEBI:156308
UNII
DWH62Y9TCA
EC Number
203-267-3
Nikkaji
J22.132E

Properties

Computed structural properties

XLogP
1.2
Topological polar surface area
40.9 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
1
Heavy atoms
10

Physicochemical properties

Melting point
100102 °C · 100102°C
Boiling point
133 °C12mm · 133°C12mm Hg
Density
1.1971 · 1.1971 (rough estimate)
refractive index
1.47 · 1.4700 (estimate)
Flash point
133 °C/12mm · 133°C/12mm
storage temp.
30 °C · Store below +30°C.

Safety & regulation

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
tsca
TSCA listed
rtecs
CU5250000
ridadr
3439
hs_code
29269095

Chemistry & industry

Applications · 3 items

Uses4-Cyanobenzaldehyde, is used as an intermediate for organic synthesis.It is also used as an intermediate in the pharmaceutical and research department.

Uses4-Formylbenzonitrile can be used in the synthesis of various boron-dipyrromethenes (BODIPY), porphyrins, corroles and other related macrocycles.

Uses4-Cyanobenzaldehyde is used as a reagent in the synthesis of hydrazone based inhibitors of adipose-triglyceride lipase (ATGL). 4-Cyanobenzaldehyde is also used as a reagent in the synthesis of BAZ2-ICR which is a chemical probe targeting the bromo domains of BAZ2A and BAZ2B.

Preparation methods · 1 item

PreparationSynthesis steps of 4-cyanobenzaldehyde: (1) Take 20 mL of p-dimethylbenzene and place it in a reaction vessel. Heat the reaction vessel to 130-135℃ and add the solvent N,N-dimethylformamide DMF, catalyst and co-catalyst in sequence. The amount of N,N-dimethylformamide DMF added is 20-25 mL, and the amount of catalyst and co-catalyst added is 2.5-3.0 g and 10-15 g, respectively. Control the oxygen flow rate to 900 mL/min and the hydrogen flow rate to 100 mL/min. React for 4-5 h; (2) Cool the above reaction solution to room temperature. The obtained transparent colorless crystals are p-methylbenzonitrile. Wash the obtained crystals 2-3 times with DMF and then filter out the impurities. (2) Remove the DMF solvent to obtain p-methylbenzonitrile with a purity higher than 90%; (3) Place the p-methylbenzonitrile synthesized in step (2) above into a reaction vessel, heat the reaction vessel to 110-115℃, and add the solvent N,N-dimethylformamide DMF, catalyst and co-catalyst in sequence. The amount of N,N-dimethylformamide DMF added is 10-15mL, and the amount of catalyst and co-catalyst added is 1.0-1.5g and 8.0-9.0g, respectively. Control the oxygen flow rate to be 900mL/min and the hydrogen flow rate to be 100mL/min. React for 2-3h, and the resulting white crystalline powder is 4-cyanobenzaldehyde.

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

Additional notes

DefinitionChEBI: 4-cyanobenzaldehyde is a member of benzaldehydes.

Related reactions

457 records

Compound notes

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