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Basic Information
CAS No.: 110-62-3
Name: Valeric aldehyde
Article Data: 401
Molecular Structure:
Molecular Structure of 110-62-3 (Valeric aldehyde)
Formula: C5H10O
Molecular Weight: 86.1338
Synonyms: Valeraldehyde(8CI);NSC 35404;Pentylaldehyde;Valeral;Valeric acid aldehyde;Valericaldehyde;n-Pentanal;n-Valeraldehyde;Pentanal;
EINECS: 203-784-4
Density: 0.794 g/cm3
Melting Point: - 92 °C
Boiling Point: 103.7 °C at 760 mmHg
Flash Point: 12.2 °C
Solubility: 14 g/L (20 °C) in water
Appearance: colorless liquid
Hazard Symbols: IrritantXi; FlammableF
Risk Codes: 11-41-36/37/38
Safety: 16-26-33-37/39
Transport Information: UN 2058 3/PG 2
PSA: 17.07000
LogP: 1.37550
Synthetic route
71-41-0

pentan-1-ol

110-62-3

pentanal

Conditions
ConditionsYield
With oxidase In water at 40℃; Reformatsky Reaction; Enzymatic reaction;100%
With dihydrogen peroxide In water at 65℃; for 4h; Catalytic behavior; Green chemistry; chemoselective reaction;97%
With chromium(VI) oxide; silica gel for 0.05h; microwave irradiation;96%
64847-80-9

1,1-diacetoxypentane

110-62-3

pentanal

Conditions
ConditionsYield
With poly(4-vinylpyridine)-supported sulfuric acid In acetonitrile at 20℃; for 1.5h; Green chemistry;100%
With ammonium cerium(IV) nitrate In acetonitrile at 70℃; for 4.5h;90%
With N-sulfonic acid poly(4-vinylpyridinium) chloride In methanol at 20℃; for 0.666667h;88%
With sulfonated rice husk ash In acetonitrile at 60℃; for 0.0833333h;88%
106-98-9

1-butylene

201230-82-2

carbon monoxide

110-62-3

pentanal

Conditions
ConditionsYield
With dicarbonylacetylacetonato rhodium (I); C41H30O8P2; hydrogen In toluene at 90℃; under 3750.38 - 7500.75 Torr; for 3h; Reagent/catalyst; regioselective reaction;98.2%
With [bmim][n-C8H17OSO3]; hydrogen; 2,7-bis(SO3Na)-4,5-bis(PPh2)-9,9-Me2-xanthene Rh complex at 120℃; under 7950.8 Torr; for 0.00472222h; Kinetics; Activation energy; Further Variations:; Pressures; Temperatures; syngas composition, educt conc., catalyst conc.;97.7%
With (acetylacetonato)dicarbonylrhodium (l); C43H53O8P; hydrogen In toluene under 37503.8 Torr; for 12h; Catalytic behavior; Reagent/catalyst; regioselective reaction;97.4%
590-18-1

(Z)-2-Butene

201230-82-2

carbon monoxide

110-62-3

pentanal

Conditions
ConditionsYield
With (acetylacetonato)dicarbonylrhodium (l); 1,2,4,5-tetraisopropylbenzene; C43H53O8P; hydrogen In toluene under 37503.8 Torr; for 12h; Catalytic behavior; Pressure; regioselective reaction;96.5%
With acetylacetonatodicarbonylrhodium(l); 3,3'-di-tert-butyl-5,5'-dimethoxy-[1,1'-biphenyl]-2,2'-diyltetrakis(2,4-dimethylphenyl)bis(phosphite); bis-(2,2,6,6-tetramethyl-4-piperidinyl) sebacate; hydrogen In toluene at 120℃; under 15001.5 Torr; for 12h; Catalytic behavior; Reagent/catalyst; Autoclave;95%
With dicarbonylacetylacetonato rhodium (I); trans-1,12-bis((di(1H-pyrrol-1-yl)phosphino)oxy)-5,5a,6,7,7a,8-hexahydrocyclopenta[1,2-b:1,5-b']dichromene; hydrogen In toluene at 110℃; under 3750.38 - 7500.75 Torr; for 15h; Glovebox; Autoclave; regioselective reaction;
14629-45-9

1-pentyl(trimethylsilyl)ether

110-62-3

pentanal

Conditions
ConditionsYield
With 1,4-dichloro-1,4-diazoniabicyclo[2,2,2]octane bis-chloride In water at 50℃; for 0.333333h; pH=7;95%
With (H2DABCO)2(HDABCO)2(Br)2(Br3)4 In water at 80℃; for 0.333333h;95%
With ammonium cerium(IV) nitrate; HZSM-5 zeolite In water for 0.0833333h; microwave irradiation;92%
821-09-0

n-Pent-4-enyl alcohol

110-62-3

pentanal

Conditions
ConditionsYield
[CpRu(η2-P,N-L)(CH3CN)]PF6 In [(2)H6]acetone; [(Me3Si)4C] at 70℃; for 5h; Product distribution / selectivity;95%
C21H29N3PRu(1+)*F6P(1-) In dichloromethane; [(Me3Si)4C] at 20℃; for 24 - 48h; Product distribution / selectivity;95%
{CpRu[P(i-Pr)2(1-Me-4-tBu-imidazol-2-yl)]MeCN}*PF6 In acetone at 70℃; for 1h;95 % Spectr.
[CpRu(PN)(MeCN)]PF6 In [(2)H6]acetone at 70℃; for 1 - 5h; Product distribution / selectivity;> 95 %Spectr.
78709-76-9

{bis(triphenylphosphine)nitrogen}{HW(CO)5}

638-29-9

n-valeryl chloride

A

110-62-3

pentanal

B

39048-34-5

bis(triphenylphosphoranylidene)ammonium chloropentacarbonyltungstate

Conditions
ConditionsYield
In tetrahydrofuran 1:1 molar ratio, THF, 25.degree,C;; detected by NMR, Ir spectra and GC analysis;;A 95%
B n/a
78362-94-4

{PPN}{HCr(CO)5}

638-29-9

n-valeryl chloride

A

110-62-3

pentanal

B

65650-76-2

bis(triphenylphosphine)nitrogen{Cr(CO)5Cl}

Conditions
ConditionsYield
In tetrahydrofuran 1:1 molar ratio, THF, 25°C;; detected by NMR and IR spectra; and GC analysis,;A 95%
B n/a
110-53-2

1-Bromopentane

110-62-3

pentanal

Conditions
ConditionsYield
With dimethyl sulfoxide for 0.0361111h; Kornblum oxidation; Microwave irradiation;95%
71-41-0

pentan-1-ol

A

96-47-9

2-methyltetrahydrofuran

B

542-69-8

1-iodo-butane

C

110-62-3

pentanal

Conditions
ConditionsYield
With N-iodo-succinimide In chlorobenzene for 2h; Irradiation;A 94%
B 1%
C n/a
With N-iodo-succinimide In chlorobenzene for 2h; Product distribution; Irradiation; var. irradiat. times, temps. and light cond.;A 94%
B 1%
C n/a
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Consensus Reports

Reported in EPA TSCA Inventory.

Standards and Recommendations

OSHA PEL: TWA 50 ppm
ACGIH TLV: TWA 50 ppm
DOT Classification:  3; Label: Flammable Liquid

Analytical Methods

For occupational chemical analysis use NIOSH: Valeraldehyde 2536.

Specification

The Pentanal, with the CAS registry number 110-62-3 and EINECS registry number 200-710-2, is also called pentanaldehyde or valeraldehyde. And the molecular formula of this chemical is C5H10O. It is a kind of colourless liquid, and slightly soluble in water, and may be sensitive to prolonged exposure to air. What's more, it should be stored at 0-6°C.

The physical properties of Pentanal are as following: (1)ACD/LogP: 1.44; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.44; (4)ACD/LogD (pH 7.4): 1.44; (5)ACD/BCF (pH 5.5): 7.29; (6)ACD/BCF (pH 7.4): 7.29; (7)ACD/KOC (pH 5.5): 144.22; (8)ACD/KOC (pH 7.4): 144.22; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 17.07 Å2; (13)Index of Refraction: 1.384; (14)Molar Refractivity: 25.4 cm3; (15)Molar Volume: 108.3 cm3; (16)Polarizability: 10.06×10-24cm3; (17)Surface Tension: 24 dyne/cm; (18)Density: 0.794 g/cm3; (19)Flash Point: 12.2 °C; (20)Enthalpy of Vaporization: 34.28 kJ/mol; (21)Boiling Point: 103.7 °C at 760 mmHg; (22)Vapour Pressure: 31.8 mmHg at 25°C.

Uses  and preparation of Pentanal: It is used in flavorings, resin chemistry, and rubber accelerators. It is also used to prepare pentanol and oxidation of pentanol. What's more, it can be prepared by 1-butylene and syngas(CO/H2) at 19.6-29.7 MPa, 150-170 ° C.
CH2=CHCH2CH3+CO+H2→CH3CH2CH2CH2CHO

You should be cautious while dealing with this chemical. It is a kind of flammable chemical, and it irritates eyes, respiratory system and skin. It also has risk of serious damage to eyes. Therefore, you had better take the following instructions: Wear suitable gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; Keep away from sources of ignition - No smoking; Take precautionary measures against static discharges.

You can still convert the following datas into molecular structure:
(1)SMILES: O=CCCCC
(2)InChI: InChI=1/C5H10O/c1-2-3-4-5-6/h5H,2-4H2,1H3
(3)InChIKey: HGBOYTHUEUWSSQ-UHFFFAOYAJ

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 skin 20gm/kg (20000mg/kg)   Food and Cosmetics Toxicology. Vol. 17, Pg. 919, 1979.
mouse LD50 intraperitoneal 200mg/kg (200mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: ATAXIA
National Technical Information Service. Vol. OTS0533619,
mouse LD50 oral 6400mg/kg (6400mg/kg)   Food and Cosmetics Toxicology. Vol. 17, Pg. 919, 1979.
mouse LDLo subcutaneous 2gm/kg (2000mg/kg)   Annales Pharmaceutiques Francaises. Vol. 14, Pg. 710, 1956.
rabbit LD50 skin 5mL/kg (5mL/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" National Technical Information Service. Vol. OTS0535072,
rat LCLo inhalation 4000ppm/4H (4000ppm)   American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.
rat LD50 intraperitoneal 400mg/kg (400mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: ATAXIA
National Technical Information Service. Vol. OTS0533619,
rat LD50 oral 5660uL/kg (5.66mL/kg)   American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.