International Union of Pure and Applied Chemistry

Division VIII Chemical Nomenclature and Structure Representation Division

Nomenclature of Organic Chemistry. IUPAC Recommendations and Preferred Names 2013.

Prepared for publication by Henri A. Favre and Warren H. Powell, Royal Society of Chemistry, ISBN 978-0-85404-182-4

Changes to the web Blue Book made since second version was made public on 18 December 2023.

P-14.4 (b) lines 2/3. [corrected 28 May 2024]
For ....accommodate a substituent suffix in accordance with structural feature (d)
read ....accommodate a substituent suffix in accordance with structural feature (c)

P-16.7.1 (a), line 2.[corrected 30 March 2024]
For ...when followed by a suffix or 'en' ending beginning with 'a', 'e'....
read ...when followed by a suffix or ending beginning with 'a', 'e'....

P-31.1.1.1, after text. [corrected 4 September 2024]
Add If the stereochemistry of a double bond is indicated in a structure it should be specified by E or Z with the appropriate locant. This includes double bonds in rings of eight or more members (see P-91.2.2).

P-31.1.3.1, example 4. [corrected 4 September 2024]
For cyclododeca-1,5-diene (PIN)
read (1Z,5E)-cyclododeca-1,5-diene (PIN)

P-31.1.3.1, example 5. [corrected 4 September 2024]
Replace the structure with:
   
for cyclopentadec-1-en-4-yne (PIN)
read (1Z)-cyclopentadec-1-en-4-yne (PIN)

P-31.1.3.2, example 1. [corrected 4 September 2024]
For1,4,7,10-tetraoxacyclododec-2-ene (PIN)
read (2Z)-1,4,7,10-tetraoxacyclododec-2-ene (PIN)

P-31.1.3.2, example 2. [corrected 4 September 2024]
For 1-oxa-4-azacyclododec-3-ene (PIN)
read (3E)-1-oxa-4-azacyclododec-3-ene (PIN)

P-31.1.3.2, example 3. [corrected 4 September 2024]
For 1,11-disilacycloicosa-5,7-dien-3-yne (PIN)
read (5Z,7E)-1,11-disilacycloicosa-5,7-dien-3-yne (PIN)

P-31.1.3.2, example 4. [corrected 4 September 2024]
For 1,10-disilacycloicosa-12,14,16-trien-18-yne (PIN)
read (12Z,14E,16Z)-1,10-disilacycloicosa-12,14,16-trien-18-yne (PIN)

P-31.1.4.3. [corrected 4 September 2024]
The order of the three criteria changed to make minimum number of compound locants first.

P-31.1.4.3 (2) formerly (1), example. [corrected 4 September 2024]
For bicyclo[14.3.1]icosa-11,13,18-trien-2-yne (PIN)
read (11E,13E)-bicyclo[14.3.1]icosa-11,13,18-trien-2-yne (PIN)

P-31.1.4.3 (3) formerly (2), example. [corrected 4 September 2024]
For bicyclo[11.3.1]heptadeca-2-en-11-yne (PIN)
read (2Z)-bicyclo[11.3.1]heptadeca-2-en-11-yne (PIN)

P-31.1.4.3 (1) formerly (3), example. [corrected 4 September 2024]
For bicyclo[8.3.1]tetradeca-4,6,10-trien-2-yne (PIN)
read (4Z,6E)-bicyclo[8.3.1]tetradeca-4,6,10-trien-2-yne (PIN)

P-31.1.5.1.2 (1), example. [corrected 4 September 2024]
For spiro[4.10]pentadec-10-en-8-yne (PIN)
read (10Z)-spiro[4.10]pentadec-10-en-8-yne (PIN)

P-31.1.5.1.2 (2), example. [corrected 4 September 2024]
For spiro[4.10]pentadec-6-en-14-yne (PIN)
read (6E)-spiro[4.10]pentadec-6-en-14-yne (PIN)

P-31.1.6.1, before examples. [corrected 4 September 2024]
Add If there is a choice the criteria of P-31.1.4.3 are applied.

P-31.1.6.1, example 1. [corrected 4 September 2024]
Replace the structure with:
   
For 1(1,3)-benzena-9(1,3)-cyclohexanacyclohexadecaphane-91(96),94-diene (PIN)
read not 1(1,3)-benzena-9(1,3)-cyclohexanacyclohexadecaphane-91(96),94-diene
add 1(1,3)-benzena-9(1,3)-cyclohexanacyclohexadecaphane-93,95-diene (PIN)

P-31.1.6.2, example 1. [corrected 4 September 2024]
For 1,7(1,3)dibenzenacyclotridecaphan-4-en-2-yne (PIN)
read (4Z)-1,7(1,3)dibenzenacyclotridecaphan-4-en-2-yne (PIN)

P-31.1.6.2, example 2. [corrected 4 September 2024]
For 1,7(1,3)dibenzenacyclotridecaphan-2-en-5-yne (PIN)
read (2E)-1,7(1,3)dibenzenacyclotridecaphan-2-en-5-yne (PIN)

P-31.2.4.3, example left. [corrected 4 September 2024]
For 2,3,4,5-tetrahydroazocine (PIN)
read (6Z,8Z)-2,3,4,5-tetrahydroazocine (PIN)

P-44.4.1.2 (1), example left. [corrected 4 September 2024]
For cycloicosene (PIN)
read (E)-cycloicosene (PIN)

P-44.4.1.2 (2), example left. [corrected 4 September 2024]
For cycloicosa-1,8-diene (PIN)
read (1E,8E)-cycloicosa-1,8-diene (PIN)

P-44.4.1.2 (2), example right. [corrected 4 September 2024]
For cycloicos-1-en-3-yne (PIN)
read (1E)-cycloicos-1-en-3-yne (PIN)

P-44.4.1.10.1 (1), example left. [corrected 4 September 2024]
For cyclocosa-1,3-dien-5-yne (PIN)
read (1Z,3E)-cyclocosa-1,3-dien-5-yne (PIN)

P-44.4.1.10.1 (1), example right. [corrected 4 September 2024]
For cyclocosa-1,7-dien-3-yne (PIN)
read (1E,7Z)-cyclocosa-1,7-dien-3-yne (PIN)

P-44.4.1.10.1 (2), example left. [corrected 4 September 2024]
For cyclocosa-1,3-dien-5-yne (PIN)
read (1Z,3E)- (1Z,3E)-cyclocosa-1,3-dien-5-yne (PIN)

P-44.4.1.10.1 (2), example right. [corrected 4 September 2024]
For cyclocosa-1,5-dien-3-yne (PIN)
read (1E,5E)- cyclocosa-1,5-dien-3-yne (PIN)

P-54.2, example 2. [corrected 4 September 2024]
Replace the structure with:
   

P-64.2.2.3, example 8. [corrected 4 September 2024]
For 1,3,6,8(2,5)-tetrafuranacyclododecaphan-11-en-2-one (PIN)
read (11Z)-1,4,7,10(2,5)-tetrafuranacyclododecaphan-11-en-2-one (PIN)

P-65.3.3.2.2.1 (2), lines 2/3. [corrected 28 May 2024]
For ...representing the ‘hydroxylic’ are exactly...
read ...representing the ‘hydroxylic’ component are exactly...

P-65.6.3.3.2.2.1, example 1. [corrected 28 May 2024]
For (2) 3,3′-oxydi(methyl benzoate)
read (2) 3,3′-oxybis(methyl benzoate)

P-65.6.3.3.4.1, example. [corrected 28 May 2024]
For ethane-1,2-diyl di(methyl butanedioate)
read ethane-1,2-diyl bis(methyl butanedioate)

P-93.5.5.1, example 2. [corrected 28 May 2024]
For (14M)-15-bromo-2,13-dioxa-1(1,4)-benzenacyclotridecaphane-12-carboxylic acid (PIN)
read (14M)-15-bromo-2,13-dioxa-1(1,4)-benzenacyclotridecaphane-12-carboxylic acid

add (1M)-17-bromo-2,13-dioxabicyclo[12.2.2]octadeca-1(16),14,17-triene-15-carboxylic acid (PIN)

P-93.5.5.3, lines 3/4. [corrected 4 September 2024]
For ...present, all descriptors are must be cited (see P-91.2.2).
read ...present, all descriptors of double bonds in rings of more than seven nodes are cited (see P-91.2.2)

P-93.5.5.3, example 2. [corrected 4 September 2024]
For (2E)-1(2,6)-pyridina-7(1,3)-benzenacyclododecaphan-2-ene (PIN)
read (2E)-11,14,15,16-tetrahydro-1(2,6)-pyridina-7(1,3)-benzenacyclododecaphan-2-ene (PIN)

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